Thionyl Chloride → HCID 54099327, compound

Participants

Reaction Steps

The procedure is as in Example 1, but 2.1 g of 2-[3-(3-methylphenyl)ureido]acetic acid, 3.14 g of tert-butyl (RS)-2-anilino-2-(4-methoxyphenyl)acetate and 0.72 cm3 of thionyl chloride are used as starting materials. The residue obtained is purified by chromatography on 100 g of silica (0.04-0.063 mm) contained in a column 3 cm in diameter [eluent: cyclohexane/ethyl acetate (70/30 by volume)], using an excess pressure of 40 kPa of nitrogen and collecting 10-cm3 fractions. Fractions 12 to 18 are combined and concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. and the residue obtained is recrystallized from a mixture of diisopropyl ether/acetonitrile (50/50 by volume). 2.3 g of tert-butyl (RS)-2-(4-methoxyphenyl)-2-{2-[3-(3-methylphenyl)ureido]-N-phenylacetamido}acetate melting at 206° C. are then obtained.

Provenance & Evidence