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

HRID 66935

Reaktionsgleichung

Reaktionsgleichung von HRID 66935
[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])[C:12]([C:17](Cl)=[O:18])=[CH:13][CH:14]=[CH:15][CH:16]=1.C1(C)C=CC=CC=1>C1(C)C(C)=CC=CC=1>[C:11]1([CH3:20])[C:12]([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:14]=[CH:15][CH:16]=1

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 702762-Methylbenzoyl chlorideHCID 6028483-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

Produkt 1

HCID 130415145-(2-Toluamido)-3-Trichloromethyl-1,2,4-ThiadiazoleAusbeute 35,1 %

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) 2-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. Following recrystallization for toluene, 11.8 g (35% yield) of pure product was otained; m.p. 170° C.

Aufarbeitung

  1. temperatureat reflux for 20 hours
  2. customthe resulting precipitate removed by filtration

Quellen und Nachweise

ORD-Eintrag
ord-40e39dbc987749c18435765ac008b42e
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04343945

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