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

反応式

[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]

参加物

反応物 4

HCID 5143Saccharin

HCID 6422Trifluoroacetic acid

HCID 62406Trifluoromethanesulfonic acid

HCID 14865224-hydroxy-1H-1,2-benzisothiazole-1,1,3(2H)-trione

生成物 1

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

実験手順

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.