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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2418257Generated: November 3, 2026

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

https://huagongshe.com/reaction/2418257

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NitrobenzaldehydeHCID 11101—
ReactantAcetoacetateHCID 6971017—
Reactant3-AminocrotonateHCID 22250386—
SolventIsopropanolHCID 3776—
Product2,6-Dimethyl-3,5-dicarboxy-4-(2-nitrophenyl)-1,4-dihydropyridineHCID 1207331166.7%

Reaction Steps

In 30 ml of isopropyl alcohol was dissolved 1 g of 2-nitratoethyl acetoacetate, 1.1 g of 3-nitratopropyl 3-aminocrotonate and 0.79 g of 2-nitrobenzaldehyde. The solution was treated in the manner described in Example 1 to obtain a residue, which was then subjected to column chromatography on silica gel (eluted with n-hexane-acetone=5:2) and recrystallized from ether to obtain 1.11 g of 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-(2-nitratoethyl) ester-5-(3-nitratopropyl) ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04472411
Source datasetuspto-grants-1984_09
ORD IDord-08dbe3d0d0fa45b89035b3c59083c04d
Source noteuspto-grants-1984_09