Sodium Hydroxide → 2-Bromothiazole-5-carboxylic acid

HRID 372186Notes

Reaction equation

HRID 372186 reaction equation
[Br:1][C:2]1[S:3][C:4]([C:7]([O:9]C)=[O:8])=[CH:5][N:6]=1.[OH-].[Na+]>CO>[Br:1][C:2]1[S:3][C:4]([C:7]([OH:9])=[O:8])=[CH:5][N:6]=1

Participants

4

Procedure

A mixture containing 10 g. of 2-bromo-5-methoxycarbonylthiazole, 100 ml. of 10% aqueous sodium hydroxide and 200 ml. of methanol is stirred at 0° C for 5 minutes. The methanol is distilled off in vacuo and the resulting concentrate extracted twice with ethyl acetate. The remaining aqueous phase is acidified by the careful addition of dilute aqueous hydrochloric acid resulting in the formation of a precipitate which is then recovered by filtration and dried under vacuum yielding 2-bromo-5-carboxythiazole.

Workup

  1. additionA mixture containing 10 g
  2. distillationThe methanol is distilled off in vacuo
  3. concentrationthe resulting concentrate
  4. extractionextracted twice with ethyl acetate
  5. additionThe remaining aqueous phase is acidified by the careful addition of dilute aqueous hydrochloric acid resulting in the formation of a precipitate which
  6. filtrationis then recovered by filtration
  7. customdried under vacuum

Sources & evidence

ORD record
ord-88dc2156b4c1436ba9bdcaf5319c1528
Source dataset
uspto-grants-1978_05
Patent number
US04089865

Reaction notes

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