m-Tolyl isocyanate → HCID 20097184, compound

Participants

Reaction Steps

The procedure is analogous to that described in Example 1, but 2.0 g of 2-amino-N-[2-(5-ethyl-2-methylpiperidino)-2-oxoethyl]-N-phenylacetamide, as a mixture of the cis and trans isomers, and 0.8 g of 3-methylphenyl isocyanate are used as the starting material. The crude product obtained is purified by chromatography on 50 g of silica (0.065-0.200 mm) contained in a column 1.5 cm in diameter [eluent: methylene chloride/methanol (98-2 by volume)], collecting 20 cm3 fractions. Fractions 2 to 8 are combined and concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. After recrystallization from an ethyl acetate/diethyl ether mixture (40-60 by volume), 0.5 g of N-[2-(5-ethyl-2-methylpiperidino)-2-oxoethyl]-2-[3-(3-methylphenyl)ureido]-N-phenylacetamide is obtained as a mixture of the cis and trans isomers melting at 158° C.

Provenance & Evidence