Formaldehyde → 4-(1H-Imidazol-1-yl)benzeneacetic acid, methyl ester

HRID 1089549Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.[OH-].[NH4+:14].[CH:15]([CH:17]=O)=O.[CH2:19]=O>>[N:1]1([C:2]2[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:7]=2)[CH:17]=[CH:15][N:14]=[CH:19]1

Participants

Reactant 4

HCID 712Formaldehyde

HCID 7860Glyoxal

HCID 14923Ammonium Hydroxide

HCID 2761030Methyl 2-(4-aminophenyl)acetate

Product 1

HCID 148563604-(1H-Imidazol-1-yl)benzeneacetic acid, methyl ester

Procedure

In a manner similar to preparation 4, react 4-aminobenzeneacetic acid, methyl ester with ammonium hydroxide, glyoxal, and formaldehyde to obtain the title compound.

Workup

customIn a manner similar to preparation 4

Sources & evidence

ORD record: ord-134ecd27ed404bc78d125276b350c4f3
Source dataset: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04966967

Reaction notes

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