(R)-N-(β-Trichlorogermyl propionyl)thiazolidine-2-thione-4-carboxylic methyl ether(1) and its sesquioxide(2) were synthesized. The crystal structure of 1 was determined by means of X-ray diffraction analysis, which s...(R)-N-(β-Trichlorogermyl propionyl)thiazolidine-2-thione-4-carboxylic methyl ether(1) and its sesquioxide(2) were synthesized. The crystal structure of 1 was determined by means of X-ray diffraction analysis, which shown that the >CO and >CS groups are located in the opposite sides of C(4)—N—C(3) bond with transconfiguration. The electronic structures and optimized configurations of compounds 1 and 2 were studied with MNDO method.展开更多
A series of fluorine- and piperazine-containing 1,2,4-triazole thione derivatives were synthesized by the Mannich reaction of triazole intermediates with various substituted piperazines and formaldehyde in high yields...A series of fluorine- and piperazine-containing 1,2,4-triazole thione derivatives were synthesized by the Mannich reaction of triazole intermediates with various substituted piperazines and formaldehyde in high yields. Structures of title compounds were confirmed by melting points, IR,~1H NMR,^（13）C NMR and elemental analysis. The preliminary bioassays for 17 novel title compounds showed that several compounds have significant fungicidal activity against Cercospora arachidicola, Physalospora piricola and Rhizoctonia cerealis at 50 mg/m L.展开更多
Melamine trisulfonic acid（MTSA） can be used as an efficient and recyclable catalyst for the promotion of the synthesis of 3,4- dihydropyrimidin-2（1H）-ones/thiones（DHPMs） in the absence of solvent.All reactions w...Melamine trisulfonic acid（MTSA） can be used as an efficient and recyclable catalyst for the promotion of the synthesis of 3,4- dihydropyrimidin-2（1H）-ones/thiones（DHPMs） in the absence of solvent.All reactions were performed at 80℃in good to high yields.展开更多
A self-intermolecular cyclocondensation reaction of 3,4-dihydropyrimidine-2-thione（DHPM） to give a novel tricyclic structure containing DHPM core in the presence of diethyl azodicarboxylate（DEAD） and triphenylphos...A self-intermolecular cyclocondensation reaction of 3,4-dihydropyrimidine-2-thione（DHPM） to give a novel tricyclic structure containing DHPM core in the presence of diethyl azodicarboxylate（DEAD） and triphenylphosphine（TPP） at room temperature is reported.展开更多
A novel compound 5-（p-tolyl）-4-[2-（2,4-dichlorophenoxy）acetamido]-1,2,4-tria zole- 3-thione 2a has been synthesized by the reaction of 5-（p-tolyl）-4-amino-1,2,4-triazole-3-thione 1 with 2-（2,4-dich/orophenoxy）...A novel compound 5-（p-tolyl）-4-[2-（2,4-dichlorophenoxy）acetamido]-1,2,4-tria zole- 3-thione 2a has been synthesized by the reaction of 5-（p-tolyl）-4-amino-1,2,4-triazole-3-thione 1 with 2-（2,4-dich/orophenoxy）acetyl ch/oride. Interestingly, the title compound 2 was obtained when 2a crystallizes from a mixed solution of petroleum ether and ethyl acetate, and it has been characterized by elemental analysis, IR, ^1H NMR spectra and single-crystal X-ray diffraction. The crystal belongs to the triclinic system, space group P1 with a = 9.780（5）, b = 10.876（6）, c = 11.615（6） /A, a = 104.822（7）, β= 94.105（6）, ）, = 94.305（6）°, V= 1185.7（11）/A3, Z = 2,μ = 0.397 mm^-1, Mr= 497.39, Dx= 1.393 g/cm^3, F（000） = 516, S = 1.097, the final R = 0.0730 and wR = 0.2133 for 4111 unique reflections （Rint = 0.0525） with 3212 observed ones. The dihedral angles made by the triazole ring with the methyl- and chloro-substituted benzene rings are 43.5（7） and 50.2（9）°, respectively. Some intra- and intermolecular hydrogen bonds together with C-H…π interactions existing in the lattice stabilize the crystal structure.展开更多
In our present work, a novel controlled radical polymerization system is developed based on xanthene-9-thione （XT）. It was found that the radical polymerization of styrene （St） became controlled in the presence of...In our present work, a novel controlled radical polymerization system is developed based on xanthene-9-thione （XT）. It was found that the radical polymerization of styrene （St） became controlled in the presence of a small amount of XT. At the early stage of the polymerization, the polymerization rate was relatively low and the as-formed polystyrene （PS） had low number-average molecular weight （Mn） and narrow polydispersity （D）. After XT was consumed, the polymerization rate increased dramatically and the Mn of PS increased gradually with polymerization proceeding. When the polymerization of St was carried out with a proper molar ratio