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Paper | Regular issue | Vol 34, No. 12, 1992, pp.2373-2378
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6169
A Convenient and New One-Step Synthesis of 1H-Imidazole-2-carboxamides

Baldev Singh*

*Department of Medicinal Chemistry, Sterling Winthrop Pharmaceuticals Research Division, Rensselaer, NY 12144, U.S.A.

Abstract

1,2-Diketone monophenylhydrazones (2) reacted with aminomalonamide in 1-methyl-2-pyrrolidinone to provide 1H-imidazole-2-carboxamides (4). The condensation of 1-(4-pyridinyl)-2-propanone with phenyldiazonium chloride gave 1-phenylhydrazono-1-(4-pyridinyl)-2-propanone (2a). 4-Methyl-5-(4-pyridinyl)-1H-imidazole-2-carboxamide (4a) was converted to the corresponding nitrile (5a) by the action of phosphorous oxychloride.