2-Methyl-3,4,5-trichloroisothiazolium fluorosulfonate → 4,5-Dichloro-2-methyl-4-isothiazolin-3-one

HRID 1278377

Reaction equation

HRID 1278377 reaction equation
FS([O-])(=O)=[O:3].[CH3:6][N+:7]1[S:8][C:9]([Cl:14])=[C:10]([Cl:13])[C:11]=1Cl>C([O-])(=O)C.[Na+]>[Cl:13][C:10]1[C:11](=[O:3])[N:7]([CH3:6])[S:8][C:9]=1[Cl:14]

Participants

3

Reactant 1

HCID 128890222-Methyl-3,4,5-trichloroisothiazolium fluorosulfonate

Product 1

HCID 1470174,5-Dichloro-2-methyl-4-isothiazolin-3-oneYield 70.3%

Reagents, catalysts & solvents 1

HCID 517045Sodium AcetateSolvent

Procedure

2-Methyl-3,4,5-trichloroisothiazolium fluorosulfonate (16.9 g, 0.058 mol) was added in portions to 150 ml of a saturated sodium acetate solution. After stirring for 30 min. the solid was collected, washed with water, and recrystallized from ethanol to yield 7.5 g (70%) of 4,5-dichloro-2-methyl-4-isothiazolin-3-one, mp 119°-120°.

Workup

  1. customwas collected
  2. washwashed with water
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-93f8cce812124b51ae052b07d37e6884
Source dataset
uspto-grants-1981_07
Patent number
US04281136

Linked notes

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