Potassium Hydroxide → HCID 13284561, compound

Participants

Reaction Steps

18.4 g of N-(3-chloro-2-methylpropyl)aniline was dissolved in 120 ml of toluene, and 16.5 g of 3-methylthiophenyl isocyanate was added at room temperature. Then, the mixture was stirred at 40° to 50° C. for 1 hour. A catalytic amount (0.2 g) of tetrabutyl ammonium bromide was then added. While maintaining the temperature of the mixture at 30° to 40° C., 34 g of a 50% by weight aqueous solution of potassium hydroxide was added dropwise to the mixture. After the addition, the mixture was well stirred at 40° to 50° C. for 1 hour to complete the reaction. The reaction mixture was cooled to room temperature. The toluene layer was separated and washed with 1% by weight HCl and water in this order. After dehydration, the toluene was distilled off under reduced pressure to give 20.3 g of the desired 5-methyl-1-(3-methylthiophenyl)-3-phenyl-tetrahydro-2-pyrimidinone as a viscous pale yellow liquid. nD20 1.6194

Provenance & Evidence