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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496676Generated: October 25, 2026

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

https://huagongshe.com/reaction/496676

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 numberUS06946454B2
Source datasetuspto-grants-2005_09
ORD IDord-5aff0a70a16245bf94faab442520f097
Source noteuspto-grants-2005_09