Synthesis, hydrolysis reactions and conformational study of 2-substituted 3,5-diamino-4-nitroso-2H-1,2,6-thiadiazine 1,1-dioxides
Synthesis, hydrolysis reactions and conformational study of 2-substituted 3,5-diamino-4-nitroso-2H-1,2,6-thiadiazine 1,1-dioxides
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DOI：
10.1039/p29960000293
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发表时间：
1996-03-01
期刊：
影响因子：
--
通讯作者：
Aran, VJ
中科院分区：
文献类型：
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作者：
Alkorta, I;GarciaGomez, C;Aran, VJ
2-取代的3，5-二氨基-4-亚硝基-2H-1，2，6-噻二嗪1，1-二氧化物在溶液中作为亚硝基的两种旋转构象异构体的混合物存在，所述亚硝基通过与3位和5位的氨基的氢键稳定。用H-1、C-13和N-15核磁共振谱以及分子轨道从头计算研究了这些构象的稳定性。此外，这些化合物进行了水解反应，得到5-氨基-4-羟基亚氨基-3-氧代-3，4-二氢-2H-1，2，6-噻二嗪1，1-二氧化物和4-氨基-3-氧代-2，3-二氢-1，2，5-噻二唑1，1-二氧化物。
The 2-substituted 3,5-diamino-4-nitroso-2H-1,2,6-thiadiazine 1,1-dioxides are present in solution as a mixture of two rotational conformers of the nitroso group that are stabilized by hydrogen bonds with the amino groups in positions 3 and 5. The stability of these conformations has been studied using H-1, C-13 and N-15 NMR spectroscopy as well as molecular orbital ab initio calculations, In addition, hydrolysis reactions of these compounds have been carried out affording 5-amino-4-hydroxyimino-3-oxo-3,4-dihydro-2H-1,2,6-thiadiazine 1,1-dioxides and 4-amino-3-oxo-2,3-dihydro-1,2,5-thiadiazole 1,1-dioxides.