3,6-二苯基-[1,2,4]三唑并[3,4-b][1,3,4]噻二唑 | 43029-44-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3,6-二苯基-[1,2,4]三唑并[3,4-b][1,3,4]噻二唑
• 英文名称: 3,6-diphenyl-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole
• 英文别名: 4,7-diphenyl-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole；3,6-Diphenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol；1,2,4-Triazolo(3,4-b)(1,3,4)thiadiazole, 3,6-diphenyl-；3,6-diphenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
• CAS: 43029-44-3
• 化学式: C₁₅H₁₀N₄S
• 分子量: 278.337
• InChiKey: KGWKTDZMUQWDEW-UHFFFAOYSA-N

物化性质

• 熔点：
  201 °C
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cobalt(II) chloride hexahydrate 、 3,6-二苯基-[1,2,4]三唑并[3,4-b][1,3,4]噻二唑 以 乙醇 为溶剂， 以30%的产率得到Co(4,7-diphenyl-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole)2Cl2
  参考文献：
  名称：

  Metal–organic coordination architectures of condensed heterocyclic based 1,2,4-triazole: Syntheses, structures and emission properties

  摘要：

  In efforts to explore the effects of metal ions, ligand structures, counteranions on the structures and properties of metal-organic complexes, seven d(10) metals (Zn and Cd) and transition metals (Cu and Co) coordination compounds with condensed heterocyclic based 1,2,4-triazole 4,7-diphenyl-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole (L-1), 4-phenyl-7-(pyridine-3-yl)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole (L-2), 4-phenyl-7-(pyridine-4-yl)-1.2,4-triazolo[3,4-b]-1,3,4-thiadiazole (L-3), and 4-(pyridine-3-yl)-7-(pyridine-4-yl)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole (L-4), Zn(L-1)(2)Cl-2 (1), Co(L-1)(2)Cl-2 (2), {[Cd(L-2)(2)(H2O)(2)]center dot (ClO4)(2)}(infinity) (3), Cd(L-2)(2)(NO3)(2)(H2O)(2) (4), {[Cu(L-3)(2)(NO3)(2)]center dot(CH2O2)}(infinity) (5), {[Cu(L-3)(2)(OH)(MeOH)]center dot(MeOH)(2)center dot BF4}(infinity) (6) and [Cd(L-4)(2)(NO3)2](infinity) (7) were synthesized and structurally characterized by elemental analyses, 1R spectroscopy and single-crystal X-ray diffraction. Complexes 1,2 and 4 have a mononuclear structure, 1 and 2 have similar structure, 3 and 6 have a neutral rhombohedral grid with a (4,4) topology, the coordination network of 3 further assembled into a three-dimensional framework by O-H center dot center dot center dot O hydrogen-bonding interactions, 5 reveals a coordination chain structures consisting of a neutral chain {[Cu(L-3)(2)(NO3)(2)]center dot(CH2Cl2)}(infinity) with the Cu-II centers, and 7 has a coordination chain. Obviously, the structural differences among them are attributable to the difference of metal ions, counter-anions, the locality and amount of coordination atoms in ligands framework. All the complexes are air stable at room temperature. Furthermore, the fluorescent properties of complexes 1, 3, 4, 7 and corresponding ligands have been investigated and discussed. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.05.028
• 作为产物：
  描述：

  2-氨基-5-苯基-1,3,4-噻二唑 在 吡啶 、 一水合肼 、 三氯氧磷 作用下， 以 乙醇 、 xylene 为溶剂， 反应 2.0h， 生成 3,6-二苯基-[1,2,4]三唑并[3,4-b][1,3,4]噻二唑
  参考文献：
  名称：

  1,2,4-Triazoles. XVI. Derivatives of the s-Triazolo[3,4-b][1,3,4]thiadiazole Ring System¹

  摘要：

  DOI：

  10.1021/jo01349a014

文献信息

• Microwave-Enhanced Reactions of 4-Amino-5-merecapto-1,2,4-triazoles with Benzoyl Chloride and Aromatic Aldehydes
  作者：Yinjuan Bai、Guifang Zhao、Chunyuan Li、Shuixia Zhao、Zhen Shi

  DOI：10.1080/00397910802136649

  日期：2008.9.12

  Abstract The microwave-enhanced reactions of 4-amino-5-mercapto-3-substituent-1,2,4-triazoles with benzoyl chloride or arylaldehydes under solvent-free conditions without catalyst were studied. 3-Substituded-6-phenyl-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles were easily prepared by the reactions of 4-amino-5-merecapto-3-substituded-1,2,4-triazoles with benzoyl chloride. 4-Arylideneamino-5-mercapto-3-substituted-1

  摘要 研究了4-氨基-5-巯基-3-取代基-1,2,4-三唑与苯甲酰氯或芳醛在无溶剂、无催化剂条件下的微波增强反应。3-取代-6-苯基-1,2,4-三唑并[3,4-b]-1,3,4-噻二唑很容易通过4-氨基-5-巯基-3-取代-1的反应制备,2,4-三唑与苯甲酰氯。4-亚芳基氨基-5-巯基-3-取代的-1,2,4-三唑是通过4-氨基-5-巯基-3-取代基-1,2,4-三唑与芳醛缩合得到的。该方法具有反应时间短、过程环境友好、易纯化、收率高等优点。
• 1,2,4-Triazoles. Improved synthesis of 5-substituted 4-amino-3-mer-cato-(4<i>H</i>)-1,2,4-triazoles and a facile route to 3,6-disubstituted 1,2,4-triazolo[3,4-<i>b</i>][1,3,4]thiadiazoles
  作者：Francesco Paolo Invidiata、Giancarlo Furná、Ilaria Lampronti、Daniele Simoni

  DOI：10.1002/jhet.5570340427

  日期：1997.7

  thiocarbohydrazide with carboxylic acids at the melting temperature allows an improved preparation of the S-substituted 4-amino-3-mercapto-1,2,4-triazole heterocycles. The crude 4-amino-5-mercapto-1,2,4-triazoles react easily with carboxylic acids or carboxylic acid chlorides to afford the 1,2,4-triazolo[3,4-fc][1,3,4]thiadiazole ring system.

  硫代碳酰肼与羧酸在熔融温度下的反应可以改进S-取代的4-氨基-3-巯基-1,2,4-三唑杂环的制备。粗制的4-氨基-5-巯基-1,2,4-三唑容易与羧酸或羧酸氯化物反应，得到1,2,4-三唑并[3,4- fc ] [1,3,4]噻二唑环系。
• Kanaoka, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1956, vol. 76, p. 1133,1135, 1136
  作者：Kanaoka

  DOI：——

  日期：——
• Eweiss, N. F.; Bahajaj, A. A., Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 1173 - 1182
  作者：Eweiss, N. F.、Bahajaj, A. A.

  DOI：——

  日期：——
• Malbec, Frederique; Milcent, Rene; Barbier, Geo, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1689 - 1698
  作者：Malbec, Frederique、Milcent, Rene、Barbier, Geo

  DOI：——

  日期：——