156331-29-2Relevant academic research and scientific papers
Studies on Pyrazines. Part 27. A New Deoxidative Nucleophilic Substitution of Pyrazine N-Oxides; Synthesis of Azidopyrazines with Trimethylsilyl Azide
Sato, Nobuhiro,Miwa, Naoko,Hirokawa, Noriko
, p. 885 - 888 (2007/10/02)
Azidopyrazines bearing amino, methoxy and/or phenylgroups have been synthesized by reaction of pyrazine N-oxides with trimethylsilyl azide in the presence of diethylcarbamoyl chloride in refluxing acetonitrile.In most cases, the azidation occurs only at t
Studies on pyrazines; part 30: Synthesis of aminopyrazines from azidopyrazines
Sato,Matsuura,Miwa
, p. 931 - 934 (2007/10/02)
Azidopyrazines do not undergo reduction by reagents that are effective for the preparation of alkyl- or arylamines from the azides because the heterocyclic azides exist in the bicyclic form of tetrazolo[1,5-a]pyrazines. Nevertheless, the conversion into aminopyrazines was achieved by hydrogenolysis in the presence of ammonium hydroxide and palladium-on-carbon or particularly by reduction with tin(II) chloride in methanolic hydrochloric acid, in 34-87% yields. To elucidate the successful progress of the reaction, the equilibrium of azide-atetrazole was examined by 1H NMR spectroscopy in various solvents.
