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 | 296245-75-5

• 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: 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
• 英文别名: 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；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；1,3-dimethyl-3a,9a-diphenyl-3,3a,9,9a-tetrahydroimidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazin-2,7(1H,6H)-dione；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；4,6-dimethyl-3,7-diphenyl-10-thia-1,2,4,6,8-pentazatricyclo[7.3.0.03,7]dodec-8-ene-5,12-dione
• CAS: 296245-75-5
• 化学式: C₂₀H₁₉N₅O₂S
• mdl: MFCD01087851
• 分子量: 393.469
• InChiKey: ZECIXDRLCSFTLU-UHFFFAOYSA-N

物化性质

• 熔点：
  280-282 °C
• 沸点：
  561.9±60.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  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 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以72%的产率得到
  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
• 作为产物：
  描述：

  溴乙酸 、 5,7-dimethyl-3-thioxo-4a,7a-diphenyloctahydro-6H-imidazo[4,5-e][1,2,4]triazin-6-one 在 sodium acetate 、 溶剂黄146 作用下， 以75%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：

  新型咪唑并[4,5-e] [1,3]噻唑洛-[3,2-b] [1,2,4]三嗪衍生物的合成

  摘要：

  咪唑并[4,5- e ] [1,3]噻唑并[3,2- b ]-[1,2,4]三嗪-2,7-的咪唑并[Z] -6-芳基（杂芳基）亚甲基衍生物通过咪唑并[4,5- e ]-[1,3]噻唑并[3,2- b ] [1,2,4]三嗪-2,7-二酮与芳族或杂芳族醛的醛醇-丁烯醛缩合反应合成二酮或咪唑并[4,5- e ] [1,2,4]三嗪-3-硫酮，溴乙酸和醛的三组分缩合反应。

  DOI：

  10.1007/s10593-013-1349-3

文献信息

• Diastereoselective Synthesis of (<i>Z</i>)-6-(2-Oxo-1,2-dihydro-3<i>H</i>-indol-3-ylidene)-3,3a,9,9a-tetrahydroimidazo[4,5-<i>e</i>]thiazolo[3,2-<i>b</i>]-1,2,4-triazin-2,7(1<i>H</i>,6<i>H</i>)-diones
  作者：Galina A. Gazieva、Ekaterina A. Shishkova、Ludmila B. Kulikova、Natal'ya G. Kolotyrkina、Natal'ya V. Sigay、Angelina N. Kravchenko

  DOI：10.1002/jhet.2008

  日期：2014.7

  Two efficient and diastereoselective procedures for the synthesis of (Z)‐6‐(2‐oxo‐1,2‐dihydro‐3H‐indol‐3‐ylidene)‐3,3a,9,9a‐tetrahydroimidazo[4,5‐e]thiazolo[3,2‐b]‐1,2,4‐triazin‐2,7(1H,6H)‐diones by aldol‐crotonic condensation of 1,3‐dimethyl‐3a,9a‐diphenyl‐3,3a,9,9a‐tetrahydroimidazo[4,5‐e]thiazolo[3,2‐b]‐1,2,4‐triazin‐2,7(1H,6H)‐dione with isatins under acidic or basic catalysis are reported. Isomerization

  合成（Z）-6-（2-氧代-1,2-二氢-3 H-吲哚-3-亚烷基）-3,3a，9,9a-四氢咪唑的两种有效且非对映选择性的方法[4,5- e ] thiazolo [3,2 - b ] -1,2,4-三嗪-2,7 （1 H，6 H）-二酮通过1，3-二甲基-3a，9a-二苯基-3的羟醛-巴豆酸缩合反应，3a，9,9a-四氢咪唑并[4,5- e ]噻唑并[3,2 - b ] -1,2,4-三嗪-2,7 （1 H，6 H）-二酮与靛红在酸性或碱性条件下有催化作用的报道。（Z）-7-（1-烯丙基-2-氧代-1,2-二氢-3 H-吲哚-3-亚烷基）-1,3-二甲基-3a，9a-二苯基-1,3a，4的异构化，9a-四氢咪唑[4,5-在基本条件下观察到e ] thiazolo [2,3 - c ] -1,2,4-三嗪-2,8（3 H，7 H）-dione。
• Synthesis of novel spiro[indole-3,3′-pyrrolidin]-2(1H)-ones
  作者：G. A. Gazieva、N. G. Kolotyrkina、A. N. Kravchenko、N. N. Makhova

