Diethyl ethylphosphonate → 2,3,5,6-Tetrachloropyridine

HRID 128374

Reaktionsgleichung

Reaktionsgleichung von HRID 128374
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[C:4](Cl)[C:3]=1[Cl:11].[Cl-].[NH4+].C(OP(CC)(=O)OCC)C>[Zn]>[Cl:8][C:6]1[C:5]([Cl:9])=[CH:4][C:3]([Cl:11])=[C:2]([Cl:1])[N:7]=1

Komponenten

5

Edukt 3

HCID 6534Diethyl ethylphosphonateHCID 16584PentachloropyridineHCID 25517Ammonium Chloride

Produkt 1

HCID 169902,3,5,6-TetrachloropyridineAusbeute 94,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23994ZincKatalysator

Versuchsvorschrift

Using the method described in Example 1, 12.76 g (0.05 mol) of pentachloropyridine is reacted with 4.1 g (0.063 gram atom) of zinc dust and 7.22 g (0.135 mol) of ammonium chloride, the solvent being in this case diethylethanephosphonate instead of dimethylmethanephosphonate. There is obtained 10.2 g (93% of theory) of crude 2,3,5,6-tetrachloropyridine, m.p. 86° to 88° C., which contains, according to gas-chromatographical analysis, 92.7% of 2,3,5,6-tetrachloropyridine, 1.2% of 2,3,5-trichloropyridine, 2.2% of 2,3,6-trichloropyridine and 2.8% of pentachloropyridine.

Quellen und Nachweise

ORD-Eintrag
ord-3afc0861cf6748258194433f3d02927f
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04259495

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