Phenyl Isothiocyanate → 5-Chloro-N-phenyl-1,3-benzodithiol-2-imine
Reaktionsgleichung
[C:1]1([N:7]=[C:8]=[S:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:10][C:11]1[CH:12]=[CH:13][C:14]2[S:18]N=N[C:15]=2[CH:19]=1>>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]2[S:18][C:8](=[N:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[S:9][C:15]=2[CH:19]=1Komponenten
3
Reaktionsbedingungen
- Temperatur
- 220 °C
Versuchsvorschrift
Phenylisothiocyanate (8.8g) and 5-chloro-1,2,3-benzothiadiazole (3.75g) are combined under an inert atmosphere and heated at 220° C until nitrogen evolution ceases. Initial purification of the product is accomplished by dry column chromatography (600g alumina column, benzene solvent). The product is further purified with a methylene chloride wash and recrystallization (twice) from pentane to yield 1.5g of the title compound, melting point 71°-73° C.