1,2-Dichloroethane → 4,5-Dichloro-1lambda~4~,2-thiazolidine-1,3-dione

Reaction equation

[S:1]1(=[O:7])C=C[C:3](=[O:6])[NH:2]1.S(Cl)(Cl)(=O)=O.[CH2:13]([Cl:16])[CH2:14][Cl:15]>>[Cl:15][CH:14]1[CH:13]([Cl:16])[S:1](=[O:7])[NH:2][C:3]1=[O:6]

Participants

Reactant 3

HCID 111,2-Dichloroethane

HCID 24648Sulfuryl chloride

HCID 3652670HCID 3652670, compound

Product 1

HCID 123182324,5-Dichloro-1lambda~4~,2-thiazolidine-1,3-dione

Procedure

To a solution of 2.2g. (0.02 mole) of 4-isothiazolin-3-one 1-oxide in 80 ml. ethylene dichloride (EDC) is added 2.4g. (0.02 mole) of sulfuryl chloride. The mixture is stirred at room temperature overnight. The white solid which forms is filtered, washed with EDC and air dried to yield 2.0g. (52%) of product.