N,N-Diethylaniline → HCID 22125135, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1.2 g (3.8 mmol) of 5-[2,4-dichloroanilinomethyl]-2-methylthio-3H-pyrimidin-4-one in 40 ml of phosphorus oxychloride was treated with 0.6 ml (3.7 mmol) of N,N-diethylaniline and the mixture was heated at 110° C. for 1 hour, cooled and evaporated. The residue was cautiously partitioned between 40 ml of ice/water and 30 ml of diethyl ether. The aqueous phase was extracted with a further 30 ml of diethyl ether and the combined organic phases were dried over magnesium sulfate, filtered and evaporated to give 1.1 g (87%) of 4-chloro-5-(2,4-dichloroanilinomethyl)-2-methylthiopyrimidine as an oil which slowly solidified to a white solid. [Mass spectrum (ESI) MH+ =334].

Provenance & Evidence