3-Cyanopyridine → 2-Methylidenepentanediamide

Participants

Reaction Conditions

Reaction Steps

Into 10 ml stainless steel tubes were charged 0.1 mmole RhCl3 . 3H2O, 0.4 mmole TLTTP, 4 ml pyridine, 1-2 g of nitrile and a stoichiometric equivalent amount of water. The tubes were pressurized to 150 psig with nitrogen and heated at 120° C. for 17 hours and then the products were determined. In this manner, benzonitrile was converted to benzamide and nicotinonitrile was converted to nicotinamide. These reactions were repeated on a scale up of about 10-times using methyleneglutaronitrile as the nitrile, 115° C. for 27 hours and a nitrogen pressure of 210 psig to produce 2-methyleneglutaramide.

Provenance & Evidence