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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442889Generated: October 29, 2026

Methyl iodide → HCID 53993041, compound

https://huagongshe.com/reaction/442889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 54205160HCID 54205160—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 53993041HCID 5399304186.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of N-diphenylmethyl-1-benzenesulfonylindole-2-sulfonamide (12.40 g, 24.67 mmol) in 120 ml of N,N-dimethylformamide was portionwise added sodium hydride (60% in oil, 1.18 g, 29.61 mmol) with stirring at 0° C., and iodomethane (1.85 ml, 29.61 mmol) was added thereto. The resulting solution was heated to 50° C. and stirred for 3 hours, followed by stirring at 70° C. for 3.5 hours. The reaction solution was neutralized with a saturated aqueous solution of ammonium chloride, and water was added thereto followed by extraction with chloroform. The resulting organic layer was washed with water and a saturated aqueous solution of sodium chloride and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure to give 18.1 g of a crude product. The obtained crude product was washed with ethanol under heating to give 11.0 g (yield: 86%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05891902
Source datasetuspto-grants-1999_04
ORD IDord-76a6aea1c6e646bd9cec59cfb933abdc
Source noteuspto-grants-1999_04