2-Methyl-3,4,5-trichloroisothiazolium methylsulfate → 4,5-Dichloro-2-methyl-4-isothiazolin-3-thione

HRID 1278376Notes

Reaction equation

HRID 1278376 reaction equation
CO[S:3]([O-])(=O)=O.[CH3:7][N+:8]1[S:9][C:10]([Cl:15])=[C:11]([Cl:14])[C:12]=1Cl>C(O)C>[Cl:14][C:11]1[C:12](=[S:3])[N:8]([CH3:7])[S:9][C:10]=1[Cl:15]

Participants

3

Reactant 1

HCID 128890232-Methyl-3,4,5-trichloroisothiazolium methylsulfate

Product 1

HCID 128890534,5-Dichloro-2-methyl-4-isothiazolin-3-thioneYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Methyl-3,4,5-trichloroisothiazolium methylsulfate (10.7 g) thiourea (2.6 g) were added to 100 ml of ethanol at room temperature. After stirring overnight the product which had precipitated from solution was collected by filtration and recrystallized from ethanol to yield 5.3 g (78%) of 4,5-dichloro-2-methyl-4-isothiazolin-3-thione, mp 143-144.

Workup

  1. customhad precipitated from solution
  2. filtrationwas collected by filtration
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-ce8c2f230b2c4a90b5e628b06adf140a
Source dataset
uspto-grants-1981_07
Patent number
US04281136

Reaction notes

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