4-Nitrobenzylamine → HCID 178470202, compound

HRID 1595345Notes

Reaction equation

HRID 1595345 reaction equation
O[N:2]=[C:3]([C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[N+:17]([C:20]1[CH:27]=[CH:26][C:23]([CH2:24][NH2:25])=[CH:22][CH:21]=1)([O-:19])=[O:18]>>[N+:17]([C:20]1[CH:21]=[CH:22][C:23]([C:24]2[NH:25][C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:2]=2)=[CH:26][CH:27]=1)([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 291474-NitrobenzylamineHCID 178472890HCID 178472890, compound

Product 1

HCID 178470202HCID 178470202, compoundYield 34.9%

Procedure

Ethyl 2-hydroxyimino-3-phenyl-3-oxopropionate (36.1 g) and 4-nitrobenzylamine (27.9 g) were reacted and treated in the same manner as in Starting Material Synthetic Example 1 to give ethyl 2-(4-nitrophenyl)-5-phenylimidazole-4-carboxylate (19.2 g). 18.0 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-phenylimidazole-4-carboxylic acid (12.8 g), melting point 175-178° C. (decomposition).

Workup

  1. additiontreated in the same manner as

Sources & evidence

ORD record
ord-749e1b5684e449abb0ddc5ef6be76488
Source dataset
uspto-grants-2001_09
Patent number
US06288061B1

Reaction notes

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