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Derivatives of the triaminoguanidinium ion, 7: unsymmetrically substituted N,N',N''-triaminoguanidinium salts via a cyclopentanone spiroaminal intermediate
Zeitschrift für Naturforschung B ( IF 0.8 ) Pub Date : 2020-08-27 , DOI: 10.1515/znb-2020-0004
Kerstin Karger 1 , Katharina Bechthold 1 , Gerhard Maas 1
Affiliation  

Abstract N,N′,N″-Triaminoguanidinium chloride (TAG-Cl) reacts with cyclopentanone or cyclohexanone to afford 8-(2-cyclopentylidenehydrazinyl)-6,7,9,10-tetraazaspiro[4.5]decan-8-ylium and 3-(2-cyclohexylidenehydrazinyl)-1,2,4,5-tetraazaspiro[5,5]undecan-3-ylium salts, respectively, i. e., two arms of the TAG ion were engaged in spiroaminal formation and the NH2 group of the third arm underwent imine-forming condensation. Ring-opening reactions of the cyclopentanone derived spiroaminal with aldehydes, aryl ketones, aromatic or aliphatic isocyanates give access to a variety of unsymmetrically substituted derivatives of the TAG ion.

中文翻译:

三氨基胍离子的衍生物,7:通过环戊酮螺胺中间体不对称取代的 N,N',N''-三氨基胍盐

摘要 N,N',N"-三氨基胍氯化物 (TAG-Cl) 与环戊酮或环己酮反应得到 8-(2-环戊基肼基)-6,7,9,10-四氮杂螺[4.5]癸烷-8-ylium 和 3 -(2-cyclohexylidenehydrazinyl)-1,2,4,5-tetraazaspiro[5,5]undecan-3-ylium 盐,即 TAG 离子的两个臂参与螺胺缩醛的形成和第三个的 NH2 基团臂进行亚胺形成缩合。环戊酮衍生的螺胺醛与醛、芳基酮、芳香族或脂肪族异氰酸酯的开环反应可以得到各种不对称取代的 TAG 离子衍生物。
更新日期:2020-08-27
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