Carbon Dioxide → HCID 178490626, compound

Participants

Reaction Steps

30.0 g (0.079 mole) of the isatin-3-p-toluenesulfonylhydrazone (prepared in part A) is suspended in 900 ml 0.2 N NaOH and heated slightly for ~30 minutes. The mixture is stirred for 22 hours at room temperature with a layer of methylene chloride (300 ml). The methylene chloride is stripped off and the aqueous phase saturated with CO2 (dry ice used). The light peach-colored precipitates are filtered off, washed with a small amount of H2O and dried in vacuo at 45° for 11/2 hours to give 19.2 g of title compound (Theor. yield = 17.7 g). The crude product is taken up in 1.8 1. CH3OH and the clear light red solution concentrated down to a volume of 500 ml, cooled, filtered and dried overnight in vacuo at room temperature. Yield of title compound is 15.2 g, m.p. 206°-207°, light orange crystals.

Provenance & Evidence