Reacción #83342

Ecuación de reacción

2,6-Dichloroquinoline

4-aminothiophenol

→

2-(4-aminophenylthio)-6-chloroquinoline

Rendimiento 19.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was removed
2. 2
   workup.ADDITIONdiluted with ethyl acetate
3. 3
   Lavadowashed with water
4. 4
   Secadodried over sodium sulfate
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe product was purified by HPLC over silica gel
7. 7
   Lavadoeluted with 25% ethyl acetate in hexane

Procedimiento

2,6-Dichloroquinoline (15.2 moles, 3.0 g), 4-aminothiophenol (15.2 moles, 1.9 g), and DMAP (15.2 moles, 1.85 g) were stirred at room temperature for 3 days. The solvent was removed, diluted with ethyl acetate, washed with water, dried over sodium sulfate and concentrated. The product was purified by HPLC over silica gel eluted with 25% ethyl acetate in hexane to yield 2-(4-aminophenylthio)-6-chloroquinoline 830 mg, 19%. Mass spec (FD) 286. Calculated for C15H11ClN2S: C, 62.82 H, 3.87; N, 9.77. Found: C, 63.09; H, 3.94; N, 9.61.

Fuente