Ethanol → HCID 20339483, compound

Participants

Reaction Steps

One hundred and seventy seven grams (1.08 moles) of N-(4,6-dimethyl-2-pyridyl)acetamide is dissolved in 1.8 l of dry dimethylformamide in a 3 liter 3-neck flask equipped with a mechanical stirrer, thermometer, drying tube and slow nitrogen sweep. Sodium hydride in mineral oil (57%, 45.5 g) is added over a 30 minute period. After stirring for an additional 15 minutes, one hundred thirteen grams of 2-dimethylaminoethyl chloride hydrochloride is added in three portions over a 30 minute period. This is followed by 25.7 g of sodium hydride added in portions over a 60 minute period. Then 58.7 g of 2-dimethylaminoethyl chloride hydrochloride is added over a few minute period followed by 25.7 g of sodium hydride. A total of 96.9 g (2.3 mole) of 57% sodium hydride in mineral oil and 171.7 g (1.2 mole) of 2-dimethylaminoethyl chloride hydrochloride are used. The reaction mixture is stirred at 50° for 30 minutes then heated at 95° for 21/2 hours. After adding 75 ml of ethanol and 75 ml of water, the dimethylformamide is removed by distillation in vacuum.

Provenance & Evidence