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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9322Generated: October 26, 2026

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

https://huagongshe.com/reaction/9322

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 numberUS07091234B2
Source datasetuspto-grants-2006_08
ORD IDord-6c1602386b2f47d482b05454e4845707
Source noteuspto-grants-2006_08