Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383459Generated: October 31, 2026

Water → 2-bromo-1-(4-methoxyphenyl)-3-(methylthio)-1H-indole

https://huagongshe.com/reaction/383459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
ReactantN-bromobutanimideHCID 67184—
Reactant1-(4-methoxyphenyl)-3-(methylthio)-1H-indoleHCID 58378235—
SolventDimethylformamideHCID 6228—
Product2-bromo-1-(4-methoxyphenyl)-3-(methylthio)-1H-indoleHCID 5837821166%

Reaction Steps

NBS (529 mg, 2.97 mmol) was added to a cooled (0° C.) solution of 1-(4-methoxyphenyl)-3-(methylthio)-1H-indole (800 mg, 2.97 mmol) in 10 ml of DMF. The temperature was allowed to warm to RT and the mixture was stirred at RT for 30 min Water and DCM were added and the phases were separated. After evaporation of the solvents, the residue was purified by flash chromatography with heptane/EtAc 20:1 to provide 2-bromo-1-(4-methoxyphenyl)-3-(methylthio)-1H-indole in 66% yield. ES/MS m/z: 348.04, 350.01 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367665B2
Source datasetuspto-grants-2013_02
ORD IDord-bb37a481c3a74a628cf062b8e5efb412
Source noteuspto-grants-2013_02