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Transformations of nitrates (nitro esters) of amino alcohols involving both functions. 1. Reaction with alkali metal hydrogen carbonates
Authors:Korepin,A. G.,Galkin,P. V.,Glushakova,N. M.,Perepelkina,E. K.,Loginova,M. V.,Lodygina,V. P.,Ol"  khov,Yu. A.,Eremenko,L. T.
Affiliation:(1) Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432 Chernogolovka, Moscow Region, Russian Federation
Abstract:The reaction of nitrates (nitro esters) of amino alcohols with alkali metal hydrogen carbonates yielding oxazolidin-2-ones and tetrahydro-1,3-oxazin-2-ones was discovered. A large number of both known and newly synthesized nitrates of amino alcohols with various structures were involved in this reaction, and the optimum reaction conditions were found. New oxazolidin-2-ones and tetrahydro-1,3-oxazin-2-ones were synthesized. Two more transformations were found for a few examples. One of the reactions gives nitramino alcohols, whereas another reaction affords polymers.
Keywords:amino alcohols  N-acylation  O-nitration  nitrates (nitro esters) of amino alcohols  hydrogen carbonates  cyclization  oxazolidin-2-ones  tetrahydro-1,3-oxazin-2-ones  rearrangement  polymerization
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