Methyl fluorosulfate → 3-Benzyloxy-2-methylisothiazolium fluorosulfonate

HRID 443992Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:14][S:15]([O:18][CH3:19])(=[O:17])=[O:16]>>[F:14][S:15]([O-:18])(=[O:17])=[O:16].[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][N+:10]=1[CH3:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 9870Methyl fluorosulfate

HCID 111831203-Benzyloxyisothiazole

Product 1

HCID 867376963-Benzyloxy-2-methylisothiazolium fluorosulfonateYield 90%

Procedure

3-Benzyloxyisothiazole (3.0 g, 0.016 mol) and 5 ml of methyl fluorosulfonate were heated at 60° for 30 min. After cooling, the solid was washed with ether to yield 4.3 g (90%) of 3-benzyloxy-2-methylisothiazolium fluorosulfonate, mp 75°-78° C. (d).

Workup

temperatureAfter cooling
washthe solid was washed with ether

Sources & evidence

ORD record: ord-694570ea7a62452b888911aed976a17d
Source dataset: uspto-grants-1981_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04262127

Reaction notes

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