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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060042Generated: October 26, 2026

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

https://huagongshe.com/reaction/1060042

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) δ9.23 (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 numberUS06521657B2
Source datasetuspto-grants-2003_02
ORD IDord-2ed131f6bb3f4b7d9896e0463ae4a3de
Source noteuspto-grants-2003_02