反应详情

To a mixture of ethyl 2-(2-mesylamino-1,3-thiazol-4-yl)glyoxylate, which can be represented as ethyl 2-(2-mesylimino-2,3-dihydro-1,3-thiazol-4-yl)glyoxylate, (3.60 g.) and ethanol (50 ml.) was added sodium borohydride (0.32 g.) under stirring and ice-cooling, and then the mixture was stirred for 40 minutes at room temperature. After the reaction, the reaction mixture was concentrated. The residue was poured into a mixture of ethyl acetate (100 ml.) and dilute hydrochloric acid, and the aqueous solution was separated. Thus obtained aqueous solution (pH 1 to 2) was subjected to salting-out and then extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. The extract was treated with activated charcoal and then the solvent was distilled off to give a solid of ethyl 2-hydroxy-2-(2-mesylamino-1,3-thiazol-4-yl)acetate, which can be represented as ethyl 2-hydroxy-2-(2-mesylimino-2,3-dihydro-1,3-thiazol-4-yl)acetate, (2.6 g.)

1. temperatureice-cooling
2. stirringthe mixture was stirred for 40 minutes at room temperature
3. customAfter the reaction
4. concentrationthe reaction mixture was concentrated
5. additionThe residue was poured into a mixture of ethyl acetate (100 ml.) and dilute hydrochloric acid
6. customthe aqueous solution was separated
7. extractionextracted with ethyl acetate
8. washThe extract was washed with a saturated aqueous solution of sodium chloride
9. dry with materialdried over magnesium sulfate
10. additionThe extract was treated with activated charcoal
11. distillationthe solvent was distilled off