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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1760297Generated: October 26, 2026

Lawesson's reagent → 3-Benzyl-5-(3-chlorophenyl)-3-methyl-1,3-dihydro-2H-indole-2-thione

https://huagongshe.com/reaction/1760297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant3-Benzyl-5-(3-chloro-phenyl)-3-methyl-1,3-dihydro-indol-2-oneHCID 21986274—
SolventTolueneHCID 1140—
Product3-Benzyl-5-(3-chlorophenyl)-3-methyl-1,3-dihydro-2H-indole-2-thioneHCID 1002164821%

Reaction Steps

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]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06841568B2
Source datasetuspto-grants-2005_01
ORD IDord-3bb4ab06ba3244dcb523c35f587e2d35
Source noteuspto-grants-2005_01