m-Chloroperbenzoic acid → 4,5-Dichloro-2-octyl-1lambda~6~,2-thiazolidine-1,1,3-trione

HRID 461366Notes

Reaction equation

HRID 461366 reaction equation
[CH2:1]([N:9]1[C:13](=[O:14])[CH:12]([Cl:15])[CH:11]([Cl:16])[S:10]1=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].ClC1C=CC=C(C(OO)=[O:26])C=1>C(Cl)(Cl)Cl>[CH2:1]([N:9]1[C:13](=[O:14])[CH:12]([Cl:15])[CH:11]([Cl:16])[S:10]1(=[O:26])=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 123182334,5-Dichloro-2-octyl-1lambda~4~,2-thiazolidine-1,3-dione

Product 1

HCID 213935564,5-Dichloro-2-octyl-1lambda~6~,2-thiazolidine-1,1,3-trione

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
50 °C

Procedure

To a solution of 2.84g. (0.01 mole) of 2-octyl-4,5-dichloro-3-isothiazolidinone 1-oxide in 20 ml. of chloroform at 0° C. is added a solution of 5.4g. (0.025 mole) of 81% pure m-chloroperbenzoic acid in 100 ml. of chloroform. The mixture is stirred for three days at 50° C. The reaction mixture is filtered and the filtrate is washed with a dilute sodium bicarbonate solution. The chloroform layer is dried over magnesium sulfate and evaporated to give the crude product.

Workup

  1. filtrationThe reaction mixture is filtered
  2. washthe filtrate is washed with a dilute sodium bicarbonate solution
  3. dry with materialThe chloroform layer is dried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-4b7f6d6f84de46dcb86be3ec4706329e
Source dataset
uspto-grants-1977_12
Patent number
US04062859

Reaction notes

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