Thionyl Chloride → HCID 11033045, compound
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
Product 1
Reagents, catalysts & solvents 1
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.