Sodium → Sodium

HRID 1416324Notes

Reaction equation

HRID 1416324 reaction equation
[Na:1].ClC1C(F)=C(F)N=C(F)C=1F.[F:13][C:14]1[C:19]([F:20])=[C:18]([SH:21])[C:17]([F:22])=[C:16]([F:23])[N:15]=1.O.O.[SH-].[Na+]>C(O)(C)C>[F:13][C:14]1[C:19]([F:20])=[C:18]([SH:21])[C:17]([F:22])=[C:16]([F:23])[N:15]=1.[Na:1]

Participants

6

Reactant 3

HCID 5360545SodiumHCID 23703072Sodium bisulfide dihydrateHCID 178506012HCID 178506012, compound

Product 2

HCID 5360545SodiumHCID 178506013HCID 178506013, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Preparation of the sodium salt of 2,3,5,6-tetrafluoropyridine-4-thiol 4-Chloro-2,3,5,6-tetrafluoropyridine (2 g) and sodium hydrosulfide dihydrate were stirred and heated under reflux in iso-propanol (40 cm3) for 3 hours. The mixture was then stirred at the ambient temperature for 18 hours. The precipitated solid was removed by filtration, washed with diethyl ether and discarded. The combined organic solutions were evaporated under reduced pressure to give 2,3,5,6-tetrafluoropyridine-4-thiol as its sodium salt (2.21 g), which was used without further purification in the second step.

Workup

  1. temperatureheated
  2. stirringThe mixture was then stirred at the ambient temperature for 18 hours
  3. customThe precipitated solid was removed by filtration
  4. washwashed with diethyl ether
  5. customThe combined organic solutions were evaporated under reduced pressure

Sources & evidence

ORD record
ord-f97166810e6c4417acdf11c23dd54461
Source dataset
uspto-grants-1999_06
Patent number
US05912243

Reaction notes

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