2-Chloro-5-nitrobenzaldehyde → HCID 70631679, compound

HRID 1605229Notes

Reaction equation

HRID 1605229 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:21])[CH2:17][C:18](=[NH:20])[NH2:19])[CH3:14]>C(O)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)[C:17]([C:16]([O:15][CH2:13][CH3:14])=[O:21])=[C:18]([NH2:19])[NH:20][C:18]=1[NH2:19])=[O:21])[CH3:14]

Participants

4

Reactant 2

HCID 729332-Chloro-5-nitrobenzaldehydeHCID 4599837Carbamimidoyl-acetic acid ethyl ester

Product 1

HCID 70631679HCID 70631679, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Upon boiling a solution of 9.3 g 3-nitro-6-chlorobenzaldehyde and 13.0 g amidinoacetic acid ethyl ester in 150 ml ethanol for 2 hours, 2,6-diamino-4-(3-nitro-6-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester of m.p. 130°C (ethanol) is obtained.

Workup

  1. customfor 2 hours

Sources & evidence

ORD record
ord-8f35800c5f724efab95b4e9d17f6ce6d
Source dataset
uspto-grants-1976_04
Patent number
US03950336

Reaction notes

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