Phosgene → HCID 18425455, compound

Participants

Reaction Steps

A stirred solution, cooled in ice, of 12 mL of phosgene (20% solution in toluene; 23 mmol) in 100 mL of tetrahydrofuran was treated dropwise with a solution of 5-(2,6-dichlorophenyl)aminomethyl-4-methylamino-2-methylthio-pyrimidine (5 g, 15.2 mmol) and triethylamine (4 mL, 29 mmol) in 80 mL of tetrahydrofuran. After stirring for 1 hour the mixture was treated with 100 mL of saturated aqueous ammonium chloride solution and the phases were separated. The aqueous phase was extracted with 100 mL of tetrahydrofuran and the combined organic solutions were dried over magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to give 4.8 g (89%) of 3-(2,6-dichlorophenyl)-7-methylthio-1-methyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (sulfide 1.1) as a white solid.

Provenance & Evidence