2-Chloro-5-nitrobenzaldehyde → HCID 12308274, compound

HRID 1287868Notes

Reaction equation

HRID 1287868 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:9]([Cl:12])=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[CH2:13]([O:15][C:16](=[O:23])[CH:17]=[C:18]([NH2:22])[O:19][CH2:20][CH3:21])[CH3:14]>C(O)(C)C>[CH2:13]([O:15][C:16]([C:17]1[CH:7]([C:6]2[C:9]([Cl:12])=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[CH:17]([C:16]([O:15][CH2:13][CH3:14])=[O:23])[C:18]([O:19][CH2:20][CH3:21])=[N:22][C:18]=1[NH2:22])=[O:23])[CH3:14]

Participants

4

Reactant 2

HCID 729332-Chloro-5-nitrobenzaldehydeHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl ester

Product 1

HCID 12308274HCID 12308274, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

Upon heating a solution of 9.3 g of 3-nitro-6-chlorobenzaldehyde and 15.9 g of 3-amino-3-ethoxyacrylic acid ethyl ester in 50 ml of isopropanol for 6 hours, 2-amino-4-(3-nitro-6-chlorophenyl)-6-ethoxy-4,5-dihydropyridine-3,5-dicarboxylic acid diethyl ester of melting point 136°-37° C (isopropanol) is obtained. Yield: 65% of theory.

Sources & evidence

ORD record
ord-d2b8a27eec8d453a819fb57d5d1673a0
Source dataset
uspto-grants-1976_10
Patent number
US03985886

Reaction notes

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