The Journal of Organic Chemistry

Conversion of ureidomalonates and 5-carbalkoxyhydantoins to 5-ureido-4, 6-pyrimidinediones

FR Perini, H Tieckelmann

Index: Perini,F.; Tieckelmann,H. Journal of Organic Chemistry, 1970 , vol. 35, p. 812 - 816

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Citation Number: 5

Abstract

In 1914, Johnson and Nicolet were unsuccessful in attempts to synthesize 5-ureido-2, 4, 6- pyrimidinetrione (pseudouric acid) from diethyl ureidomalonate and urea in the presence of sodium ethoxide. 2 Later, Garner showed that diethyl ureidomalonates readily cyclize in the presence of sodium ethoxide to form sodium salts of 5-carbethoxyhydantoins (1). Mild acidification with strong cation-exchange resin gave the free hydantoins (2). 3 The present ...