Reaktion #735753

ord-2b095dca9ce44d11a822b52c8ee308cf

Reaktionsgleichung

Br.c1cc[nH+]cc1
pyridinium hydrobromide
CCOC(=O)c1nc(N)sc1C(C)=O
ethyl 5-acetyl-2-amino-4-thiazolecarboxylate
Br
hydrogen bromide
O
water
CCOC(=O)c1nc(N)sc1C(=O)CBr
ethyl 2-amino-5-(2-bromoacetyl)-4-thiazolecarboxylate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate
  2. 2
    WaschenThe extract was washed with brine
  3. 3
    Trocknendried over magnesium sulfate
  4. 4
    Sonstigeevaporated in vacuo
  5. 5
    WaschenThe 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.).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04735957uspto-grants-1988_04