Water → 1,2-Benzisothiazol-3(2H)-one

HRID 965406

Reaktionsgleichung

Reaktionsgleichung von HRID 965406
C[S:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[C:5]#[N:6].O.S(Cl)(Cl)(=O)=[O:13]>ClC1C=CC=CC=1>[S:2]1[C:3]2[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=2[C:5](=[O:13])[NH:6]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 24648Sulfuryl chlorideHCID 1387812-(Methylthio)benzonitrile

Produkt 1

HCID 175201,2-Benzisothiazol-3(2H)-oneAusbeute 95,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel

Versuchsvorschrift

To a 500 ml four-necked flask equipped with a stirrer, a thermometer, and a condenser, 29.8 g (0.2 mol) of 2-(methylthio)benzonitrile, 100 g of monochlorobenzene, and 4.32 g (0.24 mol) of water were added. To the flask, 29.7 g (0.22 mol) of sulfuryl chloride was added with stirring at a temperature of from 5° to 15° C., heated to a temperature of from 70° to 80° C., and allowed to react for 1 hour. After the completion of the reaction, the reaction mixture was cooled to room temperature to precipitate white crystals. The white crystals were washed with monochlorobenzene, and dried to give 29.0 g of 1,2-benzisothiazol-3-one (melting point: 157° to 158° C.). The yield of the product was 96% against the starting 2-(methylthio)benzonitrile.

Aufarbeitung

  1. customTo a 500 ml four-necked flask equipped with a stirrer
  2. temperatureheated to a temperature of from 70° to 80° C.
  3. customto react for 1 hour
  4. customAfter the completion of the reaction
  5. customto precipitate white crystals
  6. washThe white crystals were washed with monochlorobenzene
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c254188c60034b73a48efcf1f28c9964
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05773626

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