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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370300Generated: October 26, 2026

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

https://huagongshe.com/reaction/1370300

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 numberUS06583145B1
Source datasetuspto-grants-2003_06
ORD IDord-bc235d4ccde34c2f804aed9d18858662
Source noteuspto-grants-2003_06