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Synthesis, characterization and antimicrobial evaluation of novel compounds 6-nitro-1H-benzo[d]imidazol-2-yl)-methyl-6-phenoxy-4,8-dihydro-1H-[1,3,2] dioxaphosphepino[5,6-d]-imidazole-6-oxide-Mannich bases | Abstract

Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

ISSN: 0975-413X
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Abstract

Synthesis, characterization and antimicrobial evaluation of novel compounds 6-nitro-1H-benzo[d]imidazol-2-yl)-methyl-6-phenoxy-4,8-dihydro-1H-[1,3,2] dioxaphosphepino[5,6-d]-imidazole-6-oxide-Mannich bases

Author(s): V. Esther Rani, CH Lakshmi Praveena, Y. N. Spoorthi and L. K. Ravindhranath

New novelnderivatives of 1-( ( 1 (piperidine-1-yl-methyl) /(morpholinomethyl) / (4-methylpiperazin-1-yl-methyl )-6- nitro- 1H-benzo [d] imidazol-2-yl ) methyl -6-(4-substituted phenoxy)-4,8-dihydro-1H-[1,3,2] dioxaphosphepino [5,6-d] imidazole-6-oxide (9a-h) were prepared by condensation of 4-substituted of phenyl phosphorodichloridates (8a-f) with 1-((1- (piperidin-1-ylmethyl) / (morpholinomethyl) / (4-methylpiperazin-1-ylmethyl)-6-nitro-1Hbenzo[ d]imidazol-2-yl)methyl) 1H-imidazole-4,5-diyl)dimethanol(7a-c). The synthons (7a-c) was obtained by deprotection of isopropylidene of 6,6-dimethyl-1-((6-nitro-1-((1-(piperidin-1-ylmethyl) / (morpholinomethyl) / (4- methylpiperazin-1-ylmethyl)-1H-benzo[d]imidazol-2-yl)methyl)-4,8-dihydro-1H-[1,3]-dioxepino [5,6-d] imidazole (6a-c). The synthons (6a-c) was obtained by the reaction of mannich reaction of 6,6-dimethyl-1-( ( 6-nitro-1H-benzo [d] imidazol-2-yl ) methyl ) -4,8-dihydro - 1H - [1,3] - dioxepino[5,6-d] imidazole (5) with secondary heterocyclic amines and formaldehyde in DMF. The synthon (5) was obtained by the condensation of 2-(6,6-dimethyl-4,8- dihydro-1H-[1,3] dioxepino [5,6-d] imidazole-1-yl) acetic acid (3) with 4-nitro benzene 1,2-diamine(4).


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