m-Tolyl isocyanate → HCID 15670970, compound

Participants

Reaction Steps

The procedure is analogous to that described in Example 106, but 2.0 g of 2-amino-N-[2-oxo-2-(1,2,3,4-tetrahydro-2-isoquinolyl)ethyl]-N-phenylacetamide and 0.8 g of 3-methylphenyl isocyanate are used as the starting material. The crude product is purified by chromatography on 70 g of silica (0.065-0.200 mm) contained in a column 2.5 cm in diameter [eluent: methylene chloride/methanol (98-2 by volume)], collecting 20 cm3 fractions. Fractions 12 to 26 are combined and concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. After recrystallization from ethyl acetate, 1.0 g of 2-[3-(3-methylphenyl)ureido]-N-[2-oxo-2-(1,2,3,4-tetrahydro-2-isoquinolyl)ethyl]-N-phenylacetamide melting at 135° C is obtained.

Provenance & Evidence