quinoxaline-2,3-dicarboximide | 5660-33-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: quinoxaline-2,3-dicarboximide
• 英文别名: 1H-pyrrolo[3,4-b]quinoxaline-1,3(2H)-dione；Chinoxalin-dicarbonsaeure-(2,3)-imid；pyrrolo[3,4-b]quinoxaline-1,3-dione；Pyrrolo[3,4-b]chinoxalin-1,3-dion；Quinoxaline-2,3-dicarboximide；pyrrolo[3,4-b]quinoxaline-1,3-dione
• CAS: 5660-33-3
• 化学式: C₁₀H₅N₃O₂
• 分子量: 199.169
• InChiKey: ZMTZXBDPFNJNKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-tert-buyl-3-(5-tert-butyl-3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl)-1H-isoindol-1-one 、 丙二酸 、 quinoxaline-2,3-dicarboximide 在 zinc diacetate 作用下， 以15%的产率得到2²⁽³⁾,7²⁽³⁾-di-tert-butyldibenzo[a,g]diquinoxalino[2,3-l:2',3'-q]porphyrinato)zinc(II)
  参考文献：
  名称：

  Synthesis and spectral properties of unsymmetrical benzoporphyrins containing phenoxy groups or quinoxaline fragments

  摘要：

  Condensation of phthalimide and 4-tert-butylphthalimide with zinc(II) acetate gave 3-(3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl)-1H-isoindol-1-one and 5-tert-butyl-3-(5-tert-butyl-3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl)-1H-isoindol-1-one, respectively. Their reactions with 4-phenoxyphthalimide and quinoxaline-2,3-dicarboximide in the presence of Zn(OAc)(2) led to the formation of zinc complexes of cis-4,4'-diphenoxytetrabenzoporphyrin and cis-di(4-tert-butylbenzo)diquinoxalinoporphyrin. The complexes were converted into the free bases by treatment with sulfuric acid. Spectral properties of the obtained porphyrin derivatives were studied.

  DOI：

  10.1134/s1070428007070226
• 作为产物：
  描述：

  2,3-喹喔啉二羧酸 在 氨 作用下， 反应 0.17h， 以79%的产率得到quinoxaline-2,3-dicarboximide
  参考文献：
  名称：

  Synthesis and spectral properties of unsymmetrical benzoporphyrins containing phenoxy groups or quinoxaline fragments

  摘要：

  Condensation of phthalimide and 4-tert-butylphthalimide with zinc(II) acetate gave 3-(3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl)-1H-isoindol-1-one and 5-tert-butyl-3-(5-tert-butyl-3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl)-1H-isoindol-1-one, respectively. Their reactions with 4-phenoxyphthalimide and quinoxaline-2,3-dicarboximide in the presence of Zn(OAc)(2) led to the formation of zinc complexes of cis-4,4'-diphenoxytetrabenzoporphyrin and cis-di(4-tert-butylbenzo)diquinoxalinoporphyrin. The complexes were converted into the free bases by treatment with sulfuric acid. Spectral properties of the obtained porphyrin derivatives were studied.

  DOI：

  10.1134/s1070428007070226

文献信息

• Copper(I)-catalyzed benzylic C(sp3)–H geminal difunctionalization: Successive oxidative intramolecular amidation and hydroxylation
  作者：Zhiguo Zhang、Songnan Wang、Chunfang Hu、Nana Ma、Guisheng Zhang、Qingfeng Liu

  DOI：10.1016/j.tet.2018.11.023

  日期：2018.12

  A selective copper(I)-catalyzed benzylic C(sp3)–H geminal difunctionalization reaction of a benzylic-type sp3 carbon was developed. This novel strategy allowed simultaneous introduction of amide and hydroxyl group in a highly selective and efficient way via successive oxidative intramolecular amidation and hydroxylation. This method was also applied to the synthesis of 3-hydroxy-2,3-dihydro-1H-pyrrolo[3

  开发了选择性铜（I）催化的苄型sp 3碳的苄基C（sp 3）–H双子双官能化反应。这种新颖的策略允许通过连续的氧化性分子内酰胺化和羟基化以高度选择性和有效的方式同时引入酰胺和羟基。该方法还适用于从容易获得的3-甲基-N-取代的喹喔啉-2-羧酰胺以中度到良好的程度合成3-羟基-2,3-二氢-1 H-吡咯并[3,4- b ]喹喔啉酮。产量。吡咯并[5,4- b]的五元环状半胱氨酸部分]喹喔啉酮可以用作随后转化为其他有用的官能团的中间体。
• Use of substituted dithiine-dicarboximides for combating phytopathogenic fungi
  申请人：Grammenos Wassilios

  公开号：US20140045687A1

  公开（公告）日：2014-02-13

  The present invention relates to the use of dithiine-dicarboximide compounds of formula I as defined in the description, and the N-oxides, and salts thereof for combating harmful fungi and seed coated with at least one such compound. The invention also relates to novel dithiine-dicarboximides, processes and intermediates for preparing these compounds and also to compositions comprising at least one such compound.

  本发明涉及使用公式I中定义的二噻吩二酰亚胺化合物及其N-氧化物和盐来防治有害真菌和种子，以及至少涂覆有一种这样的化合物的种子。本发明还涉及新型二噻吩二酰亚胺化合物、制备这些化合物的方法和中间体，以及包含至少一种这样的化合物的组合物。
• Chattaway; Humphrey, Journal of the Chemical Society, 1929, p. 648
  作者：Chattaway、Humphrey

  DOI：——

  日期：——
• US9137997B2
  申请人：——

  公开号：US9137997B2

  公开（公告）日：2015-09-22
• Synthesis and spectral properties of unsymmetrical benzoporphyrins containing phenoxy groups or quinoxaline fragments
  作者：N. E. Galanin、G. P. Shaposhnikov

  DOI：10.1134/s1070428007070226

  日期：2007.7

  Condensation of phthalimide and 4-tert-butylphthalimide with zinc(II) acetate gave 3-(3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl)-1H-isoindol-1-one and 5-tert-butyl-3-(5-tert-butyl-3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl)-1H-isoindol-1-one, respectively. Their reactions with 4-phenoxyphthalimide and quinoxaline-2,3-dicarboximide in the presence of Zn(OAc)(2) led to the formation of zinc complexes of cis-4,4'-diphenoxytetrabenzoporphyrin and cis-di(4-tert-butylbenzo)diquinoxalinoporphyrin. The complexes were converted into the free bases by treatment with sulfuric acid. Spectral properties of the obtained porphyrin derivatives were studied.