Benzamidine → HCID 136093747, compound

Participants

Reaction Steps

A solution of diethyl 2-(2,4-dichlorobenzylidene)malonate (300 mg, 0.91 mmol) and benzamidine (134 mg, 0.91 mmol) in EtOH (3 mL) was heated to 60° C. for 2 hrs. The reaction was concentrated under reduced pressure. The resulting residue was dissolved in CH2Cl2 (4 mL) and DDQ (238 mg, 1.05 mmol) was added. After 1 hr, The reaction was diluted with cyclohexane/EtOAc solution (4:1, 100 mL) and the organic layer was extracted with saturated NaHCO3 solution (2×60 mL), brine (50 mL). The organic layer dried (MgSO4), filtered and concentrated under reduced pressure to give ethyl 4-(2,4-dichlorophenyl)-6-oxo-2-phenyl-1,6-dihydropyrimidine-5-carboxylate (372 mg, 100%) as a yellow solid. This product was moved onto next step without further purification.

Provenance & Evidence