Sodium Iodide → Diethyl 2-amino-6-[(2-oxo-2-piperidin-1-yl-ethoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate

Participants

Reaction Steps

A mixture of 0.96 g (2.5 mmol) of diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium, 50 ml of methanol, 0.4 g (2.5 mmol) of N-chloroacetyl-piperidine and 20 mg of sodium iodide is heated at reflux for 20 hours. Thereafter, the mixture is concentrated and the residue is chromatographed on silica gel. Elution with isohexane: ethyl acetate 1:1 gives 0.42 g (35% of theory) of the title compound of m.p. 153-155° C.

Provenance & Evidence