37721-35-0Relevant academic research and scientific papers
A NOVEL RING TRANSFORMATION OF 5-NITROURACILS INTO 5-CARBAMOYLURACILS VIA THE RETRO-MICHAEL REACTION
Hirota, Kosaku,Kitade, Yukio,Senda, Shigeo
, p. 2409 - 2410 (1981)
Treatment of 1,3-disubstituted 5-nitrouracils(5) with malonamide in ethanolic sodium ethoxide caused a ring transformation to afford 1-substituted 5-carbamoyluracils(6) in good yields.
Pyrimidine Derivatives and Related Compounds. Part 48. Uracil Ring Transformation: Conversion of 5-Nitrouracils into 5-Carbamoyluracils
Hirota, Kosaku,Kitade, Yukio,Senda, Shigeo
, p. 1859 - 1861 (2007/10/02)
1,3-Disubstituted 5-nitrouracils (1) react with malonamide in ethanolic sodium ethoxide to afford 1-substituted 5-carbamoyluracils (3) via rearrangement of the N(3)-C(4)-C(5) portion of the uracil.This ring transformation has been applied to the preparation of 2',3',5'-tri-O-acetyl-5-carbamoyluridine (8).
