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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382187Generated: October 25, 2026

Ammonia → 2-(2-Chloroethoxy)benzene-1-sulfonamide

https://huagongshe.com/reaction/1382187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantPhosgeneHCID 6371—
ReactantCyclohexaneHCID 8078—
ReactantSodium HydroxideHCID 14798—
ReactantDecaneHCID 15600—
ReactantChlorosulfonic acidHCID 24638—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
Product2-(2-Chloroethoxy)benzene-1-sulfonamideHCID 13729454—

Reaction Steps

A process according to claim 7, wherein the compound of formula IV is treated with 1 equivalent of chlorosulfonic acid or with a slight excess thereof in cyclohexane or n-decane at a temperature between +20° C. and +60° C.; neutralized with aqueous sodium hydroxide at a temperature between +50° C. and +90° C.; dechlorinated with hydrogen in the presence of an acid acceptor, in the pressure rangefrom 1 to 5 bar at a temperature between +20° C. and +70° C. and in the presence of a 5% palladium on carbon catalyst; converted to the sulfonic acid chloride by treatment of the mixture with phosgene at a temperature between +60° C. and +120° C.; and subsequently reacted to the final product by treatment of the reaction mixture with an aqueous solution of ammonia.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04806528
Source datasetuspto-grants-1989_02
ORD IDord-6deefe1afe3b4f90a0bea9fe7a23290a
Source noteuspto-grants-1989_02