of initiator to XT and at an appropriate temperature, shortened slow polymerization stage and good control over Mn could be achieved. To further improve the regulating ability of XT, a series of substituent groups （-CF3, --CH（CH3）2, --N（CH3）2） were introduced onto the xanthene ring of XT, and the effects of these derivatives on the polymerization of St were investigated in detail. UV-Vis spectroscopy was carried out to monitor the concentration of XT during the polymerization and the chemical structure of the as-formed PS was fully characterized by IH- NMR and ESI-MS analysis. A possible mechanism involving the formation and evolution of the cross-termination products was proposed to interpret the observed polymerization behavior.展开更多
A series of novel 1,3,5-thiadiazine-2-thione derivatives bearing a hydrazide moiety were designed, synthesized and evaluated for their antifungal activities against Rhizoctonia solani (Rs), Fusarium graminearum (Fg), ...A series of novel 1,3,5-thiadiazine-2-thione derivatives bearing a hydrazide moiety were designed, synthesized and evaluated for their antifungal activities against Rhizoctonia solani (Rs), Fusarium graminearum (Fg), Botrytis cinerea (Bc) and Colletotrichum capsici (Cc). The in vitro antifungal bioassays indicated that most of title compounds displayed good selectivity and specificity aganist Rs relative to Fg, Bc and Cc. Strikingly, the title compound N'-(4-chlorophenyl)-2-(5-phenyl-6-thioxo-1,3,5-thiadiazinan-3-yl)acethydrazide (5b) obviously inhibited the Rs growth in vitro with the EC50 value of 0.24μg/mL, which is approximately 2-folds more effective than the commercialized fungicide carbendazim (0.55 μg/mL). The in vivo anti-Rs effects of title compound 5b were further evaluated on rice leaves with control efficacies of 98.58% at 200 μg/mL and 61.27% at 100 μg/mL. The above researches provide a significant reference for the further structural optimization of 1,3,5-thiadiazine-2-thione derivatives bearing a hydrazide moiety as potential fungicides.展开更多
Objective:To study the derivatives of 1,2,4-triazino[5,6-b]indole-3-thione for antidepressant activity in olfactory bulbectomized(OBX)rats.Out of various derivatives tested for acute tail suspension test,the two deriv...Objective:To study the derivatives of 1,2,4-triazino[5,6-b]indole-3-thione for antidepressant activity in olfactory bulbectomized(OBX)rats.Out of various derivatives tested for acute tail suspension test,the two derivatives showiug prominent action were.selected for bilateral olfactory bulbeetomy rsodel of ehronic depression in rats.Methods:The sub aeute effects of 14-day oral pretreatment of two derivatives labeled as 3a(70 mg/kg)and 3r(70 mg/kg),imipramine(20 mg/kg),fluoxetiue(30 mg/kg)and moclobemide(15 mg/kg)were evaluated on bilateral bulbectomy induced rise in body weight,hyperphagia,hyperactivity,and on sexual dysfunction.The serum sodium concentration,body temperature,and heart rate were also recorded.Results:The derivatives3a and 3r showed reversal of drop in body weight,reversed OBX indueed hyperactivity,normalized body temperature,heart rate,and serum sodium concentration.In elevated maze test,moclobemide,3a,3r treatment significantly redueed time spent in open arm as compared to OBX rats.3a and 3r also irsproved sexual behavior parameters.Conclusions:The present study shows promising antidepressant action and provides a proof of concept for the chronic treatrsent of 3a,3r to treat depression.展开更多
The title compound C15H12N4O2S was synthesized by the reaction of 3-（2-hydroxybenzyl）-4-amino-（1H）-1,2,4-triazole-5-thione with 4-hydroxybenzaldehyde in ethanol and characterized by IR, ^1H NMR spectra and element...The title compound C15H12N4O2S was synthesized by the reaction of 3-（2-hydroxybenzyl）-4-amino-（1H）-1,2,4-triazole-5-thione with 4-hydroxybenzaldehyde in ethanol and characterized by IR, ^1H NMR spectra and elemental analysis. Its structure has been determined by X-ray diffraction analysis. The crystal belongs to monoclinic, space group C2/c with a = 27.990（3）, b = 13.1326（14）, c = 7.9770（8） A, β= 105.787（2）°, V = 2821.6（5）A^3, Z = 8, Mr= 312.35,μ= 0.243 mm^-1, Dc = 1.471 g/cm^3 and F（000） = 1296. The structure was solved by direct methods.and refined to a Rint value of 0.0388. The crystal structure involving in intermolecular N-H…S and O-H…S hydrogen bonds is observed, meanwhile intramolecular O-H…N hydrogen bond is also found. Their biological activities have been measured. The results show that this type of compound has certain antibacterial activity for Staphylococous aureus and Bacillus subtilis.展开更多
