Chemical synthesis study demonstrates the conversion of oxazolobenzoxazinediones into disubstituted hydantoins via reaction with primary amines, highlighting an efficient heterocyclic pathway.
A simple two-stage synthesis of a number of 3-substituted 10bH-oxazolo[3,2-c][1,3]benzoxazine-2(3H),5-diones is described. These materials react with primary amines to form α-ureido-carboxamides, with concomitant elimination of a mixture of salicylaldehyde and the corresponding Schiff base with the primary amine. 3,5-Disubstituted hydantions are formed by alkaline hydrolysis of the ureido-carboxamides.
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Block et al. (1971) studied this question.
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