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

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Reaction Steps

In 100 ml of benzene were dissolved 6 g of 2-nitratopropyl acetoacetate, 4.42 g of 3-nitrobenzaldehyde and 0.4 ml of piperidine. The solution was subjected to reflux, extraction, washing, dryness and evaporation of the solvent in the manner described in Example 9 to give a residue, to which 5.97 of 3-nitratopropyl 3-aminocrotonate was added. The mixture was treated in the manner described in Example 9 to give a residue, which was then subjected to column chromatography on silica gel (eluted with n-hexane-ethyl acetate=5:1) and recrystallized from ether to obtain 7.7 g of 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-(2-nitratopropyl) ester-5-(3-nitratopropyl) ester.

Provenance & Evidence