Sodium Fluoride → HCID 19068427, compound

HRID 1957723Notes

Reaction equation

HRID 1957723 reaction equation
[F:1]F.[S:3]1(=[O:12])(=[O:11])[CH2:8][CH2:7][CH2:6][S:5](=[O:10])(=[O:9])[NH:4]1.[F-].[Na+]>C(#N)C>[F:1][N:4]1[S:5](=[O:10])(=[O:9])[CH2:6][CH2:7][CH2:8][S:3]1(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 5235Sodium FluorideHCID 24524FluorineHCID 22501513HCID 22501513, compound

Product 1

HCID 19068427HCID 19068427, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.5 l of a mixture of 10 parts by volume of fluorine and 90 parts by volume of nitrogen is introduced into a solution of 370 mg of [1,3,2]dithiazinane-1,1,3,3-tetraoxide (Geisler and Kuschmiers, "Chem. Ber." 91, p. 1881, 1958) in 23 ml of acetonitrile at -40° C. in the presence of 82 mg of sodium fluoride powder within 9 minutes. Then, it is flushed with pure nitrogen, concentrated by evaporation in a vacuum, taken up with dichloromethane, chromatographed on 60 g of silica gel, concentrated by evaporation in a vacuum, and recrystallized from acetone/hexane. 331 mg of N-fluoromethanesulfonimide is obtained as crystals with a melting point of 171°-172° C.

Workup

  1. customThen, it is flushed with pure nitrogen
  2. concentrationconcentrated by evaporation in a vacuum
  3. customchromatographed on 60 g of silica gel
  4. concentrationconcentrated by evaporation in a vacuum
  5. customrecrystallized from acetone/hexane
  6. custom331 mg of N-fluoromethanesulfonimide is obtained as crystals with a melting point of 171°-172° C.

Sources & evidence

ORD record
ord-8a8df178b5534eac971e72bf66223dae
Source dataset
uspto-grants-1998_07
Patent number
US05786474

Reaction notes

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