3-Chlorobenzaldehyde → HCID 12308272, compound

HRID 1287864Notes

Reaction equation

HRID 1287864 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[CH3:10][O:11][C:12](=[O:19])[CH:13]=[C:14]([NH2:18])[O:15][CH2:16][CH3:17]>C(O)(C)C>[CH3:10][O:11][C:12]([C:13]1[CH:5]([C:4]2[CH:7]=[CH:8][CH:9]=[C:2]([Cl:1])[CH:3]=2)[CH:13]([C:12]([O:11][CH3:10])=[O:19])[C:14]([O:15][CH2:16][CH3:17])=[N:18][C:14]=1[NH2:18])=[O:19]

Participants

4

Reactant 2

HCID 114773-ChlorobenzaldehydeHCID 71366473Methyl 3-amino-3-ethoxyprop-2-enoate

Product 1

HCID 12308272HCID 12308272, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

Upon heating a solution of 7.1 g of 3-chlorobenzaldehyde and 14.5 g of 3-amino-3-ethoxyacrylic acid methyl ester in 50 ml of isopropanol for 6 hours, 2-amino-4-(3-chlorophenyl)-6-ethoxy-4,5-dihydropyridine-3,5-dicarboxylic acid dimethyl ester of melting point 158° C (isopropanol) is obtained. Yield 78% of theory.

Sources & evidence

ORD record
ord-d6470c2bb8e3464a98027ce8a1fb5fe6
Source dataset
uspto-grants-1976_10
Patent number
US03985886

Reaction notes

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