4-Bromophenacyl bromide → N-[4-(4-Bromo-phenyl)-1H-imidazol-2-yl]-acetamide

HRID 20885

Reaction equation

HRID 20885 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)=O.[C:12]([NH:15][C:16]([NH2:18])=[NH:17])(=[O:14])[CH3:13]>CN(C=O)C>[Br:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[NH:18][C:16]([NH:15][C:12](=[O:14])[CH3:13])=[N:17][CH:2]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 74544-Bromophenacyl bromideHCID 178475102HCID 178475102, compound

Product 1

HCID 10468856N-[4-(4-Bromo-phenyl)-1H-imidazol-2-yl]-acetamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-bromo-1-(4-bromophenyl)ethanone (2.00 g, 7.20 mmol) and acetylguanidine (2.18 g, 21.6 mmol) in DMF (40 mL) was stirred at rt for 48 h. The solution was concentrated to dryness in vacuo and the resulting brown solid was of sufficient purity for use in the next step. LCMS: Anal. Calcd. for C11H10BrN3O: 279, 281; found: 280, 282 (M+H)+.

Workup

  1. concentrationThe solution was concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-9095334553934822abb0be22ce7699c7
Source dataset
uspto-grants-2010_06
Patent number
US07745636B2

Linked notes

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