Synthetic Communications p. 1985 - 1989 (2000)
Update date:2022-08-16
Topics:
Al-Afaleq, Eljazi I.
Some novel pyrazolo[1,5-α]pyrimidines 5a-f, 10a,b, 1,2,4-triazolo[1,5- α]-pyrimidine (12), and pyrimido[1,2-α]benzimidazole 18 could be synthesized by reacting 3-(4-chlorophenyl)-2-(N,N-dimethylamino)methylene-3- oxopropanenitrile (2) with 5-amino-3- and/or 4-substituted-1H-pyrazoles 3a-f and 9a,b, 3-amino-1,2,4-triazole (11) and 2-aminobenzimidazole (14), respectively. The reaction of 2 with 1H-benzimidazol-2-ylacetonitrile (19) afforded the pyridol[1.2-α]benzimidazole 20. On the other hand, the reaction of 2 with guanidine, hydrazine, and phenyl hydrazine afforded the pyrimidine 24, and the pyrazoles 27, 28, respectively. However, the reaction of 2 with hydroxyl amine did not afford the isoxazole 32.
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