Thionyl Chloride → Pseudosaccharin chloride

HRID 2419998Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2419998
[S:1]1(=[O:11])(=[O:10])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[N:2]1.S(Cl)([Cl:14])=O.O1CCOCC1>CN(C)C=O>[Cl:14][C:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[S:1](=[O:10])(=[O:11])[N:2]=1

Komponenten

5

Edukt 3

HCID 24386Thionyl Chloride2×HCID 312751,4-DioxaneHCID 130862071H-1lambda~6~,2-Benzothiazole-1,1-dione

Produkt 1

HCID 64783Pseudosaccharin chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

100 g (545 mM) of benzisothiazole-1,1-dioxide 100 ml. of thionyl chloride, 4 ml. of dimethylformamide (catalyst) and 400 ml. of dioxane are refluxed overnight. Thionyl chloride (50 ml.) and dimethylformamide (1 ml.) are added to the reaction mixture which is again refluxed overnight. The reaction mixture is evaporated to dryness and the residue recrystallized from toluene to obtain 73.4 g of 3-chloro-1,2-benzisothiazole-1,1-dioxide, m.p. 140°-145°.

Aufarbeitung

  1. customThe reaction mixture is evaporated to dryness
  2. customthe residue recrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-04b913fb6bf6417b9da2b894a1c6d41a
Quelldatensatz
uspto-grants-1978_08
Patentnummer
US04108860

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