Lithium Hydroxide → 2-Bromo-1,3-thiazole-4-carboxylic acid

HRID 70284Notes

Reaction equation

HRID 70284 reaction equation
[Br:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9]C)=[O:8])[N:6]=1.[OH-].[Li+]>C1COCC1>[Br:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([OH:9])=[O:8])[N:6]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 2763213Methyl 2-bromothiazole-4-carboxylate

Product 1

HCID 27632092-Bromo-1,3-thiazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of methyl 2-bromo-1,3-thiazole-4-carboxylate (4.2 g, 18.9 mmol), THF (120 mL) and 1N lithium hydroxide (50 mL) was heated at 70° C. for 1 h. The organic solvent was removed in vacuo. The residual aqueous solution was cooled to 0-5° C. and acidified to pH1 with 1N HCl solution. The tile compound was obtained by filtration, as a white solid.

Workup

  1. customThe organic solvent was removed in vacuo
  2. temperatureThe residual aqueous solution was cooled to 0-5° C.
  3. customThe tile compound was obtained by filtration, as a white solid

Sources & evidence

ORD record
ord-0b0ecf0743b940e48c436651d98251dc
Source dataset
uspto-grants-2014_09
Patent number
US08822518B2

Reaction notes

Loading…