Reaktion #62946

ord-f59bb8b3a7974d5f8e86eb075a8f8b98

Reaktionsgleichung

CC(=O)Nc1cnc(S)s1
5-acetamido-2-mercapto-1,3-thiazole
O=C(O)CBr
bromoacetic acid
CC(=O)Nc1cnc(SCC(=O)O)s1
title compound
Ausbeute 67.0%
CC(=O)Nc1cnc(SCC(=O)O)s1
5-Acetamido-2-carboxymethylthio-1,3-thiazole
Ausbeute 67.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solvent was then removed in vacuo
  2. 2
    Waschenthe solid residue was washed with diethyl ether
  3. 3
    SonstigeAfter recrystallization from isopropanol/diethyl ether

Vorschrift

3.48 g (20 mmol) of 5-acetamido-2-mercapto-1,3-thiazole were dissolved in 90 ml of dry DMF, 2.78 g (20 mmol) of bromoacetic acid were added, and the mixture was stirred at room temperature for 2 hours. The solvent was then removed in vacuo, and the solid residue was washed with diethyl ether. After recrystallization from isopropanol/diethyl ether, 3.1 g (67%) of the title compound were obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04762848uspto-grants-1988_08