Abstract

Synthesis, characterization and antimicrobial evaluation of novel compounds 8-(benzylideneamino)-3-chloro-6-(2,5-difluorobenzoyl)-1-((4-(trifluoromethyl) phenyl)amino)-1,6,7-triazaspiro[3,4]-oct-7-ene-2,5-dione

Author(s): K. Sudhakar Babu, M. Swarna Kumari, L.K. Ravindhranath and J. Latha

New novel derivatives of 8-(4-Substituted benzylideneamino)-3-Chloro-6-(2,5-difluorobenzoyl) -1-((4- (trifluoromethyl)phenylamino)-1,6,7-triazaspiro[3,4]-oct-7-ene-2,5-dione. (9a-f) were prepared by condensation of 4-substituted benzaldehyde(8a-f) with 8-amino-3-Chloro-6-(2,5-difluorobenzoyl)-1-((4- (trifluoromethyl)phenylamino)-1,6,7-triazaspiro[3,4]-oct-7-ene-2,5dione (7). The synthon (7) was obtained by deprotection of Tert-butyl(3-Chloro-7-(2,5-difluorobenzoyl)-2,8-dioxo-1-((4-(trifluoro methyl) phenyl)amino)-1,6,7- triazaspiro[3,4]-oct-5-en-5-yl)Carbamate(6). The synthons (6) was obtained by the reaction of chloro acetyl chloride with Tart-butyl (1-(2,5-difluorobnzoyl)-5-oxo-4-(2-(4-trifluoromethyl)phenylhydrazono)-4,5-dihydro-1Hpyrazole- 3-yl)carbamate(5). The synthon (5) was obtained by the reaction between BOC (tert butyloxy carbamate) and 3-amino-1-(2, 5-di fluoro phenyl carbonoyl)-4-(2-(4-Substituted) phenyl) hydrazono)-1H-pyrazole-5(4H) - one (3). The synthon (3) was obtained by the condensation of 1,4- di fluoro benzoyl hydrazide(2) with Ethyl 2-(2- (4-(tri fluoromethyl) phenyl ) hydrazono)-2-iso cyano acetate(1).The synthon(1) was obtained by the condensation of 1-chloro-2-(4-(trifluoro methyl) phenyl)diazene(A) with ethyl-2-iso cyano acetate (B).

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