4-Nitrobenzylamine → HCID 178470208, compound

HRID 1595355Notes

Reaction equation

[CH3:1][N:2]([CH3:19])[C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[C:10](=[N:16]O)[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][CH:4]=1.[N+:20]([C:23]1[CH:30]=[CH:29][C:26]([CH2:27][NH2:28])=[CH:25][CH:24]=1)([O-:22])=[O:21]>>[CH3:1][N:2]([CH3:19])[C:3]1[CH:8]=[CH:7][C:6]([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:16][C:10]=2[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 291474-Nitrobenzylamine

HCID 178472898HCID 178472898, compound

Product 1

HCID 178470208HCID 178470208, compoundYield 32.9%

Procedure

Ethyl 3-(4-dimethylaminophenyl)-2-hydroxyimino-3-oxopropionate (3.8 g) and 4-nitrobenzylamine (2.8 g) were reacted and treated in the same manner as in Starting Material Synthetic Example 1 to give ethyl 5-(4-dimethylaminophenyl)-2-(4-nitrophenyl)-imidazole-4-carboxylate (1.8 g), melting point 240-242° C.

Workup

additiontreated in the same manner as

Sources & evidence

ORD record: ord-98a5d3b4db7f43b4a49bfcf0ec13c36f
Source dataset: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06288061B1

Reaction notes

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