3-Chlorochalcone → HCID 12391103, compound

HRID 1729691Notes

Reaction equation

HRID 1729691 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH:5]=[CH:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O.[CH2:18]([O:20][C:21](=[O:26])[CH2:22][C:23](=[NH:25])[NH2:24])[CH3:19]>C(O)C>[CH2:18]([O:20][C:21]([C:22]1[CH:5]([C:4]2[CH:15]=[CH:16][CH:17]=[C:2]([Cl:1])[CH:3]=2)[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:24][C:23]=1[NH2:25])=[O:26])[CH3:19]

Participants

4

Reactant 2

HCID 953263-ChlorochalconeHCID 4599837Carbamimidoyl-acetic acid ethyl ester

Product 1

HCID 12391103HCID 12391103, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Upon heating a solution of 24.3 g of 3-chlorobenzylideneacetophenone and 13.0 g of amidinoacetic acid ethyl ester in 250 ml of ethanol for 4 hours, 2-amino-6-phenyl-4-(3-chlorophenyl)-1,4-dihydropyridine-3-carboxylic acid ethyl ester of melting point 161°C is obtained. Yield: 73 percent of theory.

Sources & evidence

ORD record
ord-fc907ac78f634e459ceb4a6f033d3515
Source dataset
uspto-grants-1976_11
Patent number
US03989708

Reaction notes

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