Sodium Hydroxide → 2-(p-Pentylphenyl)-5'-propyl-5,2'-bipyrimidinyl
Reaction equation
[OH-].[Na+].Cl.[CH2:4]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[CH:19][C:18]([C:21]([NH2:23])=[NH:22])=[CH:17][N:16]=2)=[CH:11][CH:10]=1)[CH2:5][CH2:6][CH2:7][CH3:8]>CO>[CH2:4]([C:9]1[CH:10]=[CH:11][C:12]([C:15]2[N:20]=[CH:19][C:18]([C:21]3[N:23]=[CH:14][C:9]([CH2:4][CH2:5][CH3:6])=[CH:10][N:22]=3)=[CH:17][N:16]=2)=[CH:13][CH:14]=1)[CH2:5][CH2:6][CH2:7][CH3:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of NaOH (0.8 g, 0.02 mol) dissolved in dry methanol (30 ml) were added 2-(p-pentylphenyl)-5-pyrimidinecarboxamidine hydrochloride (3.0 g, 0.01 mol) and α-propyl -β-dimethylaminoacrolein (1.4 g, 0.01 mol), followed by boiling with stirring for 2 hours and then distilling off methanol. Water (100 ml) and toluene (100 ml) were added to the reaction residue to extract the product, followed by washing the extraction liquor with water, drying the toluene layer over anhydrous sodium sulfate, distilling off toluene and three times recrystallizing the residual solids from ethanol to obtain the objective 2-(p-pentylphenyl)-5'-propyl-5,2'-bipyrimidinyl (2.0 g, 0.006 mol).