3-Nitrobenzaldehyde → HCID 12308268, compound

HRID 1287861Notes

Reaction equation

HRID 1287861 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[CH3:12][O:13][C:14](=[O:21])[CH:15]=[C:16]([NH2:20])[O:17][CH2:18][CH3:19]>C(O)(C)C>[CH3:12][O:13][C:14]([C:15]1[CH:7]([C:6]2[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[CH:15]([C:14]([O:13][CH3:12])=[O:21])[C:16]([O:17][CH2:18][CH3:19])=[N:20][C:16]=1[NH2:20])=[O:21]

Participants

4

Reactant 2

HCID 74493-NitrobenzaldehydeHCID 71366473Methyl 3-amino-3-ethoxyprop-2-enoate

Product 1

HCID 12308268HCID 12308268, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Upon boiling a solution of 7.6 g of 3-nitrobenzaldehyde and 14.5 g of 3-amino-3-ethoxyacrylic acid methyl ester in 40 ml of alcohol for 6 hours, 2-amino-4-(3-nitrophenyl)-6-ethoxy-4,5-dihydropyridine-3,5-dicarboxylic acid dimethyl ester of melting point 163° C (isopropanol) is obtained. Yield: 71% of theory.

Workup

  1. customfor 6 hours

Sources & evidence

ORD record
ord-0c5384cded8b4af08c8675221804ce53
Source dataset
uspto-grants-1976_10
Patent number
US03985886

Reaction notes

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