Tverdokhlebov A. Hetarylacetonitriles and their derivatives in the synthesis of 5-amino-4-hetaryl-2,3-dihydro-3-pyrrolones

The interaction of 2-hetaryl-3-oxo-4-chlorobutanenitriles with nitrogen containing nucleophiles was investigated. As a result, the preparative syntheses of 5-amino-4-hetaryl-2,3-dihydro-3-pyrrolone and 1,5-diamino-4-hetaryl-2,3-dihydro-3-pyrrolone derivatives were elaborated. at the amino group at first position. The method for preparation of 5-amino-4-hetaryl-2-R-2,3-dihydro-1H-3-pyrrolones via acylation of hetarylacetonitriles with N-phthaloyl (-aminoacids chlorides with further deprotection was worked out. The alkylation of the substituted benzaldehyde hydrazones with 2-(1-R-benzimidazole-2-yl)-3-oxo-4-chlorobutanenitriles in the presence of N,N-dimethylaniline was found to occur at the imine nitrogen and led to the 4-arylideneamino-2-(1-R-benzimidazole-2-yl)-3-oxobutanenitriles.