Thionyl Chloride → 3-Chloro-1,2-benzisothiazole

HRID 341977

Reaktionsgleichung

Reaktionsgleichung von HRID 341977
C[S:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[CH:5]=[N:6]O.S(Cl)([Cl:14])=O.ClCl>ClC1C=CC=CC=1>[Cl:14][C:5]1[C:4]2[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=2[S:2][N:6]=1

Komponenten

5

Edukt 3

HCID 24386Thionyl ChlorideHCID 24526ChlorineHCID 7867572-(Methylthio)benzaldehyde oxime

Produkt 1

HCID 5981903-Chloro-1,2-benzisothiazoleAusbeute 97,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel

Versuchsvorschrift

In a 300 ml four-necked flask equipped with a stirrer, a thermometer, and a condenser, 100 g of monochlorobenzene was placed in advance, to which 33.4 g (0.2 mol) of 2-(methylthio)benzaldehyde oxime was added under nitrogen atmosphere. 25.2 g (0.21 mol) Of thionyl chloride was added dropwise thereto while stirring at a temperature of from -10° to -15° C. and allowed to react for 1 hour at the same temperature. After the termination of the reaction, 15.6 g (0.22 mol) of chlorine was continuously blown into the reaction mixture while stirring at a temperature of from 70° to 80° C. and allowed to react for 1 hour at the same temperature. After the termination of the reaction, the solvent was distilled off to give 33.1 g of 3-chloro-1,2-benzisothiazole.

Aufarbeitung

  1. customIn a 300 ml four-necked flask equipped with a stirrer
  2. additionwas added under nitrogen atmosphere
  3. customto react for 1 hour at the same temperature
  4. stirringwhile stirring at a temperature of from 70° to 80° C.
  5. customto react for 1 hour at the same temperature
  6. customAfter the termination of the reaction
  7. distillationthe solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-1dfa2bcbdb304676baaeaa88fbc76bf1
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05856504

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