68259-73-4Relevant academic research and scientific papers
Studies with functionally substituted heteroaromatics: The chemistry of N-phenylhydrazonylalkylpyridinium salts and of phenylhydrazonylalkylbenzoazoles
Abdel-Khalik, Mervat Mohammed,Elnagdi, Mohammed Hilmy,Agamy, Samia Michel
, p. 1166 - 1169 (2000)
2-Pyrid-1-yliniumacetonitrile bromide 1a and 2-pyrid-1- ylinium-1-phenylethanone bromide 1b coupled with benzenediazonium chloride to yield the corresponding phenylhydrazones 3a, b. Similarly, compounds 2a-c also coupled with aryldiazonium chloride, yielding the arylhydrazones 10a-b, which were used as precursors for the synthesis of azolypyfidazinones 11a, b. Compounds 3a, b were converted into 1,2,4,5-dihydrotetrazines 4a, b on refluxing in acetonitrile in the presence of ammonium acetate. Refluxing 3a in dimethylformamide resulted in the formation of the 3-cyanoindazole 6. Compound 3a was converted to pyrazole 8 on treatment with the enaminone 7, and to hydrazonyl bromide 9 on heating in dioxane/acetonitrile. Compound 12 was synthesized from the reaction of 10b with ethanolic aqueous sodium hydroxide.
