Pyridine → HCID 21996739, compound

Participants

Reaction Steps

A 300 ml four-necked flask equipped with a stirrer, thermometer, condenser and gas inlet was charged with 6.48 g (0.03 mole) of 2,6-naphthalenedicarboxylic acid, 5.61 g (0.066 mole) of cyclopentylamine, 20.46 g (0.066 mol) of triphenyl phosphite, 25 g of pyridine and 100 g of N-methylpyrrolidone, and the reaction was carried out in a nitrogen gas atmosphere at 100° C. for 3 hours, with stirring. After cooling, the reaction mixture was poured in 700 ml of isopropyl alcohol/water (1:1) for reprecipitation and washing. The mixture was stirred for 2 hours and the precipitate was then recovered by filtration and dried under reduced pressure at 110° C. to provide 9.03 g (yield 86%) of N,N′-dicyclopentyl-2,6-naphthalenedicarboxamide. This compound was a white powder melting at 375.4° C. (decomp.). The elemental analysis and characteristic infrared absorptions are shown in Table 1.

Provenance & Evidence