Utility of 4-formylantipyrine in heterocyclic synthesis

Abstract

Pyrrolo[3,4-c]pyrazole-4,6(1H,5H)-dione, pyrano[2,3-c]pyrazole-5-carbonitrile, pyrano[2,3-d]4-imidazolines, pyrido[2,1-b]benzimidazole, pyrido[2,1-b][1,3]benzoxazole, pyrido[2,1-b][1,3]benzothiazole and pyrido[2,1-b]quinazoline were synthesised from antipyrine derivatives with appropriate reagents such as maleimides, malononitrile, ethyl cyanoacetate, benzimidazole-2-acetonitrile, benzothiazole-2-acetonitrile, benzoxazol-2-acetonitrile, benzoylacetonitrile and other reagents. The newly synthesised compounds were established by elemental analysis, spectral data, and alternative synthetic routes whenever possible.

Keywords

• Pyrrolo[3,4-c]pyrazole
• Pyrano[2,3-c]pyrazole
• Pyrido[2,1-b]benzimidazole
• Pyrido[2,1-b][1,3]benzoxazole
• Pyrido[2,1-b][1,3]benzothiazole
• Pyrido[2,1-b]quinazoline