Reacción #83344

Ecuación de reacción

2-Chloro-4-phenylquinoline

4-aminothiophenol

THF

→

2-(4-aminophenylthio)-4-phenylquinoline

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe solution was concentrated
2. 2
   workup.ADDITIONethyl acetate added
3. 3
   Lavadowashed with water
4. 4
   Secadodried over sodium sulfate
5. 5
   Otrothe solvent removed
6. 6
   OtroThe product was purified by HPLC over silica gel
7. 7
   Lavadoeluted with 30% ethyl acetate in hexane

Procedimiento

2-Chloro-4-phenylquinoline (4.18 mmoles, 10.0 g), 4-aminothiophenol (41.8 mmoles, 5.2 g) and DMAP (41.8 mmoles, 5.0 g) were stirred in 200 ml ethanol and 50 ml THF for 3 days. The solution was concentrated, ethyl acetate added, washed with water, dried over sodium sulfate and the solvent removed. The product was purified by HPLC over silica gel eluted with 30% ethyl acetate in hexane to yield 2-(4-aminophenylthio)-4-phenylquinoline 6.2 g, 45%. Mass Spec (FD) 328. Calculated for C21H16N2S: C, 76.80; H, 4.91 N, 8.53. Found: C, 77.04; H, 5.00; N, 8.55.

Fuente