Reaktion #2277086

Reaktionsgleichung

2,4,5,6-tetrachloronicotinonitrile

NH4Cl

→

title compound

Ausbeute 71.1%

2,5,6-Trichloronicotinonitrile

Ausbeute 71.1%

Lösungsmittel

MeOH THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered
2. 2
   Waschenwas washed with EtOAc (500 ml)
3. 3
   WaschenThe filtrate was washed with brine
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto give a solid
7. 7
   SonstigeISCO column purification

Vorschrift

To a solution of 2,4,5,6-tetrachloronicotinonitrile (7.6 g, 31.4 mmol) in MeOH/THF (230 ml/230 ml) was added zinc dust (4.0 g, 62.8 mmol) slowly at 0° C. and the saturated NH4Cl solution (105 ml) and the mixture was stirred for 30 minutes. TLC indicated that the reaction is complete. Saturated NH4OAc solution (180 ml) was added to the mixture and the mixture was allowed to stir at room temperature for 30 minutes. The mixture was filtered and was washed with EtOAc (500 ml). The filtrate was washed with brine and dried and concentrated to give a solid. ISCO column purification gave the title compound (4.63 g, 71%). 1H NMR (CDCl3): δ 8.97 (s, 1H).

Quelle