摘要
本文研究1-(4′-吡啶甲酰基)-4-芳酰胺基硫脲(Ⅰ)在碱催化条件下的环化反应。结果表明,当(Ⅰ)芳环连接吸电子基如硝基、卤素或推电子取代基如甲基和甲氧基等时,均环化为3-(4′-吡啶基)-4-芳酰基-1,2,4-三唑啉-5-硫酮(Ⅱ),通过质谱裂解碎片分析确定其结构,并初步评价部分化合物对结核菌的抑制作用。
In this work, a series of new 3-(4' -pyridinoyl)-4-aroyl-1,2,4-tria-zoline-5-thibne( Ⅱ ) have been synthesized by the cyclization of 1-(4' -pyridinoyl)-4-aroylthiosemicarbazides( Ⅰ ) under the catalysis of alkaline medium in good yields. Having studied the reaction of ( Ⅰ ), we found that in all cases when 4-position substituent of aroyl group in compounds( Ⅰ ) was electron-withdrawing group such as NO2,halogen and others, or electron-donating group such as Me, MeO and others,3-(4'-pyridinoyl)-4-aroyl-1,2,4-triazoline-5-thione (Ⅱ) could be obtained. The structures of all compounds prepared were characterized by elemental analysis, IR and 1H NMR. The cyclic orientation of compounds( Ⅰ ) has been comfirmed by the detailed analysis of the fragmentation in mass spectrometry for compounds (Ⅱ ).Preliminary pharmacological examinations show that the new compounds( Ⅱ ) exhibit less antitubercular activity than corresponding parent compounds ( Ⅰ ) except that 3-(4' -pyridinoyl)-4-(2' -fluorine-phenyl)-1, 2, 4-triazoline-5-thione which has a little inhibiting activity.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
1989年第5期471-476,共6页
Chemical Journal of Chinese Universities
关键词
酰胺基硫脲
三唑啉硫酮
环化反应
Acylthiosemicarbazides, Heterocyclic 1, 2,4-triazoline-5-thione
