Methanesulfonyl chloride → HCID 19048030, compound

HRID 1781122Notes

Reaction equation

HRID 1781122 reaction equation
N12CCN(CC1)CC2.[F:9][B-:10]([F:13])([F:12])[F:11].F[B-](F)(F)F.F[N+:20]12[CH2:27][CH2:26][N+:23]([S:28]([CH3:31])(=[O:30])=[O:29])([CH2:24][CH2:25]1)[CH2:22][CH2:21]2.CS(Cl)(=O)=O.F[B-](F)(F)F.[Na+]>O1CCCC1.C(#N)C>[F:9][B-:10]([F:13])([F:12])[F:11].[CH3:31][S:28]([N+:23]12[CH2:26][CH2:27][N:20]([CH2:25][CH2:24]1)[CH2:21][CH2:22]2)(=[O:29])=[O:30]

Participants

6

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 4343483Sodium TetrafluoroborateHCID 86750858HCID 86750858, compound

Product 1

HCID 19048030HCID 19048030, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Procedure

1-Fluoro-4-methanesulfonyl-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) 1,4-Diazabicyclo[2.2.2]octane (11 g, 10 mmol) in tetrahydrofuran (100 mL) is reacted with methanesulfonyl chloride (11.5 g, 10 mmol) until the reaction is complete by TLC. The reaction is evaporated, diluted with acetonitrile (100 mL) and sodium tetrafluoroborate (40 g, 20 mmol) added. The solution is stirred overnight at room temperature and then filtered to remove all undissolved salts. The filtrate is evaporated to afford 1-methanesulfonyl-4-aza-1-azoniabicyclo[2.2.2]octane tetrafluoroborate.

Workup

  1. customThe reaction is evaporated
  2. additionadded
  3. filtrationfiltered
  4. customto remove all undissolved salts
  5. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-7aa01f68f6ca4bfb93c17f6e95f142b9
Source dataset
uspto-grants-1997_05
Patent number
US05631372

Reaction notes

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