Methyl p-toluenesulfonate → HCID 86616753, compound
Reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]([CH2:9][CH2:10][OH:11])[C:4](=[O:12])[N:3]=1.[C:13]1([CH3:24])[CH:18]=[CH:17][C:16]([S:19]([O:22]C)(=[O:21])=[O:20])=[CH:15][CH:14]=1>C(#N)C>[C:13]1([CH3:24])[CH:14]=[CH:15][C:16]([S:19]([O-:22])(=[O:20])=[O:21])=[CH:17][CH:18]=1.[OH:11][CH2:10][CH2:9][NH+:5]1[C:6]([CH3:8])=[CH:7][CH:2]([CH3:1])[N:3]([CH3:13])[C:4]1=[O:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Under a protective-gas atmosphere, a mixture of 9.2 g (0.055 mol) of 4,6-dimethyl-1-(2-hydroxyethyl)pyrimidin-2(1H)-one and 13.1 g (0.068 mol) of methyl p-toluenesulfonate in 700 ml of acetonitrile was heated under reflux for 12 hours. After cooling, about ⅔ of the solvent was removed on a rotary evaporator, the remaining residue was mixed with the same amount of diethyl ether and cooled to 0° C. At low temperature, firstly an oil separated off, which crystallized out after some time. The crystalline product was filtered off.