Saccharin → 4-trifluoroacetoxy-1,2-benzisothiazol-3(2H)-one-1,1-dioxide

HRID 1248778

Reaktionsgleichung

Reaktionsgleichung von HRID 1248778
[OH:1][C:2]1[C:7]2[C:8](=[O:13])[NH:9][S:10](=[O:12])(=[O:11])[C:6]=2[CH:5]=[CH:4][CH:3]=1.S1(=O)(=O)C2C=CC=CC=2C(=O)N1.[F:26][C:27]([F:32])([F:31])[C:28](O)=[O:29].FC(F)(F)S(O)(=O)=O>>[F:26][C:27]([F:32])([F:31])[C:28]([O:1][C:2]1[C:7]2[C:8](=[O:13])[NH:9][S:10](=[O:12])(=[O:11])[C:6]=2[CH:5]=[CH:4][CH:3]=1)=[O:29]

Komponenten

5

Edukt 4

HCID 5143SaccharinHCID 6422Trifluoroacetic acidHCID 62406Trifluoromethanesulfonic acidHCID 14865224-hydroxy-1H-1,2-benzisothiazole-1,1,3(2H)-trione

Produkt 1

HCID 543729804-trifluoroacetoxy-1,2-benzisothiazol-3(2H)-one-1,1-dioxide

Versuchsvorschrift

The specification describes a process for preparing 4-hydroxy-1,2-benzisothiazol-3(2H)-one-1,1-dioxide, a sweetener, from 1,2-benzisothiazol-3(2H)-one-1,1-dioxide by anodic oxidation in the presence of trifluoroacetic acid or trifluoromethanesulfonic acid and, optionally, in the presence of salts which increase the conductivity. The oxidation is effected in an anhydrous medium and the 4-trifluoroacetoxy-1,2-benzisothiazol-3(2H)-one-1,1-dioxide formed as an intermediate when, for example, trifluoroacetic acid is used is decomposed with water to obtain the desired end product.

Quellen und Nachweise

ORD-Eintrag
ord-aa6994a49181462785998d04c8f4aa4f
Quelldatensatz
uspto-grants-1986_12
Patentnummer
US04626325

Verknüpfte Notizen

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