Potassium Hydroxide → 2-Bromoimidazo(4,3-b)(1,3)thiazole-7-carboxylic acid

HRID 1444163Notes

Reaction equation

[OH-].[K+].[Br:3][C:4]1[S:8][C:7]2=[C:9]([C:12]([O:14]CC)=[O:13])[N:10]=[CH:11][N:6]2[CH:5]=1>Cl>[Br:3][C:4]1[S:8][C:7]2=[C:9]([C:12]([OH:14])=[O:13])[N:10]=[CH:11][N:6]2[CH:5]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A 2 M aqueous solution (35 ml) of potassium hydroxide was added to ethyl 2-bromoimidazo[5,1-b] thiazole-7-carboxylate (1.32 g, 4.80 mmol), and the mixture was stirred at 60° C. for one hr. After the completion of the reaction, the reaction solution was poured into 4 M hydrochloric acid (20 ml) under ice cooling to precipitate a solid. The resultant solid was washed with water, and a mixed solvent composed of ethanol and toluene was added thereto. The solvent was removed by distillation under the reduced pressure, and the residue was then dried to give 2-bromoimidazo[5,1-b]thiazole-7-carboxylic acid (1.08 g, 91%) as a white solid.

Workup

customAfter the completion of the reaction
customto precipitate a solid
washThe resultant solid was washed with water
additionwas added
customThe solvent was removed by distillation under the reduced pressure
customthe residue was then dried

Sources & evidence

ORD record: ord-c7f5ef9954ae4a4aa9ac44f5e911798b
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07662841B2

Reaction notes

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