Methyl fluorosulfate → 2-Methyl-3-methoxy-1,2,5-thiadiazolium Fluorosulfonate

HRID 1704639Notes

Reaction equation

HRID 1704639 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[CH:5]=[N:4][S:3]1.[F:8][S:9]([O:12][CH3:13])(=[O:11])=[O:10]>C(Cl)Cl>[F:8][S:9]([O-:12])(=[O:11])=[O:10].[CH3:1][N+:2]1[S:3][N:4]=[CH:5][C:6]=1[O:7][CH3:13]

Participants

4

Reactant 2

HCID 9870Methyl fluorosulfate2×HCID 124954582-Methyl-1,2,5-thiadiazole-3-one

Product 1

HCID 124955042-Methyl-3-methoxy-1,2,5-thiadiazolium Fluorosulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Methyl-1,2,5-thiadiazole-3-one (11.6 g., 0.1 mole) was dissolved in dry methylene chloride (100 ml.) and under a nitrogen atmosphere was added methyl fluorosulfonate (8.2 ml., 0.1 mole) and the reaction mixture was stirred at room temperature for 1 hour. Further, methyl fluorosulfonate (0.1 ml.) was added and the reaction continued at reflux for one further hour. The reaction was cooled, the precipitate separated by filtration and washed with several portions of cold methylene chloride. Yield 13 g. The compound was stored in a dry atmosphere, m.p., 138°-139° C.

Workup

  1. temperatureat reflux for one further hour
  2. temperatureThe reaction was cooled
  3. customthe precipitate separated by filtration
  4. washwashed with several portions of cold methylene chloride
  5. customwas stored in a dry atmosphere, m.p., 138°-139° C.

Sources & evidence

ORD record
ord-b005a1a1b05a492a9c356c16f9c9eb0a
Source dataset
uspto-grants-1978_11
Patent number
US04127584

Reaction notes

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