3-Nitrobenzaldehyde → HCID 12448674, compound

HRID 1288573Notes

Reaction equation

HRID 1288573 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[CH2:12]([O:14][C:15](=[O:20])[CH2:16][C:17](=[NH:19])[NH2:18])[CH3:13]>C(O)C>[CH2:12]([O:14][C:15]([C:16]1[CH:7]([C:6]2[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[C:16]([C:15]([O:14][CH2:12][CH3:13])=[O:20])=[C:17]([NH2:18])[NH:19][C:17]=1[NH2:18])=[O:20])[CH3:13]

Participants

4

Reactant 2

HCID 74493-NitrobenzaldehydeHCID 4599837Carbamimidoyl-acetic acid ethyl ester

Product 1

HCID 12448674HCID 12448674, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Upon boiling a solution of 15.1 g 3-nitrobenzaldehyde and 26.0 g amidinoacetic acid ethyl ester in 250 ml ethanol for 2 hours, 2,6-diamino-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester of m.p. 175°-176° C (ethanol) is obtained.

Workup

  1. customfor 2 hours

Sources & evidence

ORD record
ord-0740f8d6e198489bbff6f2acb83d0fec
Source dataset
uspto-grants-1976_10
Patent number
US03988458

Reaction notes

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