3-Nitrobenzaldehyde → HCID 53866353, compound

HRID 1287871Notes

Reaction equation

HRID 1287871 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].[CH:12]([O:15][C:16](=[O:23])[CH:17]=[C:18]([NH2:22])[O:19][CH2:20][CH3:21])([CH3:14])[CH3:13]>C(O)C>[CH:12]([O:15][C:16]([C:17]1[CH:7]([C:6]2[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[CH:17]([C:16]([O:15][CH:12]([CH3:13])[CH3:14])=[O:23])[C:18]([O:19][CH2:20][CH3:21])=[N:22][C:18]=1[NH2:22])=[O:23])([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 74493-NitrobenzaldehydeHCID 71366472Propan-2-yl 3-amino-3-ethoxyprop-2-enoate

Product 1

HCID 53866353HCID 53866353, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Heating a solution of 6.1 g of 3-nitrobenzaldehyde and 13.9 g of 3-amino-3-ethoxyacrylic acid isopropyl ester in 100 ml of ethanol for 8 hours yields 2-amino-6-ethoxy-4-(3-nitrophenyl)-4,5-dihydropyridine-3,5-dicarboxylic acid diisopropyl ester of melting point 130° C (ether/petroleum ether). Yield: 45% of theory.

Sources & evidence

ORD record
ord-4b8fa981b307440b93ead627b3314265
Source dataset
uspto-grants-1976_10
Patent number
US03985886

Reaction notes

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