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

HRID 461363Notes

Reaction equation

HRID 461363 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

4

Reactant 3

HCID 111,2-DichloroethaneHCID 24648Sulfuryl chlorideHCID 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.

Workup

  1. filtrationThe white solid which forms is filtered
  2. washwashed with EDC and air
  3. customdried
  4. customto yield 2.0g

Sources & evidence

ORD record
ord-c1aff99ae68742d3bce213eaf86cdc63
Source dataset
uspto-grants-1977_12
Patent number
US04062859

Reaction notes

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