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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1382188Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1382188

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
EduktPhosgeneHCID 6371—
EduktCyclohexaneHCID 8078—
EduktSodium HydroxideHCID 14798—
EduktDecaneHCID 15600—
EduktChlorosulfonic acidHCID 24638—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
Produkt2-(2-Chloroethoxy)benzene-1-sulfonamideHCID 13729454—

Reaktionsschritte

A process according to claim 1, wherein the compound of formula II is reacted with ethylene carbonate in the presence of a catalytic amount of tributylamine at a temperature between +130° C. and +150° C.; the resulting reaction mixture is treated with phosgene in the presence of a catalytic amount of dimethylformamide at a temperature between +70° C. and +90° C. yielding the compound of formula IV, which after purification 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 range from 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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04806528
Quelldatensatzuspto-grants-1989_02
ORD IDord-dba526094804483395f13c80f0fc0217
Quellennotizuspto-grants-1989_02