Sodium Hydroxide → Mepanipyrim

Participants

Reaction Steps

Into a 500 ml reaction flask equipped with a stirrer, a thermometer and a condenser, 51.9 g (0.2 mol) of 2-anilino-4-methyl-6-(2-chloropropen-1-yl)pyrimidine and 400 ml of xylene were charged and dissolved. To this solution, 160 g (0.4 mol) of a 10% sodium hydroxide aqueous solution and 6.4 g (0.02 mol) of tetrabutylammonium bromide were added, and the mixture was reacted under reflux for 5 hours. The reaction mixture was cooled and subjected to liquid separation. The xylene layer was washed with water. The xylene layer was concentrated and subjected to column chromatography to obtain 22.8 g of 2-anilino-4-methyl-6-(1-propynyl)pyrimidine having a melting point of from 125° to 126° C. The yield was 51.1%.

Provenance & Evidence