Reactions of N-arylmaleimides with 3-amino-1,2,4-triazole and 2-aminobenzimidazole

✍ Scribed by Roman V. Rudenko; Sergey A. Komykhov; Vladimir I. Musatov; Irina S. Konovalova; Oleg V. Shishkin; Sergey M. Desenko

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2011
• Tongue: English
• Weight: 407 KB
• Volume: 48
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.660

✦ Synopsis

Abstract

The reaction of 3‐amino‐1,2,4‐triazole (1) with N‐arylmaleimides leads to azolopyrimidines 4 and 5. The 2‐aminobenzimidazole (2) in the reaction with 3 gives the pyrimidobenzimidazoles 6. In similar conditions, the reaction of amine 2 with maleic anhydride (7) leads to formation of 2‐oxo‐1,2,3,4‐tetrahydropyrimido[1,2‐a]benzimidazole‐4‐carboxylic acid (8). The structures of 4, 5, 6, and 8 were proved by X‐Ray and NOE NMR measurements. J. Heterocyclic Chem., (2011)