Methanol → HCID 85945283, compound

Participants

Reaction Steps

A solution of 5.6 g of sodium hydroxide, 100 ml of methanol and 100 ml of toluene was charged into a flask and stirred vigorously while adding 23 g of 2-(acetylthio)-N-methyl-N-(1-nitro-2-propyl)acetamide, over a 5 minute period at 30°-40° C. The reaction mixture was stirred at 40° C for 8 hours, then stirred overnight at room temperature. The mixture was stripped of solvents under reduced pressure. The solid residue was dissolved in 200 ml of water. The mixture was filtered and the filtrate was acidified with hydrochloric acid. The solid which precipitated was filtered, washed with water and dried at room temperature. The solid product was recrystallized from isopropanol to yield 5.0 g of 2-oximino-3,4-dimethyltetrahydro-1,4-thiazin-5-one, m.p. 205° C.

Provenance & Evidence