Triethylamine → HCID 86748337, compound

HRID 1492719Notes

Reaction equation

HRID 1492719 reaction equation
[CH3:1][C:2]1[C:7]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:6][CH:5]=[C:4]([CH3:12])[N:3]=1.[CH2:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH3:14]>C(#N)C>[CH2:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH3:14].[CH3:1][C:2]1[C:7]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:6][CH:5]=[C:4]([CH3:12])[N:3]=1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 157642242,6-Dimethylpyridine-3-sulfonic acid

Product 1

HCID 86748337HCID 86748337, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of acetonitrile (4 ml) and 2,6-dimethylpyridine-3-sulfonic acid (410 mg, 2 mmol), triethylamine (404 mg, 4 mmol) was added at room temperature while stirring, followed by evaporation to dryness under reduced pressure to obtain 2,6-dimethylpyridine-3-sulfonic acid triethylamine salt. The triethylamine salt was dissolved in acetonitrile (4 ml). To the resulting solution cooled with a cooling bath kept at -20° C., a mixed gas of 10% fluorine/ 90% nitrogen was introduced at a flow rate of 15 ml/min. The total amount of the fluorine gas was 6 mmol. Thereafter, the nitrogen gas alone was introduced for 30 minutes. Ethyl acetate was added to the reaction mixture. The precipitated crystal was recovered by filtration to obtain N-fluoro-2,6-dimethylpyridinium-3-sulfonate (257 mg). Yield, 63%. Decomposition point, 200°-210° C.

Workup

  1. additionwas added at room temperature
  2. customfollowed by evaporation to dryness under reduced pressure

Sources & evidence

ORD record
ord-98b05dc1a51d43159d7dbb8076a90e86
Source dataset
uspto-grants-1994_12
Patent number
US05374732

Reaction notes

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