Ethylene Oxide → 2-Chloro-5-nitrophenyl hydroxyethyl sulfone

HRID 1651760Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([OH:13])=[O:12].[CH2:14]1[O:16][CH2:15]1>>[OH:16][CH2:15][CH2:14][S:11]([C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[Cl:1])(=[O:13])=[O:12]

Participants

Reactant 2

HCID 6354Ethylene Oxide

HCID 1115232-Chloro-5-nitrobenzenesulphinic acid

Product 1

HCID 136286432-Chloro-5-nitrophenyl hydroxyethyl sulfone

Procedure

A process for the preparation of the sulphone of the formula ##STR3## wherein 2-chloro-5-nitrobenzenesulphochloride is reacted with sodium sulphite to give 2-chloro-5-nitrobenzenesulphinic acid, the benzenesulphinic acid product is then reacted with ethylene oxide to give 2-chloro-5-nitrophenyl hydroxyethyl sulphone and the latter is then treated with hydrogen in the presence of hydrogenation catalysts to form the sulphone.

Sources & evidence

ORD record: ord-864631de5c914dc285677a7892fd6ee1
Source dataset: uspto-grants-1990_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04929757

Reaction notes

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