Sodium Hydroxide → 2-Bromothiazole-5-carboxylic acid
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]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- additionA mixture containing 10 g
- distillationThe methanol is distilled off in vacuo
- concentrationthe resulting concentrate
- extractionextracted twice with ethyl acetate
- additionThe remaining aqueous phase is acidified by the careful addition of dilute aqueous hydrochloric acid resulting in the formation of a precipitate which
- filtrationis then recovered by filtration
- customdried under vacuum
Sources & evidence
- ORD record
- ord-88dc2156b4c1436ba9bdcaf5319c1528
- Source dataset
- uspto-grants-1978_05
- Patent number
- US04089865
Reaction notes
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