Cesium fluoride → 5-Chloro-2,3-difluoropyridine

HRID 2107515Notes

Reaction equation

HRID 2107515 reaction equation
[F-:1].[K+].[F-].[Cs+].Cl[C:6]1[C:11]([F:12])=[CH:10][C:9]([Cl:13])=[CH:8][N:7]=1>S1(CCCC1)(=O)=O>[Cl:13][C:9]1[CH:10]=[C:11]([F:12])[C:6]([F:1])=[N:7][CH:8]=1

Participants

5

Reactant 3

HCID 25953Cesium fluorideHCID 522689Potassium FluorideHCID 109648772,5-Dichloro-3-fluoropyridine

Product 1

HCID 27832485-Chloro-2,3-difluoropyridine

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent3×

Conditions

Temperature
140 °C

Procedure

A suspension of 64.6 g (1.1 mol) of potassium fluoride and 11.25 g (0.075 mol) of cesium-fluoride in 240 ml of sulfolane (1,1-dioxo-tetrahydrothiophene) is heated to 140° C. By reducing the pressure 50 ml of sulfolane are distilled off. To the suspension a solution of 61.4 g (0.37 mol) of 2,5-dichloro-3-fluoropyridine in 20 ml of sulfolane is added.

Workup

  1. distillationare distilled off

Sources & evidence

ORD record
ord-5a7eb30cbc33476ea4165e85d234d272
Source dataset
uspto-grants-1990_06
Patent number
US04935051

Reaction notes

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