6-(4-methoxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine | 22184-40-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(4-methoxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
• 英文别名: 6-(p-methoxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thidiazine；6-(4-methoxy-phenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine；6--7-H-1,2,4-triazolo<3.4-b>-1,3,4-thiadiazin；7H-6-(p-Methoxyphenyl)-s-triazolo<3,4-b><1,3,4>thiadiazin
• CAS: 22184-40-3
• 化学式: C₁₁H₁₀N₄OS
• 分子量: 246.293
• InChiKey: NEKGYHANNKHDKU-UHFFFAOYSA-N

物化性质

• 熔点：
  157 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• 沸点：
  450.2±47.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  77.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 6-(4-methoxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 反应 1.0h， 以70%的产率得到1-acetyl-7-acetylsulfanyl-6-(p-methoxyphenyl)-1H-pyrazolo[5,1-c][1,2,4]triazole
  参考文献：
  名称：

  Pyrolytic desulfurization ring contraction of condensed thiadiazines as a general route towards pyrazoloazines and pyrazoloazoles with a bridgehead (ring junction) nitrogen atom

  摘要：

  Pyrolytic conversion of [1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-ones, [1,3,4]thiadiazino[2,3-b]quinazolin-10-ones and [1,2,4]triazolo[3,4-b][1,3,4]thiadiazines into their corresponding pyrazolo[5,1-c][1,2,4]triazin-4-ones, Pyrazolo[4,3-b]quinazolin-9-ones and pyrazolo[5,1-b][1,2,4]triazoles via desulfurization ring contraction is described. The starting condensed 1,3,4-thiadiazines were prepared from the corresponding readily available 4-amino-3-thioxo-1,2,4-triazin-5(4H)-ones, 3-amino-2,3-dihydro-2-thioxo-quinazolin-4(1H)-one and 4-amino-3(2H)-thioxo-1,2,4-triazoles upon reaction with the appropriate alpha-haloketones in two steps, or directly in one step in ethylpyridinium tetrafluoroborate (ionic liquid, IL). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.067
• 作为产物：
  描述：

  4-氨基-3-巯基-4H-1,2,4-三唑 、 alpha-溴-4-甲氧基苯乙酮 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以91%的产率得到6-(4-methoxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
  参考文献：
  名称：

  Pyrolytic desulfurization ring contraction of condensed thiadiazines as a general route towards pyrazoloazines and pyrazoloazoles with a bridgehead (ring junction) nitrogen atom

  摘要：

  Pyrolytic conversion of [1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-ones, [1,3,4]thiadiazino[2,3-b]quinazolin-10-ones and [1,2,4]triazolo[3,4-b][1,3,4]thiadiazines into their corresponding pyrazolo[5,1-c][1,2,4]triazin-4-ones, Pyrazolo[4,3-b]quinazolin-9-ones and pyrazolo[5,1-b][1,2,4]triazoles via desulfurization ring contraction is described. The starting condensed 1,3,4-thiadiazines were prepared from the corresponding readily available 4-amino-3-thioxo-1,2,4-triazin-5(4H)-ones, 3-amino-2,3-dihydro-2-thioxo-quinazolin-4(1H)-one and 4-amino-3(2H)-thioxo-1,2,4-triazoles upon reaction with the appropriate alpha-haloketones in two steps, or directly in one step in ethylpyridinium tetrafluoroborate (ionic liquid, IL). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.067

文献信息

• Condensed systems based on 4-amino-3-mercapto-1,2,4-triazole
  作者：N. N. Kolos、V. D. Orlov、E. K. Slobodina、E. Yu. Yur'eva、S. P. Korshunov、Zyong van Tué

  DOI：10.1007/bf00473950

  日期：1992.2
• Song, Ming-Xia; Zhang, Chun-Bo; Deng, Xian-Qing, Letters in drug design and discovery, 2011, vol. 8, # 9, p. 769 - 773
  作者：Song, Ming-Xia、Zhang, Chun-Bo、Deng, Xian-Qing、Sun, Zhi-Gang、Quan, Zhe-Shan

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• Westphal,G.; Henklein,P., Zeitschrift fur Chemie, 1969, vol. 9, # 3, p. 111 - 112
  作者：Westphal,G.、Henklein,P.

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• Bala,S. et al., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1978, vol. 16B, p. 481 - 483
  作者：Bala,S. et al.

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