2-[(5,7-dimethyl-6-oxo-4a,7a-diphenyl-4,4a,5,6,7,7a-hexahydro-1H-imidazo[4,5-e][1,2,4]triazin-3-yl)thio]acetic acid | 309290-75-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-[(5,7-dimethyl-6-oxo-4a,7a-diphenyl-4,4a,5,6,7,7a-hexahydro-1H-imidazo[4,5-e][1,2,4]triazin-3-yl)thio]acetic acid
• 英文别名: {(5,7-dimethyl-6-oxo-4a,7a-diphenyl-4,4a,5,6,7,7a-hexahydro-1H-imidazo[4,5-e]-1,2,4-triazin-3-yl)thio}acetic acid；2-[(5,7-dimethyl-6-oxo-4a,7a-diphenyl-1,2-dihydroimidazo[4,5-e][1,2,4]triazin-4-ium-3-yl)sulfanyl]acetate
• CAS: 309290-75-3
• 化学式: C₂₀H₂₁N₅O₃S
• 分子量: 411.484
• InChiKey: IXDQUBPMBWHEDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(5,7-dimethyl-6-oxo-4a,7a-diphenyl-4,4a,5,6,7,7a-hexahydro-1H-imidazo[4,5-e][1,2,4]triazin-3-yl)thio]acetic acid 在 乙酸酐 作用下， 反应 0.5h， 以83%的产率得到1,3-dimethyl-3a,9a-diphenyl-3,3a,9,9a-tetrahydroimidazo[4,5-e]-1,3-thiazolo[3,2-b]-1,2,4-triazine-2,7(1H,6H)-dione
  参考文献：
  名称：

  Condensation of 5,7-dimethyl-4a,7a-diphenyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-6-one with halogenoacetic acids

  摘要：

  The reaction of 5,7-dimethyl-4a,7a-diphenyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-6-one with halogenoacetic acids was studied, and the directed synthesis of {(5,7-dimethyl-6-oxo-4a,7a-diphenyl-4,4a,5,6,7,7a-hexahydro-1H-imidazo[4,5-e]-1,2,4-triazin-3-yl)thio} acetic acid and 1,3-dimethyl-3a,9a-diphenyl-3,3a,9,9a-tetrahydroimidazo[4,5-e]-1,3-thiazolo[3,2-b]-1,2,4-triazine-2,7(1H,6H)-dione was perfomed for the first time; the structures of title compounds were confirmed by the (1)H-{(13)C} HMBC, (1)H-{(15)N} HSQC, TOCSY, NOESY, HMBC, HSQCED NMR spectroscopy methods and XRD analysis of the tricyclic product.

  DOI：

  10.1016/j.mencom.2010.01.018
• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以89%的产率得到2-[(5,7-dimethyl-6-oxo-4a,7a-diphenyl-4,4a,5,6,7,7a-hexahydro-1H-imidazo[4,5-e][1,2,4]triazin-3-yl)thio]acetic acid
  参考文献：
  名称：

  通过[3,2-b]-稠合异构体的骨架重排合成7-oxindolylidene-3a,9a-二苯基咪唑并噻唑并[2,3-c][1,2,4]三嗪

  摘要：

  以前无法获得的 7-oxindolylidene-1,3-dimethyl-3a,9adiphenylimidazo[4,5- e ]thiazolo[2,3 - c ][1,2,4]triazines 通过骨架脒重排获得 63-90% 的产率用甲醇钠处理相应的咪唑并[4,5 -e ]噻唑并[3,2- b ][1,2,4]三嗪中的噻唑三嗪体系。

  DOI：

  10.1016/j.mencom.2022.09.037

文献信息

• Transformations of S-substituted 5,7-dimethyl-4а,5а-diphenyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-2-ones under treatment of 1,2-benzoquinones and photochemical properties of reaction products
  作者：Angelina N. Kravchenko、Sergei V. Vasilevskii、Galina A. Gazieva、Vladimir V. Baranov、Valery A. Barachevsky、Olga I. Kobeleva、Olga V. Venidiktova、Valentina A. Karnoukhova

  DOI：10.1016/j.tet.2018.03.056

  日期：2018.5

  were prepared by the reactions of 3-alkylthio-5,7-dimethyl-4a,7a-diphenyl-4a,5,7,7a-tetrahydro-1H-imidazo[4,5-e]-1,2,4-triazin-6(4H)-ones with 3,5-di-tert-butyl-1,2-benzoquinone 1 and 4,6-di-tert-butyl-3-nitro-1,2-benzoquinone 2, respectively. Photochemical transformations of compounds 9 and 10a as well as products of its photooxygenation involving singlet oxygen under UV irradiation: urea 16, isomeric

  5,7-二叔丁基-1,3-二甲基-3a，9a-二苯基-3,3a-二氢-1 H-苯并[5,6] [1,4]二恶英[2， 3- d ]咪唑-2（9A ħ） -酮13和复杂9的4,6-二-叔丁基-3-硝基苯-1,2-二醇与1,3-二甲基-4,5-二苯基通过3-烷硫基5,7-二甲基-4a，7a-二苯基-4a，5,7,7a-四氢-1 H-咪唑的反应制备1 H-咪唑-2（3 H）-1 10a。 4,5-e] -1,2,4-三嗪-6（4 H）-ones与3,5-二叔丁基-1,2-苯醌1和4,6-二叔丁基-丁基-3-硝基-1,2-苯醌2。化合物的光化学转化9和10a中涉及UV辐射下单线态氧以及其光氧化的产品：尿素16，异构体的1,3-二甲基-4,5- diphenylimidazolidin -2-酮17和17' ，和化合物18进行了研究通过光谱动力学方法。获得了有关合成化合物及其光产物的吸收和荧光性质的数据。
• Cascade synthesis of the first imidazo[4,5-e]-thiazolo[2,3-c][1,2,4]triazine derivative
  作者：Angelina N. Kravchenko、Galina A. Gazieva、Sergei V. Vasilevskii、Yulia V. Nelyubina

  DOI：10.1016/j.mencom.2014.03.019

  日期：2014.3

  (Z)-7-(3,5-Di-tert-butyl-6-oxocyclohexa-2,4-dien-1-ylidene)-1,3-dimethyl-3a,9a-diphenyl-1,3 a,4,9 a-tetrahydroimidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazine-2,8(3H,7H)-dione was obtained by aldol condensation of 3,5-di-tert-butyl-1,2-benzoquinone with 1,3-dimethyl-3a,9a-diphenyl-3,3a,9,9a-tetrahydroimidazo[4,5-e]thiazolo[3,2-b][1,2,4]triazine-2,7(1H,6H)-dione followed by intramolecular thiazole ring-opening/closing in the condensation primary adduct.