N,N-Dimethylethylenediamine → HCID 20183316, compound

Participants

Reaction Steps

A mixture of 6-methyl-4-(2-methylthio-5-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylic acid (12.5 g), triethylamine (4.57 ml) and diphenylphosphorylazide (7.07 ml) in benzene (125 ml) was refluxed for 2 hours and to the reaction mixture was added 2-dimethylaminoethylamine (3.47 g). After the reflux was continued for 2 hours, the reaction mixture was poured into a mixture of a diethyl ether (100 ml) and saturated sodium hydrogen carbonate. The separated organic layer was dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed on alumina eluting with chloroform. The fractions containing the desired product were combined and concentrated in vacuo. The residue was recrystallized from diethyl ether to afford 5-[3-(2-dimethylaminoethyl)ureido]-6-methyl-4-(2-methylthio-5-nitrophenyl)-2-phenylpyrimidine.

Provenance & Evidence