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

HRID 1444172Notes

Reaction equation

HRID 1444172 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>C(O)(=O)C>[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 14.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2-bromoimidazo[5,1-b]thiazole-7-carboxylic acid (36 mg, 0.14 mmol) in acetic acid (1 ml) was heated under reflux for 2 days. The reaction solution was allowed to cool to room temperature and was then concentrated by removal of the solvent under the reduced pressure, and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1) to give 2-bromoimidazo[5,1-b]thiazole (4 mg, 14%) as a white solid.

Workup

  1. temperatureunder reflux for 2 days
  2. concentrationwas then concentrated by removal of the solvent under the reduced pressure
  3. customthe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-f0fbcf03566c4738b21a9aa60504c52e
Source dataset
uspto-grants-2010_02
Patent number
US07662841B2

Reaction notes

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