Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466912Generated: November 2, 2026

Chlorosuccinimide → HCID 66765354, compound

https://huagongshe.com/reaction/1466912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactantm-BromobenzenethiolHCID 80597—
ReactantEthyl 6-chloroindole-2-carboxylateHCID 7015027—
SolventDichloromethaneHCID 6344—
ProductHCID 66765354HCID 66765354—

Reaction Conditions

Temperature-78 °C

Reaction Steps

N-Chlorosuccinimide (1.59 g, 12 mmol) was dissolved in DCM (100 mL) and the solution was cooled to −78° C. 3-Bromothiophenol (1.24 mL, 12 mmol) was added dropwise and the reaction stirred for 30 minutes. Then, 6-chloro-1H-indole-2-carboxylic acid ethyl ester (2.2 g, 10 mmol) as a solution in DCM was added in 3 portions and the reaction was allowed to slowly warm to room temperature and continued stirring overnight. The reaction mixture was concentrated then purified by silica gel chromatography (0-30% EtOAc in hexanes) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000025B2
Source datasetuspto-grants-2015_04
ORD IDord-eaa68f30dae14073bdf610c81988b562
Source noteuspto-grants-2015_04