ChemicalBook CAS DataBase List 2,6-Dichloronicotinonitrile

2,6-Dichloronicotinonitrile synthesis

7synthesis methods

Product Name:2,6-Dichloronicotinonitrile
CAS Number:40381-90-6
Molecular formula:C6H2Cl2N2
Molecular Weight:173

62068-78-4 Synthesis

62068-78-4
90 suppliers
$20.00/250mg

40381-90-6
196 suppliers
$6.00/250mg

Yield:40381-90-6 89%

Reaction Conditions:

with tetraethylammonium chloride;trichlorophosphate at 80; for 24 h;

Steps:

General preparation of carbonitriles 8 and 14.
General procedure: The appropriate carboxamide 7 or 13 (189 mg, 0.99 mmol) was subjected to catalytic amounts of tetraethylammonium chloride (5% w/w) and POCl3 (5 ml) and heated under reflux at 80°C for 24 h. Excess POCl3 was removed in vacuo to leave a crude residue which was diluted with dichloromethane (10 ml) and filtered. The filtrate was washed successively with saturated aqueous K2CO3 (2 x 5 ml) and distilled water (5 ml). After drying over anhydrous Na2SO4, the solvent was evaporated to yield carbonitrile 8 or 14 which was sufficiently pure for use in the next reaction without purification. 2,6-Dichloronicotinonitrile (8)31 2,6-Dichloronicotinonitrile (8) was isolated as an off-white solid (152 mg, 89% yield). 1H NMR (300 MHz, CDCl3) δ 7.95 (d, J 8.1 Hz, 1H), 7.43 (d, J 8.1 Hz, 1H).

References:

Basson, Adriaan E.;Bode, Moira L.;Changunda, Charles R. K.;Rousseau, Amanda L. [Arkivoc,2021,vol. 2020,# 3,p. 152 - 170]

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