4-Nitrobenzylamine → HCID 178470206, compound

HRID 1595349Notes

Reaction equation

HRID 1595349 reaction equation
O[N:2]=[C:3]([C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[N+:19]([C:22]1[CH:29]=[CH:28][C:25]([CH2:26][NH2:27])=[CH:24][CH:23]=1)([O-:21])=[O:20]>>[CH3:18][O:17][C:13]1[CH:12]=[C:11]([C:9]2[NH:27][C:26]([C:25]3[CH:24]=[CH:23][C:22]([N+:19]([O-:21])=[O:20])=[CH:29][CH:28]=3)=[N:2][C:3]=2[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 291474-NitrobenzylamineHCID 178472896HCID 178472896, compound

Product 1

HCID 178470206HCID 178470206, compoundYield 31.6%

Procedure

Ethyl 2-hydroxyimino-3-(3-methoxyphenyl)-3-oxopropionate (84.5 g) and 4-nitrobenzylamine (61.4 g) were reacted and treated in the same manner as in Starting Material Synthetic Example 1 to give ethyl 5-(3-methoxyphenyl)-2-(4-nitrophenyl)imidazole-4-carboxylate (39.0 g), melting point 194-196° C.

Workup

  1. additiontreated in the same manner as

Sources & evidence

ORD record
ord-d03efab6d5dd41438c3ef6b67901a9ad
Source dataset
uspto-grants-2001_09
Patent number
US06288061B1

Reaction notes

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