Starting with y-butyrolactone, 4-amino-3-（3-hydroxypropyl）-1H-1,2,4-triazole-5-（4H） thione 1 was prepared, and cyclization of it with 4-phenylbromoacetophenone gave 6-（4-biphenylyl）- 3-（3-hydroxypropyl）-7H-1,2...Starting with y-butyrolactone, 4-amino-3-（3-hydroxypropyl）-1H-1,2,4-triazole-5-（4H） thione 1 was prepared, and cyclization of it with 4-phenylbromoacetophenone gave 6-（4-biphenylyl）- 3-（3-hydroxypropyl）-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine Ⅱ. The structures of Ⅰ and Ⅱ were determined by elemental analyses, IR, ^1H NMR, ^13C NMR, and X-ray diffraction. Crystal data for 1： C5H10N4OS, Mr = 174.23, monoclinic system, space group P21/c, a =8.4568（6）, b = 22.8905（16）, c = 9.2625（6） A, β= 114.172（1）°, V= 1635.82（19） A^3, F（000） = 736, Z= 8, Dc = 1.415 g/cm^3, 2 λ=0.71073 A,μ = 0.346 mm^-1 and the final R = 0.0603 for 2870 unique reflections with 1993 observed ones （I 〉 2σ（I）. Crystal data for Ⅱ： C19H18N4OS, Mr = 350.43, monoclinic system, space group P21/c, a = 6.7481（7）, b = 8.2647（8）, c = 30.075（3） A, β= 94.445（2）°, V= 1672.3（3） A3, F（000） = 736, Z = 4, Dc = 1.392 g/cm^3, λ=0.71073 A,μ= 0.209 mm^-1 and the final R = 0.0667 for 3000 unique reflections with 2534 observed ones （I 〉 2σ（I））. In the crystal of compound Ⅱ, the five-membered triazole ring and two benzene rings are coplanar, while the six-membered thiadiazine ring is slightly distorted, with an r.m.s deviation of 0.227（1） A. Some hydrogen bonding interactions are observed and π-π stacking interactions between adjacent molecules are found in the packing diagrams of the two compounds.展开更多
The treatment of 5 amino 1 (4 chlorophenyl) 1,2,3 triazol 4 carbohydrazide with equimolecular aryl isothiocyanate gave new derivatives 1 a—l . Twelve title compounds were obtained in 42% to 87% yields whe...The treatment of 5 amino 1 (4 chlorophenyl) 1,2,3 triazol 4 carbohydrazide with equimolecular aryl isothiocyanate gave new derivatives 1 a—l . Twelve title compounds were obtained in 42% to 87% yields when compounds 1 a—l were respectively treated with sodium hydroxide aqueous solution(2 mol/L). The products of Dimroth rearrangement were not observed in the experiment. The structures of all the compounds were confirmed by means of IR, 1H NMR, MS and elementary analysis.展开更多
The title compound BBBT-Dry (C17H12Br2S5, Mr=536.42) has been synthesized and its structure feature has been described. BBBT-DTT is characterized by one dimensional chains formed by S…S (head to head) and Br…Br (tai...The title compound BBBT-Dry (C17H12Br2S5, Mr=536.42) has been synthesized and its structure feature has been described. BBBT-DTT is characterized by one dimensional chains formed by S…S (head to head) and Br…Br (tail to tail) intermolecular interactions.展开更多
Reactions of N,NA-diisopropyl-thiourea（abbreviated as L1） with CuC l2 and Cu Br2 afforded the trimeric（L1Cu Cl）3（1） and（L1Cu Br）3（2）, respectively, featuring the sulfur bridged Cu3S3 six-membered ring each a...Reactions of N,NA-diisopropyl-thiourea（abbreviated as L1） with CuC l2 and Cu Br2 afforded the trimeric（L1Cu Cl）3（1） and（L1Cu Br）3（2）, respectively, featuring the sulfur bridged Cu3S3 six-membered ring each as the core structure. During the reaction, Cu（Ⅱ） was reduced to Cu（I）. Similarly, the reactions of L1 with Cu Cl and Cu Br gave the same products as those by L1 with respective Cu Cl2 and Cu Br2. In contrast, treatment of 1,3-diisopropyl-4,5-dimethylimidazole-2（3H）-thione（L2） with Cu I led to the formation of sulfur and iodide mixed-bridged complex [（L2）4（Cu I）5]（3）, in which two co-vertice Cu3S2 I six-membered rings were fused by an iodide atom. Compounds obtained were characterized by 1H NMR and 13 C spectroscopy, elemental analysis, and single-crystal X-ray diffraction. 2 belongs to the monoclinic system, space group P21/c with a = 19.6009（10）, b = 11.5069（6）, c = 17.1744（9） A, β = 109.062（3）o, V = 3661.2（3） A3, C21H48Br3Cu3N6S3, Mr = 911.18, Z = 4, Dc = 1.653 Mg/m^3, μ（Mo Kα） = 5.192 mm–1, F（000） = 1824, S = 1.030, the final R = 0.0374 and w R = 0.0808 for 4988 observed reflections（I 2σ（I）） and R = 0.0726 and wR = 0.0916 for all data. 3·2THF belongs to the monoclinic system, space group I2/a with a = 19.7335（6）, b = 13.3544（4）, c = 29.6355（11） A, β = 105.415（2）o, V = 7528.9（4） A3, C52H96Cu5I5N8O2S4, Mr = 1945.81, Z = 4, Dc = 1.717 Mg/m^3, μ（Mo Kα） = 3.589 mm–1, F（000） = 3816, S = 1.034, the final R = 0.0325 and w R = 0.0810 for 5704 observed reflections（I 2σ（I）） and R = 0.0447 and wR = 0.0910 for all data.展开更多
