摘要
以对氯苯甲酰氯为原料,通过与硫氰酸钾反应生成对氯苯甲酰基异硫氰酸酯,再与芳酰肼进行加成反应,合成了7种对氯苯甲酰基芳酰氨基硫脲:N-对氯苯甲酰基-N'-苯甲酰氨基硫脲(Ⅱ1)、N-对氯苯甲酰基-N'-对羟基苯甲酰氨基硫脲(Ⅱ2)、N-对氯苯甲酰基-N'-对硝基苯甲酰氨基硫脲(Ⅱ3)、N-对氯苯甲酰基-N'-邻甲氧基苯甲酰氨基硫脲(Ⅱ4)、N-对氯苯甲酰基-N'-对氯苯甲酰氨基硫脲(Ⅱ5)、N-对氯苯甲酰基-N'-α-萘乙酰氨基硫脲(Ⅱ6)和N-对氯苯甲酰基-N'-对甲苯甲酰氨基硫脲(Ⅱ7),收率分别为79.8%、84.8%、65.6%、64.6%、88.8%、72.2%和82.6%。产物的结构经元素分析、红外光谱和核磁共振氢谱表征。并对目标化合物进行了杀菌活性测试,初步测试结果表明,该类化合物对枯草杆菌有较强抑制作用,而对大肠杆菌无明显抑制作用。
p-Chlorobenzoyl isothiocyanate was obtained via the reaction of p-chlorobenzoyl chloride with potassium isothiocyanate. Seven p-chlorobenzoyl substituted benzoyl thiosemicarbazides, including N-p- ehlorobenzoyl-N＇-benzoyl thiosemicarbazide （ Ⅱ 1 ）, N-p-chlorobenzoyl-N＇-p-hydroxybenzoyl thiosemicarbazide （Ⅱ2 ）, N-p-chlorobenzoyl-N＇-p-nitrobenzoyl thiosemicarbazide （ Ⅱ3 ）, N-p- chlorobenzoyl-N＇-o-methoxybenzoyl thiosemicarbazide （ Ⅱ4 ）, N-p-chlorobenzoyl-N＇-p-ehlorobenzoyl thiosemicarbazide （Ⅱ 5 ）, N-p-chlorobenzoyl-N＇-α-naphthalene aeyl thiosemiearbazide （ Ⅱ 6 ） and N-p- chlorobenzoyl-N＇-p-methylbenzoyl thiosemiearbazide（ Ⅱ 7 ）,were synthesized by addition reaction of p-ehlorobenzoyl isothiocyanates with aroyl hydrazines, with a yield of 79. 8% % , 84.8% , 65.6% , 64. 6% ,88.8% ,72.2% and 82.6% respectively. The structures of the products were characterized by means of ^1HNMR, IR and elemental analysis. The preliminary biological activity test indicates that the synthesized compounds had antibacterial activity against B. subtilis, but had no obvious inhibition activity against E. coll.
出处
《精细化工》
EI
CAS
CSCD
北大核心
2011年第11期1117-1119,1133,共4页
Fine Chemicals
基金
河南省教育厅自然科学基金(2011A150022)~~
关键词
p-氯苯甲酰氯
酰氨基硫脲
杀菌活性
药物原料
p-chlorobenzoyl chloride
acyl thiosemicarbazide
bactericidal activity
drug materials
