2-Bromoimidazo(4,3-b)(1,3)thiazole-7-carboxylic acid → 2-Bromoimidazo[5,1-b]thiazole

HRID 1444169Notes

Reaction equation

HRID 1444169 reaction equation
[Br:1][C:2]1[S:6][C:5]2=[C:7](C(O)=O)[N:8]=[CH:9][N:4]2[CH:3]=1>CS(C)=O>[Br:1][C:2]1[S:6][C:5]2=[CH:7][N:8]=[CH:9][N:4]2[CH:3]=1

Participants

3

Reactant 1

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

Product 1

HCID 104654682-Bromoimidazo[5,1-b]thiazoleYield 21.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 2-bromoimidazo[5,1-b]thiazole-7-carboxylic acid (22 mg, 0.09 mmol) in dimethyl sulfoxide (1 ml) was stirred at 180° C. for 2 hr. Thereafter, the reaction solution was allowed to cool to room temperature and was then concentrated by removal of the solvent under the reduced pressure. The residue was purified by column chromatography on silica gel (ethyl acetate:methanol=60:1) to give 2-bromoimidazo[5,1-b]thiazole (4 mg, 20%) as a white solid.

Workup

  1. concentrationwas then concentrated by removal of the solvent under the reduced pressure
  2. customThe residue was purified by column chromatography on silica gel (ethyl acetate:methanol=60:1)

Sources & evidence

ORD record
ord-224c4d9bcf364333a2efc117422f5526
Source dataset
uspto-grants-2010_02
Patent number
US07662841B2

Reaction notes

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