Design, Synthesis And Evaluation of Antimicrobial Activities of Some Novel Thiazole And Thiadiazole Derivatives Clubbed With 1h-Benzimidazole

Abstract

A series of N-(4-(substituted phenyl)thiazol-2-yl)-2-(1-(substituted benzyl or pyridinyl methyl)-1Hbenzo[d]imidazol-2-ylthio)acetamide 4(A-I) & 2-(1H-benzo[d]imidazol-2-ylthio)-N-(5-(substituted phenyl, benzyl)-1,3,4-thiadiazol-2-yl)acetamide 7(A-H) have been prepared. Synthesis of thiazol compounds 4(A-I) was carried out in four different steps, which included synthesis of 2-amino-4-substituted thiazoles 1(A-C), chloroacetylated-2-amino-4-substitutedthiazoles 2(A-C) and reaction of these chloroacetylated-2-amino-4-substitutedthiazoles with 2-mercaptobenzimidazole to produce 2-(1H-benzo[d]imidazol-2-ylthio)-N-(4-substituted phenylthiazol-2- yl)acetamide 3(A-C). Finally desired compounds 4(A-I) were prepared by the reaction of substituted benzyl or pyridinyl methyl halide with compounds 3(A-C). On the other hand synthesis of thiadiazole compounds 7(A-H) included three steps which comprised of synthesis of 2-amino-5-substituted thiadiazoles 5(A-H) and chloroacetylated 2-amino-5-substituted thiadiazoles 6(A-H). Finally reaction of these chloroacetylated thiadiazole compounds with 2-mercaptobenzimidazole produced compounds 7(A-H). All the synthesized compounds were characterized by IR, 1H NMR and mass spectral techniques and evaluated for their antimicrobial activity.

A series of N-(4-(substituted phenyl)thiazol-2-yl)-2-(1-(substituted benzyl or pyridinyl methyl)-1Hbenzo[d]imidazol-2-ylthio)acetamide 4(A-I) & 2-(1H-benzo[d]imidazol-2-ylthio)-N-(5-(substituted phenyl, benzyl)-1,3,4-thiadiazol-2-yl)acetamide 7(A-H) have been prepared. Synthesis of thiazol compounds 4(A-I) was carried out in four different steps, which included synthesis of 2-amino-4-substituted thiazoles 1(A-C), chloroacetylated-2-amino-4-substitutedthiazoles 2(A-C) and reaction of these chloroacetylated-2-amino-4-substitutedthiazoles with 2-mercaptobenzimidazole to produce 2-(1H-benzo[d]imidazol-2-ylthio)-N-(4-substituted phenylthiazol-2- yl)acetamide 3(A-C). Finally desired compounds 4(A-I) were prepared by the reaction of substituted benzyl or pyridinyl methyl halide with compounds 3(A-C). On the other hand synthesis of thiadiazole compounds 7(A-H) included three steps which comprised of synthesis of 2-amino-5-substituted thiadiazoles 5(A-H) and chloroacetylated 2-amino-5-substituted thiadiazoles 6(A-H). Finally reaction of these chloroacetylated thiadiazole compounds with 2-mercaptobenzimidazole produced compounds 7(A-H). All the synthesized compounds were characterized by IR, 1H NMR and mass spectral techniques and evaluated for their antimicrobial activity.