Salicylamide → 8-[(2-Hydroxybenzoyl)aminomethyl]-2-methoxy-2,8-diazaspiro[4,5]decane-1,3-dione

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Reaction Steps

A suspension of 2-methoxy-2,8-diazaspiro[4,5]decane-1,3-dione.hydrochloride (0.55 g), salicylamide (0.32 g), p-formaldehyde (0.11 g) and triethylamine (2 ml) in ethanol (20 ml) was stirred for 15 hours at room temperature. Then, the solvent was evaporated off under reduced pressure, and the residual oily product was subjected to a silica gel column chromatography (eluent; ethyl acetate), and the solvent for the solution containing the desired product was evaporated off under reduced pressure. The residual solid was recrystallized from ethyl ether to obtain 0.52 g of colorless crystals, m.p. 96° to 99° C.

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