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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398069Generated: October 25, 2026

Water → 1-(Methylsulfonyl)-5-nitroindoline

https://huagongshe.com/reaction/1398069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant5-NitroindolineHCID 36219—
SolventDichloromethaneHCID 6344—
Product1-(Methylsulfonyl)-5-nitroindolineHCID 291821392.5%

Reaction Steps

To a solution of 300 mg (1.83 mmol) of 5-nitroindoline in 20 mL of dichloromethane were added 141 μL (2.74 mmol) of methanesulfonyl chloride and 382 μL (2.74 mmol) of triethylamine, and the mixture was stirred for 2 hours at room temperature. 141 μL (2.74 mmol) of methanesulfonyl chloride and 255 μL (1.83 mmol) of triethylamine were further added to the reaction mixture, and the mixture was stirred for 2 hours at room temperature. Then, water was added to the reaction mixture and the mixture was extracted with dichloromethane. The organic layer was washed with saturated saline solution and dried over with anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was treated with diethyl ether, then, the precipitates were collected by filtration to give 410 mg (92%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901315B2
Source datasetuspto-grants-2014_12
ORD IDord-284bab2d2c0d428dac7a881f3fa0360d
Source noteuspto-grants-2014_12