2-Nitrobenzaldehyde → 2,6-Dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-(2-cyanoethyl) ester

Participants

Reaction Steps

10.2 g of 3-nitratopropyl 3-aminocrotonate, 7.8 g of 2-cyanoethyl acetoacetate and 7.7 g of 2-nitrobenzaldehyde in 77 ml of isopropyl alcohol were heated at reflux for 8 hours, and the isopropyl alcohol was evaporated under reduced pressure. The residue was applied to a silica gel column chromatography (eluent: dichloromethane) and recrystallized from a mixture of dichloromethane and diethyl ether to give 16.2 g of 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-(2-cyanoethyl) ester 5-(3-nitratopropyl) ester.

Provenance & Evidence