Process for the preparation of 2-(2-chloroethoxy)-benzenesulfona

Details Process for the preparation of 2-(2-chloroethoxy)-benzenesulfona Process for the preparation of 2-(2-chloroethoxy)-benzenesulfona

1988-05-23

1990-09-25

Siegel, Alan

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

C07C14378

Patent

active

049595016

ABSTRACT:
In accordance with a novel process, 2-(2-chloroethoxy)-benzenesulfonamide of formula I ##STR1## is prepared by etherification of 4-chlorophenol of formula II ##STR2## with ethylene carbonate and chlorination of the resulting 4-(2-hydroxyethoxy)-chlorobenzene of formula III ##STR3## with phosgene or thionyl chloride to give 4-(2-chloroethoxy)-chlorobenzene of formula IV ##STR4## which is converted with chlorosulfonic acid ClSO.sub.3 H and sodium hydroxide to the sulfonic acid sodium salt of formula V ##STR5## which is hydrogenated to the compound of formula VI ##STR6## which is subsequently reacted with phosgene to the sulfonic acid chloride of formula VII ##STR7## which is reacted with amonia to the sulfonamide of formula I.

REFERENCES:
patent: 2416263 (1947-02-01), MacMullen
patent: 4476321 (1984-10-01), Meyer et al.
patent: 4514212 (1985-04-01), Meyer et al.
patent: 4556733 (1985-12-01), Sullivan et al.
patent: 4709092 (1987-11-01), Jaeggi
patent: 4806528 (1989-02-01), Hanreich

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