Thionyl Chloride → HCID 59168400, compound

HRID 1444198Notes

Reaction equation

HRID 1444198 reaction equation
S(Cl)([Cl:3])=O.[Br:5][C:6]1[S:10][C:9]2=[C:11]([C:14]([OH:16])=O)[N:12]=[CH:13][N:8]2[CH:7]=1>C1(C)C=CC=CC=1>[Br:5][C:6]1[S:10][C:9]2=[C:11]([C:14]([Cl:3])=[O:16])[N:12]=[CH:13][N:8]2[CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 591684042-Bromoimidazo(4,3-b)(1,3)thiazole-7-carboxylic acid

Product 1

HCID 59168400HCID 59168400, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Thionyl chloride (0.1 ml, 1.37 mmol) was added dropwise to a solution of 2-bromoimidazo[5,1-b]thiazole-7-carboxylic acid (97 mg, 0.39 mmol) in toluene (10 ml), and the mixture was heated under reflux for 1.5 hr. The excessive amount of thionyl chloride was removed at the atmospheric pressure, and the solvent was then removed by distillation under the reduced pressure to give 2-bromoimidazo[5,1-b]thiazole-7-carboxylic acid chloride (104 mg, quantitative) as a light brown solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1.5 hr
  3. customThe excessive amount of thionyl chloride was removed at the atmospheric pressure
  4. customthe solvent was then removed by distillation under the reduced pressure

Sources & evidence

ORD record
ord-6cc1423485d44e14a8e3ac552ca7097b
Source dataset
uspto-grants-2010_02
Patent number
US07662841B2

Reaction notes

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