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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254668Generated: October 25, 2026

Iodine → N-(4-iodo-3-methylphenyl)-N-methylmethanesulphonamide

https://huagongshe.com/reaction/2254668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantIodic acidHCID 24345—
ReactantSodium BicarbonateHCID 516892—
ReactantN-Methyl-N-(3-tolyl)methanesulphonamideHCID 19785598—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventSulfuric AcidHCID 1118—
SolventEthyl AcetateHCID 8857—
ProductN-(4-iodo-3-methylphenyl)-N-methylmethanesulphonamideHCID 19785617340%

Reaction Steps

A solution of N-methyl-N-(3-tolyl)methanesulphonamide (0.12 g), iodine (76 g) and iodic acid (35 mg) in glacial acetic acid (5 ml) and concentrated sulphuric acid (0.6 ml) was stirred at 80° C. for 2.5 hours. Ethyl acetate (40 ml) and water (40 ml) were then added and the mixture neutralised with solid sodium bicarbonate. The organic phase was washed with brine (30 ml), dried (MgSO4) and the solvent evaporated to leave N-(4-iodo-3-methylphenyl)-N-methylmethanesulphonamide (0.22 g, 90%), m.p. 85°-87° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05236948
Source datasetuspto-grants-1993_08
ORD IDord-2ef0909f59a044baa0c31e4730d78f1d
Source noteuspto-grants-1993_08