Sodium Hydroxide → 2-Bromothiazole-5-carboxylic acid

HRID 1414596Notes

Reaction equation

HRID 1414596 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-8ecf578d23cc4436865227db400ca82b
Source dataset
uspto-grants-1977_01
Patent number
US04001421

Reaction notes

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