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Synthesis and some chemical characteristics of 4″-nitro-3,3′:4′,3″-ter-1,2,5-oxadiazol-4-amine
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2016-09-28 , DOI: 10.1134/s1070428016080170 A. A. Astrat’ev , A. I. Stepanov , V. S. Sannikov , D. V. Dashko
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2016-09-28 , DOI: 10.1134/s1070428016080170 A. A. Astrat’ev , A. I. Stepanov , V. S. Sannikov , D. V. Dashko
A convenient preparation method was developed for 4″-nitro-3,3′:4′,3″-ter-1,2,5-oxadiazol-4-amine by substituting one nitro group of 4,4″-dinitro-3,3′:4′,3″-ter-1,2,5-oxadiazole at treating with equivalent quantity of ammonia in solvents of low polarity. In the reaction of the obtained amino-nitro derivative with N- and О- nucleophiles depending on the reaction conditions and the nucleophile nature either substitution of the nitro group occurs for the nucleophile residue to form 4″-alkoxy-, azido-, hydraznyl- or mono- and dialkylamino-[3,3′;4′,3″]-ter(1,2,5-oxadiazol)-4-ylamines, or the compound suffers an intramolecular cyclization affording 7Н-tri-1,2,5-oxadiazolo[3,4-b:3′,4′-d:3″,4″-f]azepines.
中文翻译:
4“-硝基-3,3':4',3” -ter-1,2,5-恶二唑-4-胺的合成及一些化学特性
通过取代4,4''-dinitro-3的一个硝基,开发了一种简便的制备4''-nitro-3,3':4',3''-ter-1,2,5-恶二唑-4-胺的方法,3':4',3''-ter-1,2,5-恶二唑在低极性溶剂中用等量的氨水处理。在所获得的氨基硝基衍生物与N-和О-亲核试剂的反应中,取决于反应条件和亲核试剂的性质,亲核试剂残基上会发生硝基取代,形成4”-烷氧基-,叠氮基-,肼基-或单-和二烷基氨基- [3,3'; 4',3“] -之三(1,2,5-恶二唑)-4-基胺,或该化合物经受分子内环化,得到7 Н -三-1,2- ,5-恶二唑并[3,4-b:3',4'-d:3″,4″ -f ]氮杂。
更新日期:2016-09-28
中文翻译:
4“-硝基-3,3':4',3” -ter-1,2,5-恶二唑-4-胺的合成及一些化学特性
通过取代4,4''-dinitro-3的一个硝基,开发了一种简便的制备4''-nitro-3,3':4',3''-ter-1,2,5-恶二唑-4-胺的方法,3':4',3''-ter-1,2,5-恶二唑在低极性溶剂中用等量的氨水处理。在所获得的氨基硝基衍生物与N-和О-亲核试剂的反应中,取决于反应条件和亲核试剂的性质,亲核试剂残基上会发生硝基取代,形成4”-烷氧基-,叠氮基-,肼基-或单-和二烷基氨基- [3,3'; 4',3“] -之三(1,2,5-恶二唑)-4-基胺,或该化合物经受分子内环化,得到7 Н -三-1,2- ,5-恶二唑并[3,4-b:3',4'-d:3″,4″ -f ]氮杂。