4-(2-甲基苯基)-1,2,5-恶二唑-3-胺 | 22899-59-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(2-甲基苯基)-1,2,5-恶二唑-3-胺
• 英文名称: 3-amino-4-(o-tolyl)-furazan
• 英文别名: 4-(2-Methylphenyl)-1,2,5-oxadiazol-3-amine
• CAS: 22899-59-8
• 化学式: C₉H₉N₃O
• mdl: MFCD16779602
• 分子量: 175.19
• InChiKey: DWWWZYSTWIXEAJ-UHFFFAOYSA-N

物化性质

• 熔点：
  105 °C(Solv: ethanol (64-17-5))
• 沸点：
  301.8±34.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  64.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-甲基苯基)-1,2,5-恶二唑-3-胺 、 6-(3,5-dimethylpyrazol-1-yl)-1,2,4-triazolo[4,3-b][1,2,4,5]tetrazine 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以85%的产率得到N-([1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-yl)-4-(o-tolyl)-furazan-3-amine
  参考文献：
  名称：

  A Direct Approach to a 6-Hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine Library

  摘要：

  The synthesis of 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines is reported. The functionalized secondary amines were constructed via a K2CO3-mediated SNAr reaction of weakly basic hetarylamines with 3-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines, which allowed displacement 3,5-dimethylpyrazolyl leaving group. Significantly, the reaction exhibited a broad substrate scope and proceeded in good yields.

  DOI：

  10.1021/ol403308h
• 作为产物：
  描述：

  3-氧代-3-(2-甲苯基)丙酸甲酯 以46%的产率得到4-(2-甲基苯基)-1,2,5-恶二唑-3-胺
  参考文献：
  名称：

  One-pot synthesis of 3-amino-4-aryl- and 3-amino-4-hetarylfurazans

  摘要：

  开发了一种“一锅法”合成3-氨基-4-芳基和3-氨基-4-杂芳基呋咱的方法，该方法利用β-芳基和4-β-杂芳基-β-氧代酸酯。

  DOI：

  10.1007/s11172-005-0359-4

文献信息

• A mild and efficient synthesis of aminofurazans
  作者：Aleksei B. Sheremetev、Andrei S. Kozeev、Nadezhda V. Palysaeva、Kyrill Yu. Suponitsky

  DOI：10.1039/d3nj03371f

  日期：——

  An efficient, one-pot protocol for the synthesis of aminofurazans from readily available and inexpensive bromomethyl ketones has been developed. Alkyl, aryl and heteroaryl aminofurazans have been synthesized and characterized by multinuclear NMR and single crystal X-ray crystallography.

  已经开发出一种有效的一锅法，用于从容易获得且廉价的溴甲基酮合成氨基呋喃。烷基、芳基和杂芳基氨基呋喃已被合成并通过多核NMR和单晶X射线晶体学进行表征。
• Lakhan, Ram; Singh, Om Prakash, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, p. 690 - 692
  作者：Lakhan, Ram、Singh, Om Prakash

  DOI：——

  日期：——
• LAKHAN, RAM;SINGH, OM PRAKASH, INDIAN J. CHEM., 26,(1987) N 7, 690-692
  作者：LAKHAN, RAM、SINGH, OM PRAKASH

  DOI：——

  日期：——
• One-pot synthesis of 3-amino-4-aryl- and 3-amino-4-hetarylfurazans
  作者：A. B. Sheremetev

  DOI：10.1007/s11172-005-0359-4

  日期：2005.4

  A “one pot” method for the synthesis of 3-amino-4-aryl- and 3-amino-4-hetarylfurazans from β-aryl- and 4-β-hetaryl-β-oxo acid esters was developed.

  开发了一种“一锅法”合成3-氨基-4-芳基和3-氨基-4-杂芳基呋咱的方法，该方法利用β-芳基和4-β-杂芳基-β-氧代酸酯。
• A Direct Approach to a 6-Hetarylamino[1,2,4]triazolo[4,3-<i>b</i>][1,2,4,5]tetrazine Library
  作者：Nadezhda V. Palysaeva、Katerina P. Kumpan、Marina I. Struchkova、Igor L. Dalinger、Aleksandr V. Kormanov、Nataly S. Aleksandrova、Victor M. Chernyshev、Dmitrii F. Pyreu、Kyrill Yu. Suponitsky、Aleksei B. Sheremetev

  DOI：10.1021/ol403308h

  日期：2014.1.17

  The synthesis of 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines is reported. The functionalized secondary amines were constructed via a K2CO3-mediated SNAr reaction of weakly basic hetarylamines with 3-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines, which allowed displacement 3,5-dimethylpyrazolyl leaving group. Significantly, the reaction exhibited a broad substrate scope and proceeded in good yields.