Ammonium Sulfate → HCID 23446125, compound

Participants

Reaction Steps

To a room temperature suspension of 5.1 g (133.7 mmol) of lithium aluminum hydride in 400 mL of anhydrous THF was added a solution of 16.2 g (66.9 mmol) of 5-ethylamino-3-methylsulfanyl-1,2,4-triazine-6-carboxylic acid, ethyl ester in 150 mL of THF. The reaction was stirred for 6 hours at room temperature, at which time approximately 16 mL of a saturated solution of ammonium sulfate was added dropwise while keeping the reaction temperature below 25° C. with an ice bath. The reaction mixture becomes heavy with precipitate, and 200 mL of THF was added followed by 5 mL more of saturated ammonium sulfate. The reaction mixture was stirred for another 30 minutes and decanted. The remaining solids were filtered and washed several times with a total of 1 L of hot THF. The combined THF solution was concentrated and twice dissolved in dichloromethane and concentrated to give a pale orange semi-solid, (5-ethylamino-3-methylsulfanyl-1,2,4-triazin-6-yl)-methanol.

Provenance & Evidence