Methyl fluorosulfate → HCID 12889026, compound

Reaction equation

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

Participants

Reactant 2

HCID 9870Methyl fluorosulfate

HCID 5150867Isothiazole, tribromo-

Product 1

HCID 12889026HCID 12889026, compoundYield 88%

Procedure

Tribromoisothiazole (2.2 g, 0.007 mol) and 2.2 ml of methyl fluorosulfonate were heated at 65° for 10 min. under a nitrogen atmosphere. The resulting solid was washed with ether and benzene to yield 2.7 g (88%) of 2-methyl-3,4,5-tribromoisothiazolium fluorosulfonate, mp 121-129. Spectral data (NMR and IR) were consistent with the assigned structure.

Workup

washThe resulting solid was washed with ether and benzene

Sources & evidence

ORD record: ord-4d8a6fc900ce4442a923b486ea40717a
Source dataset: uspto-grants-1982_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04328347

Reaction notes

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