New Schiff base Macrocyclic compound of 2,3: 11, 12:20, 21:29, 30-tetrabenzo-1,13,16,19,31,34-hexaoxa-5,6,8,9,23,24,26,27-octaaza-7,25-dithione-2,3:4,5:9,10:11,12:22, 23:27,28:29,30 cyclo-[36]ene (thione2B4[36] ene-O6...New Schiff base Macrocyclic compound of 2,3: 11, 12:20, 21:29, 30-tetrabenzo-1,13,16,19,31,34-hexaoxa-5,6,8,9,23,24,26,27-octaaza-7,25-dithione-2,3:4,5:9,10:11,12:22, 23:27,28:29,30 cyclo-[36]ene (thione2B4[36] ene-O6N8) containing THF has been prepared. It crystallizes in the monoclinic, space group P21/n. with parameters a=9.829(5) b=24.23(1), c=10.181(9), β=92.93(5)°, Z=2, V=2422(3)3, Dc=1.25gcm-3. Data collection: Rigaku AFC-5R diffractometer,(MoKα, λ=0.71069), ω /2θ scans. θmax=25°, empirical absorption correction, 4658 measured reflections, 4387 independent, 1743 observed reflections [I≥3σ(I)]. The final R=0.056. RW=0.069,S=1 .54, (Δ/σ)max=0.01,Δρmax=0.36e-3.展开更多
Introduction In the preceding paper it was described that various 1-acyl-4-substituted thiosemicarbazides and their derivatives exhibited a broad spectrum of antibacterial activities. Kothari pointed out that some het...Introduction In the preceding paper it was described that various 1-acyl-4-substituted thiosemicarbazides and their derivatives exhibited a broad spectrum of antibacterial activities. Kothari pointed out that some heterocycles linked with tetrazole and 1,2,4-triazole can be used as antiinflammatory agent. We have also demonstrated that both 3-(5-a- naphthyl)-2H-tetrazol-2-ylmethyl)-4-aryl-1,2,4-triazole-5-thiones and 3-(3-pyridyl)-展开更多
In the ＂cycloketyl radical mediated living polymerization＂ （CMP） process, a cycloketyl compound, [9,9＇]bixanthenyl-9,9＇ diol （BIXAN） was ultilized as initiator and mediator. The cycloketyl （CK） radical was u...In the ＂cycloketyl radical mediated living polymerization＂ （CMP） process, a cycloketyl compound, [9,9＇]bixanthenyl-9,9＇ diol （BIXAN） was ultilized as initiator and mediator. The cycloketyl （CK） radical was used as the dormant radical to achieve the increase of molecular weight. Herein, a series of cycloketyl thioketones were synthesised by Lawesson＇s reagent by one step reaction with high yeild, and we found that, when a special cyeloketyl thioketone compound, thioxanthene-9-thione （TXT）, was added to a routine radical polymerization system, TXT could capture chain radical, and simultaneously formed an radical analogous to CK radical in structure, which could trigger the growth of polymer chains. This simple system was efficient to initiate the polymerization of methyl methacrylate （MMA） and in all cases the molecular weights increased with the increase of conversions. By the end-group analysis with 1H-NMR and MALDI-TOF MS, it was confirmed that the P-STXT radical was used to control the polymerization. The re-initiating reactions were achieved when PMMA was used as the macro-initiator.展开更多
The crystal structure of 4-phenyl-5-(1-t-butyl-5-methyl-4-pyrazolyl)-1,2,4-triazol- 3-thione 5 (C16H19N5S, Mr = 313.42) has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to monoclin...The crystal structure of 4-phenyl-5-(1-t-butyl-5-methyl-4-pyrazolyl)-1,2,4-triazol- 3-thione 5 (C16H19N5S, Mr = 313.42) has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to monoclinic, space group P21/c with a = 6.680(2), b = 27.44(1), c = 9.388(4) ? b = 106.738(6), V = 1648(1) 3, Z = 4, Dc = 1.263 g/cm3, m = 0.200 mm-1, F(000) = 664, R = 0.0608 and wR = 0.1176. The results confirmed that 5 can be assigned to the thione tautomeric form.展开更多
A series of esters of R-tetrahydrothiazo-2-thione-4-carboxylic acid [ R-TTCA ] was synthesized by direct esterifica- tion of R-TTCA with alcohols（CH3OH, C2H5OH, n-C3HTOH, i-C3HTOH, n-C4H9OH, sec-C4H9OH） in the prese...A series of esters of R-tetrahydrothiazo-2-thione-4-carboxylic acid [ R-TTCA ] was synthesized by direct esterifica- tion of R-TTCA with alcohols（CH3OH, C2H5OH, n-C3HTOH, i-C3HTOH, n-C4H9OH, sec-C4H9OH） in the presence of TiCl4 as the catalyst at room temperature without using any other solvent or dehydrant in high yields, 91.6%-99.1% for primary alcohols and 55%- 80% for secondary alcohols. The catalyst has a strong chemoselec-tive activity for the esterification of primary alcohols with R-TTCA in the presence of secondary alcohols. Owing to high yield, high chemoselectivity, and mild conditions used, this is an efficient method for the esterification of prima-ry alcohols with R-TTCA.展开更多
