N,N-Diethylaniline → HCID 86729812, compound

Participants

Reaction Conditions

Reaction Steps

3-(4-Chlorophenyl)-7-phenylthieno[3,2-d]pyrimidin-2,4(1H,3H)-dione (100 mg, 0.3 mmol), N,N-diethylaniline (0.014 ml, 0.09 mmol), and phosphoryl chloride (0.34 ml, 3.6 mmol) were placed in a reaction vessel. The mixture was heated with stirring at 130° C. overnight. After the completion of the reaction was confirmed by TLC, the reaction mixture was cooled to room temperature and separated with NaHCO3 and dichloromethane. The extracted organic layer was washed with brine, dried over anhydrous MgSO4, and filtered. The filtrate was distilled under reduced pressure. The concentrate was purified by silica gel column chromatography (EtOAc:Hex=1:5) to give 2-chloro-3-(4-chlorophenyl)-7-phenyl-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one (22.7 mg, 0.06 mmol, 20% yield).

Provenance & Evidence