193603-13-3Relevant academic research and scientific papers
Synthesis of some polycyclic 1,2,4-triazines disposing of acidic N-H group
Hlavac, Jan,Slouka, Jan,Hradil, Pavel,Lemr, Karel
, p. 115 - 118 (2007/10/03)
7-(6-Azauracil-5-yl)-isatin 1 was convened through its thiosemicarbazone 2 to 6-(6-azauracil-5-yl)-2,3-dihydro-5H-1,2,4-triazino[5,6-b]indol-3-thione 3 and through the thiosemicarbazone of appropriate isatinic acid to 2-(2- thio-6-azauracil-5-yl)-6-(6-azauracil-5-yl)-aniline 4. The course of the cyclocondensation of this compound was studied and the reaction was found to proceed in both possible ways, resulting in a mixture of compound 3 and regioisomer 6-(2-thio-6-azauracil-5-yl)-2,3-dihydro-5H-1,2,4-triazino[5,6- b]indol-3-one 5. Substituted aniline 4 was oxidized to 2,6-bis-(6-azauracil- 5-yl)-aniline 7, which served for the preparation of hydrazone 8, cyclization of which led to 1-[2,6-bis-(6-azauracil-5-yl)-phenyl]-6-azauracil-5- carbonitrile 9. This is the first tricyclic 6-azauracil with vicinal arrangement of 6-azauracil rings.
Cyclocondensation Reactions of Heterocyclic Carbonyl Compounds. [1]. Synthesis of 2,6-bis(6-Azauracil-5-yl)aniline and its Use for Synthesis of Some Other Polynuclear 1,2,4-Triazines
Hlavac, Jan,Slouka, Jan
, p. 917 - 919 (2007/10/03)
5-(2-Aminophenyl)-6-azauracil 1 was converted to 7-(6-azauracil-5-yl)isatin 3, semicarbazone 4 of which was recyclized to 2,6-bis(6-azauracil-5-yl)aniline 5. This one served as a starting compound for preparation of other noncondensed two nuclear heterocycles 7, 9, 10 and condensed 1,2,4-triazines 11 and 12 as well.