The crystal structure of 4-salicylideneamino-3-methyl-1,2,4-triazol-5-thione 1 (C10H10N4OS, Mr = 234.28) has been determined by single-crystal X-ray diffraction method. The crystal belongs to monoclinic, space group ...The crystal structure of 4-salicylideneamino-3-methyl-1,2,4-triazol-5-thione 1 (C10H10N4OS, Mr = 234.28) has been determined by single-crystal X-ray diffraction method. The crystal belongs to monoclinic, space group P21/n with a = 12.697(3), b = 7.4072(15), c = 12.750(3) , b = 117.68(3), V = 1061.85(4) 3, Z = 4, Dc = 1.465 g/cm3, m = 0.288 mm-1 and F(000) = 488. R = 0.0584 and wR = 0.1642 for 2660 unique reflections with 2130 observed ones (I > 2s(I)). The results confirmed that the configuration of the title compound at the azomethine C=N bond is E and 1 can be assigned as the thione tautomeric form. All atoms of the title compound are essentially coplanar.展开更多
Synthesis of novel 3-aryl-5-（3,5-dimethylisoxazol-4-yl）-2,3,5,6-tetrahydrobenzo[g][1,3,5],oxadiazocine-4-thiones 5 has been accomplished from 3,5-dimethylisoxazol-4-amine 1 by condensation with salicylaldehydes, fol...Synthesis of novel 3-aryl-5-（3,5-dimethylisoxazol-4-yl）-2,3,5,6-tetrahydrobenzo[g][1,3,5],oxadiazocine-4-thiones 5 has been accomplished from 3,5-dimethylisoxazol-4-amine 1 by condensation with salicylaldehydes, followed by reduction, treatment with aryl isothiocyanates and subsequent smooth ring closure via acetal formation in the presence of formaldehyde.展开更多
文摘(R)-N-(β-Trichlorogermyl propionyl)thiazolidine-2-thione-4-carboxylic methyl ether(1) and its sesquioxide(2) were synthesized. The crystal structure of 1 was determined by means of X-ray diffraction analysis, which shown that the >CO and >CS groups are located in the opposite sides of C(4)—N—C(3) bond with transconfiguration. The electronic structures and optimized configurations of compounds 1 and 2 were studied with MNDO method.
基金supported by the National Natural Science Foundation of China (No. 21372133)‘‘111’’ Project of Ministry of Education of China (No. B06005)
文摘A series of fluorine- and piperazine-containing 1,2,4-triazole thione derivatives were synthesized by the Mannich reaction of triazole intermediates with various substituted piperazines and formaldehyde in high yields. Structures of title compounds were confirmed by melting points, IR,~1H NMR,^（13）C NMR and elemental analysis. The preliminary bioassays for 17 novel title compounds showed that several compounds have significant fungicidal activity against Cercospora arachidicola, Physalospora piricola and Rhizoctonia cerealis at 50 mg/m L.
基金the University of Guilan Research Council for the partial support of this work
文摘Melamine trisulfonic acid（MTSA） can be used as an efficient and recyclable catalyst for the promotion of the synthesis of 3,4- dihydropyrimidin-2（1H）-ones/thiones（DHPMs） in the absence of solvent.All reactions were performed at 80℃in good to high yields.
基金financial support from the National Nature Science Foundation of China(No.20902073)the Natural Science Foundation of Gansu Province(No.096RJZA116)Scientific and Technological Innovation Engineering program of Northwest Normal University(nwnu-kjcxgc-03-64)
文摘A self-intermolecular cyclocondensation reaction of 3,4-dihydropyrimidine-2-thione（DHPM） to give a novel tricyclic structure containing DHPM core in the presence of diethyl azodicarboxylate（DEAD） and triphenylphosphine（TPP） at room temperature is reported.
基金supported by the NN S F of China (No. 20672073)Shanghai Leading Academic Discipline (No. T0402)
文摘A novel compound 5-（p-tolyl）-4-[2-（2,4-dichlorophenoxy）acetamido]-1,2,4-tria zole- 3-thione 2a has been synthesized by the reaction of 5-（p-tolyl）-4-amino-1,2,4-triazole-3-thione 1 with 2-（2,4-dich/orophenoxy）acetyl ch/oride. Interestingly, the title compound 2 was obtained when 2a crystallizes from a mixed solution of petroleum ether and ethyl acetate, and it has been characterized by elemental analysis, IR, ^1H NMR spectra and single-crystal X-ray diffraction. The crystal belongs to the triclinic system, space group P1 with a = 9.780（5）, b = 10.876（6）, c = 11.615（6） /A, a = 104.822（7）, β= 94.105（6）, ）, = 94.305（6）°, V= 1185.7（11）/A3, Z = 2,μ = 0.397 mm^-1, Mr= 497.39, Dx= 1.393 g/cm^3, F（000） = 516, S = 1.097, the final R = 0.0730 and wR = 0.2133 for 4111 unique reflections （Rint = 0.0525） with 3212 observed ones. The dihedral angles made by the triazole ring with the methyl- and chloro-substituted benzene rings are 43.5（7） and 50.2（9）°, respectively. Some intra- and intermolecular hydrogen bonds together with C-H…π interactions existing in the lattice stabilize the crystal structure.
