Thionyl Chloride → 4-(1H-Imidazol-1-yl)benzoyl chloride

HRID 2307362Notes

Reaction equation

HRID 2307362 reaction equation
[N:1]1([C:6]2[CH:14]=[CH:13][C:9]([C:10](O)=[O:11])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.S(Cl)([Cl:17])=O>>[N:1]1([C:6]2[CH:14]=[CH:13][C:9]([C:10]([Cl:17])=[O:11])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 7365294-(1-Imidazolyl)benzoic Acid

Product 1

HCID 145374274-(1H-Imidazol-1-yl)benzoyl chloride

Procedure

A suspension of 4-(imidazol-1-yl)benzoic acid (0.90 g) in thionyl chloride (2.0 ml) was heated on a steam bath under argon for one hour. Evaporation of the volatile material under reduced pressure afforded a residue which crystallized upon the addition of hexane to yield the 4-(imidazol-1-yl)benzoyl chloride as the hydrochloride salt (1.17 g), m.p. 242-247° C.

Workup

  1. temperaturewas heated on a steam bath under argon for one hour
  2. customEvaporation of the volatile material under reduced pressure
  3. customafforded a residue which
  4. customcrystallized upon the addition of hexane

Sources & evidence

ORD record
ord-993db41778604625ad177439b490f3e4
Source dataset
uspto-grants-2004_12
Patent number
US06831079B1

Reaction notes

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