Methyl fluorosulfate → 3-Ethoxy-2-methylisothiazolium fluorosulfonate

HRID 443990Notes

Reaction equation

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

Participants

Reactant 2

HCID 9870Methyl fluorosulfate

HCID 222735513-Ethoxyisothiazole

Product 1

HCID 867376943-Ethoxy-2-methylisothiazolium fluorosulfonateYield 50%

Procedure

3-Ethoxyisothiazole (2.0 g, 0.015 ml) and 2 ml of methyl fluorosulfonate were heated at 50° for 1 hr. The solid was washed with ether to yield 1.9 g (50%) of 3-ethoxy-2-methylisothiazolium fluorosulfonate, mp 65°-68°. Spectral data (NMR & IR) were consistent with the assigned structure.

Workup

washThe solid was washed with ether

Sources & evidence

ORD record: ord-c51cf82330224fa4802a435f25196607
Source dataset: uspto-grants-1981_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04262127

Reaction notes

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