  DOI：10.1007/s11172-014-0449-2

  日期：2014.2

  Diastereoselective [3+2] cycloaddition of azomethine ylide to 1,3-dimethyl-6-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)-3a,9a-diphenyl-3,3a,9,9a-tetrahydroimidazo[4,5-e]thiazolo[3,2-b]-[1,2,4]triazine-2,7(1H,6H)-dione yields hitherto unknown 1,1′,3-trimethyl-3a,9a-diphenyl-3,3a,9,9a-tetrahydrodispiro(imidazo[4,5-e]thiazolo[3,2-b][1,2,4]triazine-6,3′-pyrrolidine-4′,3″-indole)-2,2″,7(1H,1″H)-triones.

  偶氮甲碱叶立德的非对映选择性 [3+2] 环加成反应生成 1,3-二甲基-6-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)-3a,9a-diphenyl-3,3a,9 ,9a-四氢咪唑并[4,5-e]噻唑并[3,2-b]-[1,2,4]三嗪-2,7(1H,6H)-二酮产生迄今未知的1,1',3-三甲基-3a,9a-diphenyl-3,3a,9,9a-tetrahydrodispiro(imidazo[4,5-e]thiazolo[3,2-b][1,2,4]triazine-6,3'-pyrrolidine-4 ′,3″-吲哚)-2,2″,7(1H,1″H)-三酮。
• Reaction of 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 with isatins
  作者：Sergei V. Vasilevskii、Yulia V. Nelyubina、Natal’ya G. Kolotyrkina、Pavel A. Belyakov、Lyudmila B. Kulikova、Angelina N. Kravchenko

  DOI：10.1016/j.mencom.2010.09.017

  日期：2010.9

  Condensation of 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 with isatins afforded 6-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)-3,3a,9,9a-tetrahydro-1,3-dimethyl-3a,9a-diphenylimidazo-[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7(1H,6H)-diones; a new conglomerate (space group P212121) was found by an X-ray diffraction study.

  1,3-二甲基-3a，9a-联苯-3,3a，9,9a-四氢咪唑并[4,5-e] -1,3-噻唑并[3,2-b] -1,2,4-的缩合反应三嗪-2,7（1H，6H）-二酮与靛红提供6-（2-氧代-1,2-二氢-3H-吲哚-3-亚烷基）-3,3a，9,9a-四氢-1,3 -二甲基-3a，9a-二苯基咪唑基-[4，5-e]噻唑并[3，2-b] -1，2，4-三嗪-2，7（1H，6H）-二酮；通过X射线衍射研究发现了一个新的团块（空间群P212121）。
• 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.
• Unexpected formation of 6-[benzofuran-3(2H)-ylidene]-3,3a,9,9a-tetra-hydroimidazo[4,5-e]thiazolo[3,2-b][1,2,4]triazine-2,7-dione derivative
  作者：Angelina N. Kravchenko、Sergei V. Vasilevskii、Galina A. Gazieva、Yulia V. Nelyubina

  DOI：10.1016/j.mencom.2015.11.027

  日期：2015.11

  Condensation of 4,6-di(tert-butyl)-3-nitro-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 in AcOH gives a new 6-(benzofuranylidene)tetrahydroimidazo[4,5-e]thiazolo[3,2-b][1,2,4]triazine-2,7-dione derivative, whose structure was confirmed by X-ray diffraction analysis.