在氨或伯胺介质中尿酸氧化反应产物的研究

А.А. Minakova, M. V. Chikina, S. Il’yasov
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摘要

这项工作更详细地考虑了获得一种有前途的杂原子多环化合物3,7,10-三氧基-2,4,6,8,9,11-六氮杂[3.3.3]推进剂(THAP)的最重要阶段。THAP是一种潜在的创造高能物质的化合物,因为它的结构中有6个氮原子,并且包装紧密。尿酸是THAP合成链的起始化合物。当它被过硫酸钠或亚铁氰化钾氧化时,生成1,5-二氨基甘醇,由其通过三环反应形成推进剂结构。这项工作扩大了将尿酸转化为1,5-二氨基甘油三酯的氧化剂的范围。用等摩尔比例的尿酸和KMnO4合成1,5-二氨基甘油三酯,产率为29%。当MnO2用量增加10倍时,1,5-二氨基甘油三酯的收率为38%。文章还介绍了尿酸与某些胺相互作用的研究结果。更详细地研究了尿酸与苄胺的相互作用,反应产物为4-苄胺-5-苄胺-尿囊素、4-苄胺-1-苄胺-尿囊素和4-苄胺-尿囊素。在4-苄基尿囊素合成的基础上,得到了4-亚氨基尿囊素的衍生物,即4-乙基尿囊素、4-丙基尿囊素、4-i-丙基尿囊素、4-正丁基尿囊素、4-i-丁基尿囊素、4-叔丁基尿囊素。
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Study of uric acid oxidation reaction products in medium of ammonia or primary amines
This work is considered in more detail the most important stage of obtaining one of the promising heteroatomic polycyclic compounds 3,7,10-trioxo-2,4,6,8,9,11-hexaaza[3.3.3]propellane (THAP). THAP is a potential compound for creating high-energy substances due to the presence of six nitrogen atoms in the structure and tight packing. Uric acid is the starting compound in the THAP synthesis chain. When it is oxidized by sodium persulfate or potassium ferrocyanide, 1,5-diaminoglycoluril is formed, from which the propellane structure is formed by the tricyclization reaction. This work expanded the range of oxidants for the conversion of uric acid to 1,5-diaminoglycoluril. It was found that 1,5-diaminoglycoluril was formed with a yield of 29 % when using equimolar proportions of uric acid and KMnO4. When using MnO2 in a ten times more excess, the yield of 1,5-diaminoglycoluril was 38 %. The article also presents the results of a study of the interaction of uric acid with some amines. The reaction of interaction of uric acid with benzylamine was studied in more detail, the reaction products of which were 4-benzylimino-5-benzylaminoallantoin, 4- benzylimino-1-benzylamino-allantoin and 4-benzyliminoallantoin. Based on the synthesis of 4- benzyliminoallantoin, a number of promising derivatives of 4-iminoallantoin were obtained, namely 4- ethyliminoallantoin, 4-propyliminoallantoin, 4-i-propyliminoallantoin, 4-n-butyliminoallantoin, 4-i- butyliminoallantoin, 4-tert-butyliminoallantoin.
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