N-对氯苯甲酰基-N'-芳酰氨基硫脲的合成与杀菌活性  

Synthesis and Bactericidal Activities of N-p-Chlorobenzoyl-N′-aroyl Thiosemicarbazides

作　　者：柳文敏[1] 田爱琴[2] 行文茹[1] 陈曼[1] 牛秋红[3] 

机构地区：[1]南阳师范学院化学与制药工程学院,河南南阳473061 [2]河南科技大学林业职业学院,河南洛阳471002 [3]南阳师范学院生物与生命科学学院,河南南阳473061

出　　处：《精细化工》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)~~

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.

关 键 词：p-氯苯甲酰氯 酰氨基硫脲 杀菌活性 药物原料 

分 类 号：O625.7[理学—有机化学]