Chlorosulfonic acid → HCID 19048056, compound

HRID 1781120Notes

Reaction equation

HRID 1781120 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]([OH:31])(=[O:30])=[O:29])([CH2:24][CH2:25]1)[CH2:22][CH2:21]2.ClS(O)(=O)=O.F[B-](F)(F)F.[Na+]>C1COCC1.C(#N)C>[F:9][B-:10]([F:13])([F:12])[F:11].[S:28]([N+:23]12[CH2:22][CH2:21][N:20]([CH2:27][CH2:26]1)[CH2:25][CH2:24]2)([OH:31])(=[O:29])=[O:30]

Participants

6

Reactant 3

HCID 24638Chlorosulfonic acidHCID 4343483Sodium TetrafluoroborateHCID 86750857HCID 86750857, compound

Product 1

HCID 19048056HCID 19048056, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Procedure

1-Fluoro-4-sulfo-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) 1,4-Diazabicyclo[2.2.2]octane (11 g, 10 mmol) in THF (100 mL) is reacted with chlorosulfonic acid (11.6 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 flitrate is evaporated to afford 1-sulfo-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 flitrate is evaporated

Sources & evidence

ORD record
ord-68b57b6ecab2412e9371a6258170f21b
Source dataset
uspto-grants-1997_05
Patent number
US05631372

Reaction notes

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