107378-40-5Relevant academic research and scientific papers
Studies on Pyrazines. 14. The Syntheses of 2,5-Dihydroxypyrazines and Their Derivatives
Adachi, Jiro,Sato, Nobuhiro
, p. 871 - 875 (2007/10/02)
Reaction of phenylglycinamide (1c) with ethyl benzoylformate (2c) in the presence of refluxing ethanolic sodium ethoxide gave 2,5-dihydroxy-3,6-diphenylpyrazine (3i) in 19percent yield.This synthetic method, howewer, was limited to the preparation of 3i.On the other hand, α-aminoamides 1 condensed with α-ketoesters 2 to give the intermediates 5, which were also prepared by condensation of 1 with α-ketalesters 6, followed by hydrolysis of the ketal moeity.Cyclization of 5 with refluxing methanolic sodium methoxide gave only disubstituted 2,5-dihydroxypyrazines 3.Acetylation of 5 with refluxing acetic anhydride/acetic acid led to direct formation of 2,5-diacetoxypyrazines 9.Similarly, compounds 5 could be converted into 2,5-dichloropyrazines 4.
