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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236684Generated: November 1, 2026

Benzenesulfonamide → N-(Benzenesulfonyl)-2-chloro-N-(prop-2-en-1-yl)benzamide

https://huagongshe.com/reaction/236684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonamideHCID 7370—
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
Reactant2-Chlorobenzoyl chlorideHCID 69110—
ReactantHCID 706235HCID 706235—
SolventTetrahydrofuranHCID 8028—
ProductN-(Benzenesulfonyl)-2-chloro-N-(prop-2-en-1-yl)benzamideHCID 2333101235%

Reaction Steps

3.0 g (0.01 mole) of N-2-chlorobenzoyl benzenesulfonamide prepared from benzenesulfonamide and 2-chlorobenzoyl chloride was added to 0.58 g (0.012 mole) of 50% sodium hydride in 15 ml of dry tetrahydrofuran. After stirring for 30 minutes at room temperature, 1.48 g (0.012 mole) of allyl bromide was added. Then the mixture was reacted for 2 hours under the same conditions. The tetrahydrofuran was distilled off under reduced pressure, and cold water was added. The resulting oil layer was extracted with benzene. The benzene layer was separated, dried over anhydrous magnesium sulfate, and concentrated to afford a white solid. Recrystallization from methanol afforded compound No. 27 in Table 2 in a yield of 35%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04157257
Source datasetuspto-grants-1979_06
ORD IDord-fe4ac7e130064b6e90b03fba885665e8
Source noteuspto-grants-1979_06