基金financially supported by the National Natural Science Foundation of China (Nos. 21404004 and 21474006)the Innovation and Promotion Project of Beijing University of Chemical Technology
文摘In our present work, a novel controlled radical polymerization system is developed based on xanthene-9-thione （XT）. It was found that the radical polymerization of styrene （St） became controlled in the presence of a small amount of XT. At the early stage of the polymerization, the polymerization rate was relatively low and the as-formed polystyrene （PS） had low number-average molecular weight （Mn） and narrow polydispersity （D）. After XT was consumed, the polymerization rate increased dramatically and the Mn of PS increased gradually with polymerization proceeding. When the polymerization of St was carried out with a proper molar ratio of initiator to XT and at an appropriate temperature, shortened slow polymerization stage and good control over Mn could be achieved. To further improve the regulating ability of XT, a series of substituent groups （-CF3, --CH（CH3）2, --N（CH3）2） were introduced onto the xanthene ring of XT, and the effects of these derivatives on the polymerization of St were investigated in detail. UV-Vis spectroscopy was carried out to monitor the concentration of XT during the polymerization and the chemical structure of the as-formed PS was fully characterized by IH- NMR and ESI-MS analysis. A possible mechanism involving the formation and evolution of the cross-termination products was proposed to interpret the observed polymerization behavior.
基金the grants from the National Natural Science Foundation of China (No. 31772209)the Fundamental Research Funds for the Central Universities of China (No. KYTZ201604)
文摘A series of novel 1,3,5-thiadiazine-2-thione derivatives bearing a hydrazide moiety were designed, synthesized and evaluated for their antifungal activities against Rhizoctonia solani (Rs), Fusarium graminearum (Fg), Botrytis cinerea (Bc) and Colletotrichum capsici (Cc). The in vitro antifungal bioassays indicated that most of title compounds displayed good selectivity and specificity aganist Rs relative to Fg, Bc and Cc. Strikingly, the title compound N'-(4-chlorophenyl)-2-(5-phenyl-6-thioxo-1,3,5-thiadiazinan-3-yl)acethydrazide (5b) obviously inhibited the Rs growth in vitro with the EC50 value of 0.24μg/mL, which is approximately 2-folds more effective than the commercialized fungicide carbendazim (0.55 μg/mL). The in vivo anti-Rs effects of title compound 5b were further evaluated on rice leaves with control efficacies of 98.58% at 200 μg/mL and 61.27% at 100 μg/mL. The above researches provide a significant reference for the further structural optimization of 1,3,5-thiadiazine-2-thione derivatives bearing a hydrazide moiety as potential fungicides.
文摘Objective:To study the derivatives of 1,2,4-triazino[5,6-b]indole-3-thione for antidepressant activity in olfactory bulbectomized(OBX)rats.Out of various derivatives tested for acute tail suspension test,the two derivatives showiug prominent action were.selected for bilateral olfactory bulbeetomy rsodel of ehronic depression in rats.Methods:The sub aeute effects of 14-day oral pretreatment of two derivatives labeled as 3a(70 mg/kg)and 3r(70 mg/kg),imipramine(20 mg/kg),fluoxetiue(30 mg/kg)and moclobemide(15 mg/kg)were evaluated on bilateral bulbectomy induced rise in body weight,hyperphagia,hyperactivity,and on sexual dysfunction.The serum sodium concentration,body temperature,and heart rate were also recorded.Results:The derivatives3a and 3r showed reversal of drop in body weight,reversed OBX indueed hyperactivity,normalized body temperature,heart rate,and serum sodium concentration.In elevated maze test,moclobemide,3a,3r treatment significantly redueed time spent in open arm as compared to OBX rats.3a and 3r also irsproved sexual behavior parameters.Conclusions:The present study shows promising antidepressant action and provides a proof of concept for the chronic treatrsent of 3a,3r to treat depression.
基金This work was supported by the Natural Science Foundation of Zhejiang Province (No. M203115) and Scientific Research Fund of Zhejiang Provincial Education Department (NO. 20050057)
文摘The title compound C15H12N4O2S was synthesized by the reaction of 3-（2-hydroxybenzyl）-4-amino-（1H）-1,2,4-triazole-5-thione with 4-hydroxybenzaldehyde in ethanol and characterized by IR, ^1H NMR spectra and elemental analysis. Its structure has been determined by X-ray diffraction analysis. The crystal belongs to monoclinic, space group C2/c with a = 27.990（3）, b = 13.1326（14）, c = 7.9770（8） A, β= 105.787（2）°, V = 2821.6（5）A^3, Z = 8, Mr= 312.35,μ= 0.243 mm^-1, Dc = 1.471 g/cm^3 and F（000） = 1296. The structure was solved by direct methods.and refined to a Rint value of 0.0388. The crystal structure involving in intermolecular N-H…S and O-H…S hydrogen bonds is observed, meanwhile intramolecular O-H…N hydrogen bond is also found. Their biological activities have been measured. The results show that this type of compound has certain antibacterial activity for Staphylococous aureus and Bacillus subtilis.
