Ammonia → 6-[2-(2-methoxy-ethoxy)-phenyl]3H-pyrimidin-4-one
Reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[NH:17][C:16](=S)[NH:15][C:14](=[O:19])[CH:13]=1.N>CCO.[Ni]>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[N:17]=[CH:16][NH:15][C:14](=[O:19])[CH:13]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
6-[2-(2-methoxy-ethoxy)-phenyl]-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (0.3 g, 1.08 mmol) is dissolved in EtOH (10 mL) and aqueous solution of ammonia (25%, 3 mL). After addition of Raney-Nickel (0.3 g) the reaction mixture is stirred under reflux for 1 h, filtered from the solid material, which is washed with a mixture of ammonia and EtOH. The combined solutions were evaporated, dissolved in water (5 mL), neutralized with 10% HCl and extracted with ethyl acetate (3×10 mL). Organic layers were combined, washed with water (5 mL) then dried over anhydrous sodium sulfate and concentrated. The residue was triturated with diethyl ether yielding 0.2 g (75%) 6-[2-(2-methoxy-ethoxy)-phenyl]-3H-pyrimidin-4-one as white powder.