Tetrahedron letters

Electron transfer reactivity in 5-nitrouracil series

MP Crozet, A Gellis, C Pasquier, P Vanelle, JP Aune

Index: Crozet, Michel P.; Gellis, Armand; Pasquier, Christian; Vanelle, Patrice; Aune, Jean-Pierre Tetrahedron Letters, 1995 , vol. 36, # 4 p. 525 - 528

Full Text: HTML

Citation Number: 31

Abstract

The sodium salt of 1, 3, 6-trimethyl-5-nitrouracil is shown to react with various reductive alkylating agents such as p-nitrobenzyl chloride and dinitropropane by an SRN1 mechanism to give new potentially bioactive 5-nitrouracil derivatives. 1, 3-Dimethyl-5-nitro-6- chloromethyluracil also reacts by an SRN1 mechanism with 2-nitropropane anion to afford a new uracil derivative bearing a trisubstituted ethylenic double bond at the 6-position.