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

HRID 66937

Reaktionsgleichung

Reaktionsgleichung von HRID 66937
[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][C:14]([C:17](Cl)=[O:18])=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[C:11]1([CH3:20])[CH:16]=[CH:15][C:14]([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:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 134054-Methylbenzoyl ChlorideHCID 6028483-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

Produkt 1

HCID 130415165-(4-Toluamido)-3-Trichloromethyl-1,2,4-Thiadiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 11.0 g (0.05 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole and 8.0 g (0.05 mole) 4-toluoyl chloride in 250 ml toluene was heated at reflux for 20 hours. Unreacted amino compound was removed by cooling the reaction mixture and filtering the precipitate. Concentration of the filtrate in vacuo gave the crude product, which was purified by recrystallization from cyclohexane. Yield was 9.1 g (27%); m.p. 127° C.

Aufarbeitung

  1. temperatureat reflux for 20 hours
  2. customUnreacted amino compound was removed
  3. temperatureby cooling the reaction mixture
  4. filtrationfiltering the precipitate

Quellen und Nachweise

ORD-Eintrag
ord-941fe4c55371425b876f0a5cbd9052c1
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04343945

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