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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103991Generated: October 30, 2026

p-Toluidine → [(4-Methylphenyl)carbamoyl]sulfamyl chloride

https://huagongshe.com/reaction/2103991

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ToluidineHCID 7813—
ReactantChlorosulfonyl isocyanateHCID 70918—
SolventDiethyl EtherHCID 3283—
Product[(4-Methylphenyl)carbamoyl]sulfamyl chlorideHCID 5527922980%

Reaction Conditions

Temperature-40 °C

Reaction Steps

This compound was prepared according to J. Med. Chem. 1996, 39, 1243-1252. Briefly, a solution of chlorosulfonylisocyanate (1.62 g, 11.5 mmol, 1 eq.) was diluted in dry diethylether and the resulting solution was cooled at −50° C.<T<−40° C. To this solution, p-toluidine (1.23 g, 11.5 mmol, 1 eq.) was added. The solution was stirred at −35° C. for 10′ and a suspension was obtained. The solid was filtered and washed with diethyl ether. Yield 80%, 2.3 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576206B2
Source datasetuspto-grants-2009_08
ORD IDord-601d46c4332a47a58c4c4361a18599c8
Source noteuspto-grants-2009_08