基金This work was supported by the Natural Science Foundation of Zhejiang Province (No. M203149)
文摘Starting with y-butyrolactone, 4-amino-3-（3-hydroxypropyl）-1H-1,2,4-triazole-5-（4H） thione 1 was prepared, and cyclization of it with 4-phenylbromoacetophenone gave 6-（4-biphenylyl）- 3-（3-hydroxypropyl）-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine Ⅱ. The structures of Ⅰ and Ⅱ were determined by elemental analyses, IR, ^1H NMR, ^13C NMR, and X-ray diffraction. Crystal data for 1： C5H10N4OS, Mr = 174.23, monoclinic system, space group P21/c, a =8.4568（6）, b = 22.8905（16）, c = 9.2625（6） A, β= 114.172（1）°, V= 1635.82（19） A^3, F（000） = 736, Z= 8, Dc = 1.415 g/cm^3, 2 λ=0.71073 A,μ = 0.346 mm^-1 and the final R = 0.0603 for 2870 unique reflections with 1993 observed ones （I 〉 2σ（I）. Crystal data for Ⅱ： C19H18N4OS, Mr = 350.43, monoclinic system, space group P21/c, a = 6.7481（7）, b = 8.2647（8）, c = 30.075（3） A, β= 94.445（2）°, V= 1672.3（3） A3, F（000） = 736, Z = 4, Dc = 1.392 g/cm^3, λ=0.71073 A,μ= 0.209 mm^-1 and the final R = 0.0667 for 3000 unique reflections with 2534 observed ones （I 〉 2σ（I））. In the crystal of compound Ⅱ, the five-membered triazole ring and two benzene rings are coplanar, while the six-membered thiadiazine ring is slightly distorted, with an r.m.s deviation of 0.227（1） A. Some hydrogen bonding interactions are observed and π-π stacking interactions between adjacent molecules are found in the packing diagrams of the two compounds.
文摘The treatment of 5 amino 1 (4 chlorophenyl) 1,2,3 triazol 4 carbohydrazide with equimolecular aryl isothiocyanate gave new derivatives 1 a—l . Twelve title compounds were obtained in 42% to 87% yields when compounds 1 a—l were respectively treated with sodium hydroxide aqueous solution(2 mol/L). The products of Dimroth rearrangement were not observed in the experiment. The structures of all the compounds were confirmed by means of IR, 1H NMR, MS and elementary analysis.
文摘The title compound BBBT-Dry (C17H12Br2S5, Mr=536.42) has been synthesized and its structure feature has been described. BBBT-DTT is characterized by one dimensional chains formed by S…S (head to head) and Br…Br (tail to tail) intermolecular interactions.
基金supported by the Research Fund for Teachers of Central South University(2013JSJJ007)the Science and Technology Planning Project of Hunan Province(2013FJ2003)
文摘Reactions of N,NA-diisopropyl-thiourea（abbreviated as L1） with CuC l2 and Cu Br2 afforded the trimeric（L1Cu Cl）3（1） and（L1Cu Br）3（2）, respectively, featuring the sulfur bridged Cu3S3 six-membered ring each as the core structure. During the reaction, Cu（Ⅱ） was reduced to Cu（I）. Similarly, the reactions of L1 with Cu Cl and Cu Br gave the same products as those by L1 with respective Cu Cl2 and Cu Br2. In contrast, treatment of 1,3-diisopropyl-4,5-dimethylimidazole-2（3H）-thione（L2） with Cu I led to the formation of sulfur and iodide mixed-bridged complex [（L2）4（Cu I）5]（3）, in which two co-vertice Cu3S2 I six-membered rings were fused by an iodide atom. Compounds obtained were characterized by 1H NMR and 13 C spectroscopy, elemental analysis, and single-crystal X-ray diffraction. 2 belongs to the monoclinic system, space group P21/c with a = 19.6009（10）, b = 11.5069（6）, c = 17.1744（9） A, β = 109.062（3）o, V = 3661.2（3） A3, C21H48Br3Cu3N6S3, Mr = 911.18, Z = 4, Dc = 1.653 Mg/m^3, μ（Mo Kα） = 5.192 mm–1, F（000） = 1824, S = 1.030, the final R = 0.0374 and w R = 0.0808 for 4988 observed reflections（I 2σ（I）） and R = 0.0726 and wR = 0.0916 for all data. 3·2THF belongs to the monoclinic system, space group I2/a with a = 19.7335（6）, b = 13.3544（4）, c = 29.6355（11） A, β = 105.415（2）o, V = 7528.9（4） A3, C52H96Cu5I5N8O2S4, Mr = 1945.81, Z = 4, Dc = 1.717 Mg/m^3, μ（Mo Kα） = 3.589 mm–1, F（000） = 3816, S = 1.034, the final R = 0.0325 and w R = 0.0810 for 5704 observed reflections（I 2σ（I）） and R = 0.0447 and wR = 0.0910 for all data.
