Pentachloropyridine → 3,5-Dichloro-2,4,6-trifluoropyridine

HRID 1719782Notes

Reaction equation

HRID 1719782 reaction equation
ClC1N=C(Cl)C(Cl)=C(Cl)C=1Cl.[F:12][C:13]1[C:18]([Cl:19])=[C:17]([F:20])[C:16]([Cl:21])=[C:15](Cl)[N:14]=1.[F:23]C1C(Cl)=C(Cl)C(Cl)=C(F)N=1>>[Cl:21][C:16]1[C:15]([F:23])=[N:14][C:13]([F:12])=[C:18]([Cl:19])[C:17]=1[F:20]

Participants

4

Reactant 3

HCID 16584PentachloropyridineHCID 6453828Pyridine, 3,4,5-trichloro-2,6-difluoro-HCID 13491833Pyridine, 2,3,5-trichloro-4,6-difluoro-

Product 1

HCID 612733,5-Dichloro-2,4,6-trifluoropyridineYield 54.2%

Procedure

The method for this Example was similar to Example 1 except as follows. The reaction mixture contained 251.3 g (1.0 mole) pentachloropyridine and 236.9 g (4.0 mole KF) of the KF/FeCl3 mixture, and the reaction temperature was 350° C. and the pressure was 340 psig. There was obtained, 4.3 percent yield of a mixture of 2,4-difluoro-3,5,6-trichloropyridine and 2,6-difluoro-3,4,5-trichloropyridine and 54.2 percent yield of 3,5-dichloro-2,4,6-trifluoropyridine and a 24.9 percent yield of 3-chloro-2,4,5,6-tetrafluoropyridine.

Workup

  1. customwas 350° C.
  2. customThere was obtained

Sources & evidence

ORD record
ord-3bbddf4753a846729c304c86f37222f9
Source dataset
uspto-grants-1985_09
Patent number
US04542221

Reaction notes

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