Ethanol → HCID 23676786, compound

HRID 1492715Notes

Reaction equation

HRID 1492715 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([C:12]([F:15])([F:14])[F:13])[N:3]=1.[S:16]([O-:19])([OH:18])=[O:17].[Na+:20].C(O)C>O>[F:9][C:8]([F:11])([F:10])[C:6]1[CH:5]=[C:4]([C:12]([F:15])([F:14])[F:13])[N:3]=[C:2]([S:16]([O-:19])(=[O:18])=[O:17])[CH:7]=1.[Na+:20]

Participants

5

Reactant 3

HCID 702EthanolHCID 147362352-Chloro-4,6-bis(trifluoromethyl)pyridineHCID 23665763Sodium Bisulfite

Product 1

HCID 23676786HCID 23676786, compoundYield 66.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-chloro-4,6-bis(trifluoromethyl)pyridine (2.50 g, 10 mmol), sodium hydrogen sulfite (4.2 g, 40 mmol), ethanol (40 ml) and water (40 ml) was heated under reflux for 96.5 hours. The reaction mixture was evaporated to dryness under reduced pressure. To the residue, conc. hydrochloric acid was added and the mixture was again evaporated to dryness. The residued was extracted with methanol, and a methanol phase was filtered. The filtrate was evaporated to dryness under reduced pressure to obtain sodium 4,6-bis(trifluoromethyl)pyridine-2-sulfonate (2.11 g). Yield, 66%.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 96.5 hours
  3. customThe reaction mixture was evaporated to dryness under reduced pressure
  4. additionTo the residue, conc. hydrochloric acid was added
  5. customthe mixture was again evaporated to dryness
  6. extractionThe residued was extracted with methanol
  7. filtrationa methanol phase was filtered
  8. customThe filtrate was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-cda1434a02ab404f8138736b285264a8
Source dataset
uspto-grants-1994_12
Patent number
US05374732

Reaction notes

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