6863-76-9Relevant articles and documents
Oxidation methods for aromatic diazines. Part II. Chlorinated pyrazine N-oxides
Sooter, Joseph A.,Marshall, Tadd P.,McKay, Scott E.
, p. 221 - 224 (2003)
Chlorinated pyrazines are directly oxidized to the N-oxides using dimethyldioxirane. The reactions were found to be completely regioselective and the products were easily isolated in good yields. These oxidations were comparable to the conversion of methylated pyrazines to pyrazine monoxides and dioxides described by us in part 1. Oxidation with dimethyldioxirane in acetone overcomes problems associated with the isolation of hydrophilic pyrazine N-oxides obtained by using other oxidation reagents.
Emimycin and its nucleoside derivatives: Synthesis and antiviral activity
Plebanek, Elzbieta,Lescrinier, Eveline,Andrei, Graciela,Snoeck, Robert,Herdewijn, Piet,De Jonghe, Steven
, p. 93 - 103 (2017/12/26)
The synthesis of emimycin, 5-substituted emimycin analogues and the corresponding ribo- and 2′-deoxyribonucleoside derivatives is described. Emimycin, its 5-substituted congeners and the ribonucleoside derivatives are completely devoid of antiviral activity against RNA viruses. In contrast, some of the 2′-deoxyribosyl emimycin derivatives are potent inhibitors of the replication of herpes simplex virus-1 and varicella-zoster virus, lacking cytotoxicity.
Identification of 2-chloropyrazine oxidation products and several derivatives by multinuclear magnetic resonance
Cmoch, Piotr
, p. 693 - 698 (2007/10/03)
1H, 13C, 14N and 15N NMR chemical shifts were used to prove the structures of the products of 2-chloropyrazine oxidation. It was shown that oxidation by hydrogen peroxide in acetic acid or m-chloroperbenzoic acid leads to the N4-oxide, whereas potassium persulfate in sulfuric acid gives the N1-oxide as the main product. Additionally, the results of NMR measurements of products from the nucleophilic substitution of the chlorine atom by azide anion, yielding the respective azides, and ethylation reactions of both 2-chloropyrazine N-oxides leading to the N-ethyl salts confirm the structures of both isomeric N-oxides. Protonation studies of the compounds obtained are also reported. The favoured protonation site is found to be the N atom that is not hindered by any substituents, and in some cases probably the oxygen atom of the N-oxide function. Copyright