4-Chloroaniline → 4-Chloro-N-[(1H-imidazol-2-yl)methyl]aniline

HRID 356666Notes

Reaction equation

HRID 356666 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[NH:9]1[CH:13]=[CH:12][N:11]=[C:10]1[CH:14]=O>>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][CH2:14][C:10]2[NH:9][CH:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 78124-ChloroanilineHCID 249551H-imidazole-2-carbaldehyde

Product 1

HCID 108460134-Chloro-N-[(1H-imidazol-2-yl)methyl]anilineYield 72%

Procedure

The title compound was prepared from 4-chloroaniline and 2-imidazole-carboxaldehyde by the same procedure as described in Example 24, part A. The residue was crystallized from ethyl acetate to afford the title compound (1.56 g, 72%) as an off white solid.

Workup

  1. customThe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-686b47919246456c9585f37f18fabb82
Source dataset
uspto-grants-1998_11
Patent number
US05837702

Reaction notes

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