Reaktion #4259

ord-03c19910184945d28d0037efcffa7194

Reaktionsgleichung

O=C(O)CBr
bromoacetic acid
Sc1nnc(S)s1
2,5-dimercapto-1,3,4-thiadiazole
[K+].[OH-]
potassium hydroxide
O=C(O)CSc1nnc(S)s1
desired compound
Ausbeute 86.6%
O=C(O)CSc1nnc(S)s1
2-Carboxymethylthio-5-Mercapto-1,3,4-Thiadiazole
Ausbeute 86.6%

Lösungsmittel

Reaktionsbedingungen

Temperatur
60°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigedropwise at room temperature
  2. 2
    workup.ADDITIONAfter the addition
  3. 3
    Temperaturto cool to room temperature
  4. 4
    FiltrationThe precipitated crystals were filtered
  5. 5
    Waschenwashed with water

Vorschrift

In 200 ml of water were dissolved 15.0 g of 2,5-dimercapto-1,3,4-thiadiazole and 69 g of potassium hydroxide, and a solution of 13.9 g of bromoacetic acid in 30 ml of water was added thereto dropwise at room temperature. After the addition, the mixture was stirred at 60° C. for 1 hour, followed by allowing to cool to room temperature. The precipitated crystals were filtered and washed with water to obtain 18 g of the desired compound. Melting point: 161°-167° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04724199uspto-grants-1988_02