Sodium Sulfite → 1,2-Benzisoxazole-3-methanesulfonate sodium

HRID 1591957Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1591957
[CH:1]1[CH:2]=[CH:3][C:4]2[O:9][N:8]=[C:7]([CH2:10][S:11]([OH:14])(=[O:13])=N)[C:5]=2[CH:6]=1.BrCC1C2C=CC=CC=2[O:19]N=1.S([O-])([O-])=O.[Na+:30].[Na+]>>[Na+:30].[O:9]1[C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][C:5]=2[C:7]([CH2:10][S:11]([O-:14])(=[O:19])=[O:13])=[N:8]1

Komponenten

4

Edukt 3

HCID 24437Sodium SulfiteHCID 34991891,2-Benzisoxazole, 3-(bromomethyl)-HCID 119678001,2-Benzoxazol-3-ylmethanesulfonimidic acid

Produkt 1

HCID 236749341,2-Benzisoxazole-3-methanesulfonate sodium

Versuchsvorschrift

A process for the preparation of zonisamide, disclosed in U.S. Pat. No. 4,172,896, comprises the sulfonation of 3-bromomethyl-benzo[d]isoxazole (1) with sodium sulfite to obtain benzo[d]isoxazol-3-yl-methanesulfonic acid sodium salt (2) which is then transformed into the corresponding sulfonyl chloride (3) by treatment with phosphorous oxychloride. The reaction of the latter with gas ammonia yields zonisamide (4), as reported hereinbelow.

Quellen und Nachweise

ORD-Eintrag
ord-92c25a434cfe454498b138c684825bd0
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07291742B2

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