Oxalyl chloride → 4-(4-Methyl-1H-imidazol-1-yl)benzoyl chloride

HRID 1635856Notes

Reaction equation

HRID 1635856 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=2)[CH:6]=1.C(Cl)(=O)C([Cl:19])=O>ClCCl.CN(C)C=O>[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:15]=[CH:14][C:10]([C:11]([Cl:19])=[O:12])=[CH:9][CH:8]=2)[CH:6]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 22605443HCID 22605443, compound

Product 1

HCID 226054344-(4-Methyl-1H-imidazol-1-yl)benzoyl chlorideYield 117.3%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a suspension of 4-(4-methylimidazol-1-yl)benzoic acid (0.80 g) in dichloromethane (25 ml) was added oxalyl chloride (0.50 g) and one drop of dimethylformamide. The mixture was stirred at room temperature for 18 hours and the volatile material was removed under reduced pressure to yield 4-(4-methylimidazol-1-yl)benzoyl chloride (1.02 g), which was utilized without further purification.

Workup

  1. customthe volatile material was removed under reduced pressure

Sources & evidence

ORD record
ord-68d696495d0145908b0605b4b9fba5f5
Source dataset
uspto-grants-2003_01
Patent number
US06511974B1

Reaction notes

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