Methyl fluorosulfate → HCID 86737693, compound

HRID 443989Notes

Reaction equation

HRID 443989 reaction equation
[CH2:1]([O:4][C:5]1[CH:9]=[CH:8][S:7][N:6]=1)[CH:2]=[CH2:3].[F:10][S:11]([O:14][CH3:15])(=[O:13])=[O:12]>>[F:10][S:11]([O-:14])(=[O:13])=[O:12].[CH2:1]([O:4][C:5]1[CH:9]=[CH:8][S:7][N+:6]=1[CH3:15])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 9870Methyl fluorosulfateHCID 23466280HCID 23466280, compound

Product 1

HCID 86737693HCID 86737693, compoundYield 89%

Procedure

3-Allyloxyisothiazole (4.0 g, 0.028 mol) and 5 ml methyl fluorosulfonate were heated at 60° for 45 min. After cooling, the solid was washed with ether to yield 6.5 g (89%) of 3-allyloxy-2-methylisothiazolium fluorosulfonate, mp 50°-53°. Spectral data (NMR & IR) were consistent with the assigned structure.

Workup

  1. temperatureAfter cooling
  2. washthe solid was washed with ether

Sources & evidence

ORD record
ord-f0b692a4460f401d970a594f8caa7bd4
Source dataset
uspto-grants-1981_04
Patent number
US04262127

Reaction notes

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