Ethanolamine → HCID 59473782, compound

Participants

Reaction Steps

To a solution of 5-bromo-3-amino-1-methyl-2-pyridone (500 mg, 2.46 mmol) in chloroform (12 mL) was added a solution of saturated aqueous sodium bicarbonate (12 mL). To the vigorously stirred mixture was added thiophosgene (0.2 mL, 2.7 mmol) via drop-wise addition. The mixture was stirred for 1 hour and then transferred to a separatory funnel. The chloroform phase was collected and the aqueous phase was back extracted with methylene chloride (10 mL). The organic phases were combined in a 100 mL round bottom flask. To the rapidly stirred solution was added ethanolamine (0.16 mL, 2.7 mmol) via slow drop-wise addition. The material was stirred for 1.5 hours and the precipitated product was collected by filtration. The solid was dried in a vacuum oven providing the desired product as a light white-yellow solid (515 mg). (M−H)−=304/306 m/e.

Provenance & Evidence