Reaktion #735753
ord-2b095dca9ce44d11a822b52c8ee308cf
Reaktionsgleichung
pyridinium hydrobromide
ethyl 5-acetyl-2-amino-4-thiazolecarboxylate
hydrogen bromide
water
→
ethyl 2-amino-5-(2-bromoacetyl)-4-thiazolecarboxylate
Edukte
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Extraktionextracted with ethyl acetate
- 2WaschenThe extract was washed with brine
- 3Trocknendried over magnesium sulfate
- 4Sonstigeevaporated in vacuo
- 5WaschenThe residue was washed with diisopropyl ether
Vorschrift
To a solution of ethyl 5-acetyl-2-amino-4-thiazolecarboxylate (12.9 g) in a mixture of 30% solution of hydrogen bromide in acetic acid (50 ml) and acetic acid (50 ml) was added pyridinium hydrobromide perbromide (21.1 g) at ambient temperature and stirred for one hour. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was washed with diisopropyl ether to give ethyl 2-amino-5-(2-bromoacetyl)-4-thiazolecarboxylate (14.86 g). mp 164°-166° C. (dec.).