6-(4-methoxyphenyl)-3-(4-methoxyphenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole | 73014-97-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(4-methoxyphenyl)-3-(4-methoxyphenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole
• 英文别名: 3,6-bis(4-methoxyphenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole；3,6-Bis(4-methoxyphenyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
• CAS: 73014-97-8
• 化学式: C₁₇H₁₄N₄O₂S
• mdl: MFCD03680310
• 分子量: 338.39
• InChiKey: FMBPKJLIVBYISH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  89.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  硫代卡巴肼 、 大茴香酸 在 silica-supported dichlorophosphate 作用下， 以 乙醇 为溶剂， 反应 0.13h， 以84%的产率得到6-(4-methoxyphenyl)-3-(4-methoxyphenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole
  参考文献：
  名称：

  Silica-Supported Dichlorophosphate as a Recoverable Cyclodehydrant: Expeditious Synthesis of [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazoles Under Microwave Irradiation

  摘要：

  An expeditious novel approach to 3,6-disubstituted [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles using silica-supported dichlorophosphate as a recoverable cyclodehydrant, carboxylic acids and thiocarbohydrazide as starting materials, and microwave irradiation as thermal source was described. The protocol has advantages of concise synthetic step, short time, good yield, easy workup procedure, and no environmental pollution.

  DOI：

  10.1080/00397910902838912

文献信息

• Unprecedented conversion of (Z)-3-chloro-3-arylacrylic acids to benzoic acids: synthesis of s-triazolo[3,4-b][1,3,4]thiadiazoles
  作者：Seema Sahi、Madhvi Bhardwaj、Satya Paul

  DOI：10.1016/j.tetlet.2014.05.059

  日期：2014.7

  An unprecedented method for the conversion of (Z)-3-chloro-3-arylacrylic acids to corresponding benzoic acids by stirring in POCl3 at 80 degrees C is reported. The benzoic acids formed in situ undergo condensation with 4-amino-5-aryl-3-mercapto-1,2,4-triazoles to yield s-triazolo[3,4-b][1,3,4]thiadiazoles in high yields. (C) 2014 Elsevier Ltd. All rights reserved.
• Anodic formation of 3,6-diaryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles and 2(3-aryl-5-methyl-1H-[1,2,4]triazol-1-yl)-5-aryl-1,3,4-thiadiazoles
  作者：Belen Batanero、Rebeca Saez、Fructuoso Barba

  DOI：10.1016/j.tet.2011.02.084

  日期：2011.4

  3,6-Disubstituted 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles together with the unknown systems 2-(3-aryl-5-methyl-1H-[1,2,4]triazol-1-yl)-5-aryl-1,3,4-thiadiazoles were obtained by anodic oxidation, under aprotic conditions, of aryl aldehyde N-(5-aryl-1,3,4-thiadiazol-2-yl) hydrazones. Mechanistic proposals are given. (C) 2011 Elsevier Ltd. All rights reserved.
• Silica-Supported Dichlorophosphate as a Recoverable Cyclodehydrant: Expeditious Synthesis of [1,2,4]Triazolo[3,4-<i>b</i>][1,3,4]thiadiazoles Under Microwave Irradiation
  作者：Zheng Li、Yanlong Zhao

  DOI：10.1080/00397910902838912

  日期：2009.10.12

  An expeditious novel approach to 3,6-disubstituted [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles using silica-supported dichlorophosphate as a recoverable cyclodehydrant, carboxylic acids and thiocarbohydrazide as starting materials, and microwave irradiation as thermal source was described. The protocol has advantages of concise synthetic step, short time, good yield, easy workup procedure, and no environmental pollution.