Zhang Z Y, Liu Y, Zheng G Y, Chen M Q, Yang S Y
Department of Chemistry, Lanzhou University, Chinese Academy of Sciences.
Yao Xue Xue Bao. 1991;26(11):809-14.
Upon treatment of 1-aryl-4-ethoxycarbonyl-5-amino-1,2,3-triazoles (1) with excess acetic acid, acetic anhydride, acetyl chloride, benzoyl chloride, formamide, etc., fourteen new derivatives of 1 were obtained in good yields, such as, 1-H-4-ethoxycarbonyl-5-arylamino-1,2,3-triazoles (2b-d), 1-RCO-4-ethoxycarbonyl-5-arylamino-1,2,3-triazoles (3a-d), 1-aryl-4-ethoxycarbonyl-5-acetylamino-1,2,3-triazoles (4a-d) and 1-formoyl-4-ethoxycarbonyl-5-p-nitrophenylamino-1,2,3-triazole (5a), 1-benzoyl-4-ethoxycarbonyl-5-p-nitrophenylamino-1,2,3-triazoles (5b), 1-p-chlorobenzoyl-4-ethoxycarbonyl-5-p-nitrophenylamino-1,2,3-triazoles (5c). Some of them were rearrangement products. Structures of all heterocyclic compounds were identified by elemental analyses, IR, 1HNMR and MS. Inhibiting effects of some compounds on B. substilis, E. coli, E. aerogenes and S. aureus were also screened.
用过量的乙酸、乙酸酐、乙酰氯、苯甲酰氯、甲酰胺等处理1-芳基-4-乙氧羰基-5-氨基-1,2,3-三唑(1),以良好的产率得到了1的14种新衍生物,如1-H-4-乙氧羰基-5-芳基氨基-1,2,3-三唑(2b-d)、1-RCO-4-乙氧羰基-5-芳基氨基-1,2,3-三唑(3a-d)、1-芳基-4-乙氧羰基-5-乙酰氨基-1,2,3-三唑(4a-d)以及1-甲酰基-4-乙氧羰基-5-对硝基苯基氨基-1,2,3-三唑(5a)、1-苯甲酰基-4-乙氧羰基-5-对硝基苯基氨基-1,2,3-三唑(5b)、1-对氯苯甲酰基-4-乙氧羰基-5-对硝基苯基氨基-1,2,3-三唑(5c)。其中一些是重排产物。所有杂环化合物的结构均通过元素分析、红外光谱、核磁共振氢谱和质谱进行了鉴定。还筛选了一些化合物对枯草芽孢杆菌、大肠杆菌、产气肠杆菌和金黄色葡萄球菌的抑制作用。