Reacción #4017

ord-7628ca281c8a4d939d7e63b118d19a45

Ecuación de reacción

CCOC(CCl)(OCC)OCC
2-chloro-1,1,1-triethoxyethane
Nc1ccccc1S
2-aminothiophenol
ClCc1nc2ccccc2s1
2-chloromethylbenzothiazole
Rendimiento 91.3%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadothe resulting solution was washed with 3N HCl (10 ml)
  2. 2
    OtroThe organic portion was evaporated
  3. 3
    Otrothe residue chromatographed over silica gel

Procedimiento

A solution of 2-chloro-1,1,1-triethoxyethane (5.9 g) and 2-aminothiophenol (2.5 g) was heated at 80° C. for 15 minutes. After cooling to room temperature, it was dissovled in methylene chloride (30 ml) and the resulting solution was washed with 3N HCl (10 ml) and then with water (20 ml). The organic portion was evaporated and the residue chromatographed over silica gel to obtain 2-chloromethylbenzothiazole (3.35 g; 90% yield), m.p. 34° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04723010uspto-grants-1988_02