3-Nitrochalcone → HCID 12391104, compound

HRID 1729692Notes

Reaction equation

HRID 1729692 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][CH:19]=1)[CH:7]=[CH:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)([O-:3])=[O:2].[CH2:20]([O:22][C:23](=[O:28])[CH2:24][C:25](=[NH:27])[NH2:26])[CH3:21]>C(O)C>[CH2:20]([O:22][C:23]([C:24]1[CH:7]([C:6]2[CH:17]=[CH:18][CH:19]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[NH:26][C:25]=1[NH2:27])=[O:28])[CH3:21]

Participants

4

Reactant 2

HCID 948623-NitrochalconeHCID 4599837Carbamimidoyl-acetic acid ethyl ester

Product 1

HCID 12391104HCID 12391104, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Upon boiling a solution of 25.3 g of 3-nitrobenzylideneacetophenone and 13.0 g of amidinoacetic acid ethyl ester in 250 ml of ethanol for 2 hours, 2-amino-6-phenyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid ethyl ester of melting point 171°-172°C (ethanol) is obtained. Yield: 71 percent of theory.

Workup

  1. customfor 2 hours

Sources & evidence

ORD record
ord-d86870baaa2b42049deeaffb41572f53
Source dataset
uspto-grants-1976_11
Patent number
US03989708

Reaction notes

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