Triethylamine → Diethyl 2-(methylcarbamoylamino)propanedioate

Participants

Reaction Steps

To a solution of diethyl 2-aminomalonate hydrochloride (4.2 g) and triethylamine (2.12 g) in tetrahydrofuran-methanol is added dropwise methyl isocyanate (1.25 g) at 0° to 5° C., and the mixture is stirred at room temperature for 5 hours. The reaction mixture is concentrated under reduced pressure, and to the residue is added chloroform. The organic layer is separated, washed, dried and then concentrated. The residue is recrystallized from chloroform-isopropyl ether to give diethyl 2-[(methylcarbamoyl)amino]malonate (4.2 g), m.p. 139° C.

Provenance & Evidence