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Synthesis of nitro hetero cycles part 4 syntheses of 1 substituted 4 nitro iso quinolines 5 nitro indazoles 6 nitro indazoles and 6 nitro benzimidazoles



Synthesis of nitro hetero cycles part 4 syntheses of 1 substituted 4 nitro iso quinolines 5 nitro indazoles 6 nitro indazoles and 6 nitro benzimidazoles



Indian Journal of Chemistry Section B Organic Chemistry Including Medicinal Chemistry 15(7): 625-628



1-Chloro-4-nitroisoquinolin (1) was reacted with oxazolidin-2-one and thiazolidin-2-one in the presence of NaH to afford 3-(4'-nitroisoquinolin-1'-yl)-oxazolidin-2-one and thiazolidin-2-one, respectively. Reaction of 1 with aminoacetaldehyde dimethyl acetal gives 1-(2',2'-dimethoxy-1-ethylamino)-4-nitroisoquinoline, which was cyclized to form imidazo-[2,1-.alpha.]isoquinolone. 5- and 6-Nitroindazoles react with 2-halo-3- or 5-substituted-pyridines in the presence of NaH to yield 1-substituted 5- and 6-nitroindazoles. Similar reaction of 6-nitrobenzimidazole sodium salt with compounds containing reactive Cl affords 1-substituted-6-nitrobenzimidazoles. The antimicrobial activity of some of these compounds is described.

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