Synthesis and antimicrobial activity of novel ethyl-5-(ethoxycarbonyl)-4-methylthiazol-2-yl-carbamate compounds

Abstract

Ethyl-2-amino-4-methylthiazole-5-carboxylate 1 on treatment with ethylchloroform followed by reaction with hydrazine hydrate gave ethyl-5-(ethoxycarbonyl)-4-methylthiazol-2-yl-carbamate 2 and 4-methylthiazole-2-yl-semicarbazido-5-carboxyhydrazide 3 respectively. Compound 3 on further reaction with ethyl acetoacetate, ethylcyanoacetate, acetylacetone, carbondisulphide-potassium hydroxide and different substituted aromatic acids yielded the corresponding 4- methyl-2-yl-amino-(1-N-carboxyl-3-methyl-4,5-dihydro-1H-pyrazol-5-one)-5-(1-N-carboxyl-3-methyl-4,5-dihydro-1H-pyrazol -5-one)-thiazole 4, 4-methyl-2-yl-amino-(1-N-carboxyl-3-amino-4,5-dihydro-1H-pyrazol-5-one)-5-(1-N-carboxyl-3- amino-4,5-dihydro-1H-pyrazol-1H-pyrazol-5-one)-thiazole 5,4-methyl-2-yl-amino-(1-N-carboxyl-3,5-dimethyl-1H-pyrazol)-5-(1-N- carboxyl-3,5-dimethyl-1H-pyrazol)-thiazole 6, 4-methyl-2-yl-amino-(1,3,4-oxadiazolin-5-thione)-5yl-(1,3,4-oxadiazolin-5- thione-2yl)-thiazole 7 and 4-methyl-2-yl-amino-(5-substituted-1,3,4-oxadiazol-2yl)-5-(5-substituted-1,3,4-oxadiazol-2yl)-thiazole 8a-d, respectively. All the synthesized compounds have been screened for their antimicrobial activity.