文摘New Schiff base Macrocyclic compound of 2,3: 11, 12:20, 21:29, 30-tetrabenzo-1,13,16,19,31,34-hexaoxa-5,6,8,9,23,24,26,27-octaaza-7,25-dithione-2,3:4,5:9,10:11,12:22, 23:27,28:29,30 cyclo-[36]ene (thione2B4[36] ene-O6N8) containing THF has been prepared. It crystallizes in the monoclinic, space group P21/n. with parameters a=9.829(5) b=24.23(1), c=10.181(9), β=92.93(5)°, Z=2, V=2422(3)3, Dc=1.25gcm-3. Data collection: Rigaku AFC-5R diffractometer,(MoKα, λ=0.71069), ω /2θ scans. θmax=25°, empirical absorption correction, 4658 measured reflections, 4387 independent, 1743 observed reflections [I≥3σ(I)]. The final R=0.056. RW=0.069,S=1 .54, (Δ/σ)max=0.01,Δρmax=0.36e-3.
文摘Introduction In the preceding paper it was described that various 1-acyl-4-substituted thiosemicarbazides and their derivatives exhibited a broad spectrum of antibacterial activities. Kothari pointed out that some heterocycles linked with tetrazole and 1,2,4-triazole can be used as antiinflammatory agent. We have also demonstrated that both 3-(5-a- naphthyl)-2H-tetrazol-2-ylmethyl)-4-aryl-1,2,4-triazole-5-thiones and 3-(3-pyridyl)-
基金financially supported by the National Natural Science Foundation of China (Nos. 21404004, 51521062, 51221002, 51103009, and 51473015)the Innovation and Promotion Project of Beijing University of Chemical Technology
文摘In the ＂cycloketyl radical mediated living polymerization＂ （CMP） process, a cycloketyl compound, [9,9＇]bixanthenyl-9,9＇ diol （BIXAN） was ultilized as initiator and mediator. The cycloketyl （CK） radical was used as the dormant radical to achieve the increase of molecular weight. Herein, a series of cycloketyl thioketones were synthesised by Lawesson＇s reagent by one step reaction with high yeild, and we found that, when a special cyeloketyl thioketone compound, thioxanthene-9-thione （TXT）, was added to a routine radical polymerization system, TXT could capture chain radical, and simultaneously formed an radical analogous to CK radical in structure, which could trigger the growth of polymer chains. This simple system was efficient to initiate the polymerization of methyl methacrylate （MMA） and in all cases the molecular weights increased with the increase of conversions. By the end-group analysis with 1H-NMR and MALDI-TOF MS, it was confirmed that the P-STXT radical was used to control the polymerization. The re-initiating reactions were achieved when PMMA was used as the macro-initiator.
基金The project was supported by the Natural Science Foundation of Shandong Province (No. Y2003B01) and NNSFC (No. 20172031)
文摘The crystal structure of 4-phenyl-5-(1-t-butyl-5-methyl-4-pyrazolyl)-1,2,4-triazol- 3-thione 5 (C16H19N5S, Mr = 313.42) has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to monoclinic, space group P21/c with a = 6.680(2), b = 27.44(1), c = 9.388(4) ? b = 106.738(6), V = 1648(1) 3, Z = 4, Dc = 1.263 g/cm3, m = 0.200 mm-1, F(000) = 664, R = 0.0608 and wR = 0.1176. The results confirmed that 5 can be assigned to the thione tautomeric form.
文摘A series of esters of R-tetrahydrothiazo-2-thione-4-carboxylic acid [ R-TTCA ] was synthesized by direct esterifica- tion of R-TTCA with alcohols（CH3OH, C2H5OH, n-C3HTOH, i-C3HTOH, n-C4H9OH, sec-C4H9OH） in the presence of TiCl4 as the catalyst at room temperature without using any other solvent or dehydrant in high yields, 91.6%-99.1% for primary alcohols and 55%- 80% for secondary alcohols. The catalyst has a strong chemoselec-tive activity for the esterification of primary alcohols with R-TTCA in the presence of secondary alcohols. Owing to high yield, high chemoselectivity, and mild conditions used, this is an efficient method for the esterification of prima-ry alcohols with R-TTCA.
基金The project was supported by the National Laboratory of Applied Organic Chemistry of Lanzhou University the NNSFC (20275020)+1 种基金 and the NSF of Shandong province (Z2002B02)
文摘The crystal structure of 4-salicylideneamino-3-methyl-1,2,4-triazol-5-thione 1 (C10H10N4OS, Mr = 234.28) has been determined by single-crystal X-ray diffraction method. The crystal belongs to monoclinic, space group P21/n with a = 12.697(3), b = 7.4072(15), c = 12.750(3) , b = 117.68(3), V = 1061.85(4) 3, Z = 4, Dc = 1.465 g/cm3, m = 0.288 mm-1 and F(000) = 488. R = 0.0584 and wR = 0.1642 for 2660 unique reflections with 2130 observed ones (I > 2s(I)). The results confirmed that the configuration of the title compound at the azomethine C=N bond is E and 1 can be assigned as the thione tautomeric form. All atoms of the title compound are essentially coplanar.
文摘Synthesis of novel 3-aryl-5-（3,5-dimethylisoxazol-4-yl）-2,3,5,6-tetrahydrobenzo[g][1,3,5],oxadiazocine-4-thiones 5 has been accomplished from 3,5-dimethylisoxazol-4-amine 1 by condensation with salicylaldehydes, followed by reduction, treatment with aryl isothiocyanates and subsequent smooth ring closure via acetal formation in the presence of formaldehyde.
