Reaktion #710504

ord-3557c05a9a394a9a81d330b356a4fbbc

Reaktionsgleichung

Nc1nnc(-c2ccccc2)s1
5-phenyl-1,3,4-thiadiazol-2-amine
O=C([O-])[O-].[K+].[K+]
K2CO3
O=C(Cl)CCl
chloroacetyl chloride
O=C(CCl)Nc1nnc(-c2ccccc2)s1
compound C3
Ausbeute 76.0%
O=C(CCl)Nc1nnc(-c2ccccc2)s1
2-chloro-N-(5-phenyl-1,3,4-thiadiazol-2-yl)acetamide
Ausbeute 76.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGstirred
  2. 2
    Filtrationfiltered
  3. 3
    WaschenThe resulting solid was washed with water
  4. 4
    Sonstigedried in the oven under vacuum

Vorschrift

To a mixture of 5-phenyl-1,3,4-thiadiazol-2-amine (C1, 1.06 g, 6 mmol) and K2CO3 (0.83 g, 6 mmol) in anhydrous DMF (20 mL), was added chloroacetyl chloride (C2, 0.48 mL, 6 mmol). The mixture was stirred at room temperature for 4 h. The reaction mixture was then poured into ice-water (100 mL), stirred, and then filtered. The resulting solid was washed with water, and then dried in the oven under vacuum to afford compound C3 (1.15 g, 76%) as a white solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09301949B2uspto-grants-2016_04