4-Methylbenzaldehyde → HCID 12308275, compound

HRID 1730522Notes

Reaction equation

HRID 1730522 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH2:10]([O:12][C:13](=[O:20])[CH:14]=[C:15]([NH2:19])[O:16][CH2:17][CH3:18])[CH3:11]>C(OCC)(=O)C>[CH2:10]([O:12][C:13]([C:14]1[CH:6]([C:5]2[CH:8]=[CH:9][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH:14]([C:13]([O:12][CH2:10][CH3:11])=[O:20])[C:15]([O:16][CH2:17][CH3:18])=[N:19][C:15]=1[NH2:19])=[O:20])[CH3:11]

Participants

4

Reactant 2

HCID 77254-MethylbenzaldehydeHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl ester

Product 1

HCID 12308275HCID 12308275, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Upon heating a solution of 6 g of 4-methylbenzaldehyde and 15.9 g of 3-amino-3-ethoxyacrylic acid ethyl ester in 50 ml of alcohol for 6 hours, 2-amino-4-(4-methylphenyl)-6-ethoxy-4,5-dihydropyridine-3,5-dicarboxylic acid diethyl ester of melting point 119° C (ethyl acetate/petroleumether) is obtained.

Sources & evidence

ORD record
ord-0f11a9eef9c249548615d5ae69f1776f
Source dataset
uspto-grants-1976_11
Patent number
US03992545

Reaction notes

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