Methyl triflate → 2-Methyl-3,4,5-trichloroisothiazolium trifluoromethane sulfonate

HRID 1980356Notes

Reaction equation

HRID 1980356 reaction equation
[Cl:1][C:2]1[S:6][N:5]=[C:4]([Cl:7])[C:3]=1[Cl:8].[F:9][C:10]([F:17])([F:16])[S:11]([O:14]C)(=[O:13])=[O:12]>CCOCC>[F:9][C:10]([F:17])([F:16])[S:11]([O-:14])(=[O:13])=[O:12].[CH3:10][N+:5]1[S:6][C:2]([Cl:1])=[C:3]([Cl:8])[C:4]=1[Cl:7]

Participants

4

Reactant 2

HCID 9526Methyl triflateHCID 12333154Trichloroisothiazole

Product 1

HCID 130971812-Methyl-3,4,5-trichloroisothiazolium trifluoromethane sulfonateYield 26%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Trichloroisothiazole (9.4 g, 0.05 mol) and 9 ml of methyl trifluoromethane sulfonate were heated at 65° for 30 min. After cooling, ether (150 ml) was added and the solid collected to yield 4.6 g (26%) of product, mp 118-120. Spectral data (NMR & IR) were consistent with the assigned structure.

Workup

  1. temperatureAfter cooling
  2. customthe solid collected

Sources & evidence

ORD record
ord-c5cf13fc88144ce6b788a3f729f34b7f
Source dataset
uspto-grants-1985_04
Patent number
US04508908

Reaction notes

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