3-Methylbenzoyl chloride → 5-(3-Toluamido)-3-Trichloromethyl-1,2,4-Thiadiazole

HRID 66936

Reaktionsgleichung

Reaktionsgleichung von HRID 66936
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1.[C:11]1([CH3:20])[CH:16]=[CH:15][CH:14]=[C:13]([C:17](Cl)=[O:18])[CH:12]=1>C1(C)C(C)=CC=CC=1>[C:11]1([CH3:20])[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([NH:1][C:2]2[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=2)=[O:18])[CH:12]=1

Komponenten

4

Edukt 2

HCID 743753-Methylbenzoyl chlorideHCID 6028483-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

Produkt 1

HCID 130415155-(3-Toluamido)-3-Trichloromethyl-1,2,4-ThiadiazoleAusbeute 12 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

A solution of 22.0 g (0.1 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole and 16.0 g (0.1 mole) 3-toluoyl chloride in 250 ml xylene was heated at reflux for 20 hours. The reaction mixture was cooled to room temperature and the resulting precipitate removed by filtration. The crude product was washed with petroleum ether and then recrystallized twice from toluene to obtain 4.0 g (12% yield) of pure product; m.p. 142° C.

Aufarbeitung

  1. temperatureat reflux for 20 hours
  2. customthe resulting precipitate removed by filtration
  3. washThe crude product was washed with petroleum ether
  4. customrecrystallized twice from toluene

Quellen und Nachweise

ORD-Eintrag
ord-0ee1bf474793456ab285a40aa7291cc3
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04343945

Verknüpfte Notizen

Wird geladen…