Reacción #9418

ord-6c1602386b2f47d482b05454e4845707

Ecuación de reacción

CC1(Cc2ccccc2)C(=O)Nc2ccc(-c3cccc(Cl)c3)cc21
3-benzyl-5-(3-chloro-phenyl)-3-methyl-1,3-dihydro-indol-2-one
COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1
Lawesson's reagent
CC1(Cc2ccccc2)C(=S)Nc2ccc(-c3cccc(Cl)c3)cc21
title compound
Rendimiento 21.0%
CC1(Cc2ccccc2)C(=S)Nc2ccc(-c3cccc(Cl)c3)cc21
3-BENZYL-5-(3-CHLOROPHENYL)-3-METHYL-1,3-DIHYDRO-2H-INDOLE-2-THIONE
Rendimiento 21.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaat reflux

Procedimiento

The title compound was prepared from 3-benzyl-5-(3-chloro-phenyl)-3-methyl-1,3-dihydro-indol-2-one (100 mg) and Lawesson's reagent (120 mg) in toluene (10 ml) at reflux, according to General Procedure A, to afford the title compound (0.022 g) as an off white solid: mp. 168–170° C.; 1H NMR (CDCl3) δ 9.23 (br s, 1H), 7.49 (s, 1H), 7.49–7.30 (m, 4H), 7.21 (s, 1H), 7.15–7.09 (m, 3H), 6.96–6.94 (m, 2H), 6.89 (d, 1H, J=8.0 Hz), 3.19 (dd, 2H, J=40.5 and 13 Hz) and 1.57 (s, 3H); MS (EI) m/z 363/365 [M]+.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07091234B2uspto-grants-2006_08