4-Nitrobenzylamine → HCID 178470204, compound

HRID 1595344Notes

Reaction equation

HRID 1595344 reaction equation
O[N:2]=[C:3]([C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[N+:21]([C:24]1[CH:31]=[CH:30][C:27]([CH2:28][NH2:29])=[CH:26][CH:25]=1)([O-:23])=[O:22]>>[N+:21]([C:24]1[CH:25]=[CH:26][C:27]([C:28]2[NH:29][C:9]([C:10]3[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=3)=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:2]=2)=[CH:30][CH:31]=1)([O-:23])=[O:22]

Participants

3

Reactant 2

HCID 291474-NitrobenzylamineHCID 178472893HCID 178472893, compound

Product 1

HCID 178470204HCID 178470204, compoundYield 30.7%

Procedure

Ethyl 2-hydroxyimino-3-oxo-3-(4-trifluoromethylphenyl)-propionate (24.6 g) and 4-nitrobenzylamine (14.0 g) were reacted and treated in the same manner as in Starting Material Synthetic Example 1 to give ethyl 2-(4-nitrophenyl)-5-(4-trifluoromethylphenyl)-imidazole-4-carboxylate (10.6 g). 9.0 g therefrom was dissolved in ethyl alcohol. 1 M Sodium hydroxide solution was added and the mixture was reacted and treated in the same manner as in Starting Material Synthetic Example 2 to give 2-(4-nitrophenyl)-5-(4-trifluoromethylphenyl)imidazole-4-carboxylic acid (8.2 g), melting point 172-174° C. (decomposition).

Workup

  1. additiontreated in the same manner as

Sources & evidence

ORD record
ord-e516f433bf1642b1992b7f378c6fa34d
Source dataset
uspto-grants-2001_09
Patent number
US06288061B1

Reaction notes

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