4-Nitrobenzylamine → HCID 178470211, compound

HRID 1595351Notes

Reaction equation

O[N:2]=[C:3]([C:9]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH3:19])=[CH:13][CH:12]=1)=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[N+:20]([C:23]1[CH:30]=[CH:29][C:26]([CH2:27][NH2:28])=[CH:25][CH:24]=1)([O-:22])=[O:21]>>[CH2:18]([O:17][C:14]1[CH:15]=[CH:16][C:11]([C:9]2[NH:28][C:27]([C:26]3[CH:25]=[CH:24][C:23]([N+:20]([O-:22])=[O:21])=[CH:30][CH:29]=3)=[N:2][C:3]=2[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:12][CH:13]=1)[CH3:19]

Participants

Reactant 2

HCID 291474-Nitrobenzylamine

HCID 178472901HCID 178472901, compound

Product 1

HCID 178470211HCID 178470211, compoundYield 23.1%

Procedure

Ethyl 2-hydroxyimino-3-(4-ethoxyphenyl)-3-oxopropionate (84.5 g) and 4-nitrobenzylamine (87.1 g) were reacted and treated in the same manner as in Starting Material Synthetic Example 1 to give ethyl 5-(4-ethoxyphenyl)-2-(4-nitrophenyl)imidazole-4-carboxylate (28.1 g), melting point 214-217° C.

Workup

additiontreated in the same manner as

Sources & evidence

ORD record: ord-f3f7a47f08ec4ae3b776b2862abc20c9
Source dataset: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06288061B1

Reaction notes

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