Thionyl Chloride → HCID 11033045, compound

HRID 343750Notes

Reaction equation

HRID 343750 reaction equation
[CH3:1][C:2]1[C:7]2[C:8](=[O:14])[N:9]([CH3:13])[S:10](=[O:12])(=[O:11])[C:6]=2[CH:5]=[CH:4][C:3]=1[C:15]([OH:17])=O.S(Cl)([Cl:20])=O>C1(C)C=CC=CC=1>[CH3:13][N:9]1[C:8](=[O:14])[C:7]2[C:6](=[CH:5][CH:4]=[C:3]([C:15]([Cl:20])=[O:17])[C:2]=2[CH3:1])[S:10]1(=[O:12])=[O:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 69729609HCID 69729609, compound

Product 1

HCID 11033045HCID 11033045, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

3.8 g (14.9 mmol) of 4,N-dimethyl-1,1,3-trioxo-2,3-dihydro-1λ6 benz[d]isothiazole-5-carboxylic acid are suspended in 100 ml of toluene, and the mixture is heated to 80° C. and 3.5 g (29.8 mmol) of thionyl chloride are added dropwise. After refluxing for two hours, the solution is decanted hot and the reaction mixture is concentrated on a rotary evaporator. Yield: 74% of theory, m.p.: 149°-150° C.

Workup

  1. temperatureAfter refluxing for two hours
  2. customthe solution is decanted hot
  3. concentrationthe reaction mixture is concentrated on a rotary evaporator

Sources & evidence

ORD record
ord-6dc2b0703755493b899a4786f1fd7f7a
Source dataset
uspto-grants-1999_01
Patent number
US05863864

Reaction notes

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