E. Rajanarendar, D. Karunakar, K. Ramu
2006
Citations
0
Influential Citations
4
Citations
Journal
Heterocyclic Communications
Abstract
Abstract : Isoxazoly] thioureas 2 on reaction with ethyl bromopyruvate give methyl/phenyl [4carboethoxy-3-(3-methyl-5-styryl-isoxazol-4-yl)3H-thiazol-2-ylidene]amines 3, which on treatment with hydrazine hydrate affords corresponding acid hydrazides 4. The acid hydrazides 4 on cyclocondensation with ethyl acetoacetate and triethyl orthoformate separately results in 5-methyl-2[2-methyl/phenylimino-3-(3-methyl-5-styryl-isoxazol-4-yl)-2,3-dihydro-thiazole-4-carbonyl]-2,4dihydropyrazol-3-ones 5 and 2-[2-methyl/phenylimino-3-(3-methyl-5-styiyl-isoxazol-4-yl)-2,3dihydro-thiazole-4-yl]-l,3,4-oxadiazoles 6 respectively. Compounds 2 on refluxing with dimethyl acetylene dicarboxylate in dry benzene underwent cyclization to give [3-(3-methyl-5-styryl-isoxazol4-yI)-4-oxo-2-methyl/phenylimino-thiazolidin-5-ylidene]acetic acid methyl esters 7. The structures of 4, 5, 6 and 7 are supported by spectral and analytical data.