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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087949Generated: October 30, 2026

Toluene → N,4-dimethyl-N-(2-(6-methylpyridin-2-yl)allyl)benzenesulfonamide

https://huagongshe.com/reaction/1087949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantBenzenesulfonamide, N,4-dimethyl-HCID 12543—
ReactantSodium HydroxideHCID 14798—
Reactant2-Chloro-6-(3-chloroprop-1-en-2-yl)pyridineHCID 15008711—
CatalystTetrabutylammonium BromideHCID 74236—
ProductN,4-dimethyl-N-(2-(6-methylpyridin-2-yl)allyl)benzenesulfonamideHCID 15008739—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 1.48 g of N-methyl-p-toluenesulfonamide, 1.0 g of 2-chloro-6-(l-chloromethylvinyl)pyridine (Compound No. I - 3), 0.05 g of tetra-n-butylammonium bromide and 15 ml of toluene, 4.3 g of an aqueous solution of 40% sodium hydroxide was added, and the whole mixture was stirred at 80° C. for 3 hours. The reaction mixture was subsequently washed with water and brine and dried over anhydrous potassium carbonate. After the solvent was distilled off, the residue was purified by silica gel column chromatography (eluted with benzene - ethyl acetate 15:1) to obtain 1.5 g of Compound No. 216 in Table 6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04960897
Source datasetuspto-grants-1990_10
ORD IDord-2bf255e152794e80b8b50bb4724395aa
Source noteuspto-grants-1990_10