V. Rani, C. Praveena, Y. N. Spoorthy
2014
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Journal
IOSR Journal of Applied Chemistry
Abstract
New novel derivatives of 1-((6-(4-chlorophenoxy) / (4-bromophenoxy) / (4-nitrophenoxy)-6-oxido-4, 8-dihydro-1H-(1, 3, 2)dioxaphosphepino(5, 6-d)imidazole-1-yl) methyl)-3-phenyl / (p-tolyl) / (4-methoxy phenyl) / (4-chloro phenyl) urea (7a-l as per Scheme-1) and were prepared by condensation of phenyl phosphordichloridates 6(a-c) with 1-((4, 5-bis (hydroxyl methyl)-1H-imidazole-1-yl) methyl)-3-phenyl / (p-tolyl) / (4-methoxy phenyl) / (4-chlorophenyl) urea 5(a-d). The Synthons 5(a-d) were obtained by deprotection of isopropylidene 1-(6, 6-dimethyl-4, 8-dihydro-1H-(1, 3) dioxepino(5, 6-d) imidazole-1-yl) methyl)-3-phenyl / (p- tolyl) / (4-methoxy phenyl) / (4-chlorophenyl) ureas 4(a-d). The Synthons 4(a-d) were obtained by the condensation of aniline / p-toluidine / 4-methoxyaniline / 4-chloroaniline 3(a-d) and 1-(isocyanato methyl)-6, 6 - dimethyl-4, 8 - dihydro - 1H - (1, 3) dioxepino (5, 6-d) imidazole (2). The synthon (2) was obtained from synthon (1). The similar procedure was adapted to prepare N-((6 - (4-chlorophenoxy) / (4-bromophenoxy) / (4- nitrophenoxy) - 6 - oxido - 4, 8-dihyro - 1H - (1, 3, 2) dioxaphophepino (5, 6-d) imidazole-1-yl-) methyl) morpholine - 4 - carboxamide / piperidine - 1 - carboxamide / 4-methyl piperazine - 1 - carboxamide (11a-i as per Scheme-2). The products were characterized by IR, 1 H NMR, 13 C NMR, 31 P NMR and elemental analyses.