(6-Methyl-1,3-benzothiazol-2-yl)-(4-nitrophenyl)methanone | 1268700-12-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (6-Methyl-1,3-benzothiazol-2-yl)-(4-nitrophenyl)methanone
• 英文别名: (6-methyl-1,3-benzothiazol-2-yl)-(4-nitrophenyl)methanone
• CAS: 1268700-12-4
• 化学式: C₁₅H₁₀N₂O₃S
• 分子量: 298.322
• InChiKey: HZHQZBOHGPEDPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-硝基苯乙醛 、 2-氨基-5-甲基苯硫酚 在 iron(III) chloride hexahydrate 、 1-butyl-3-methylimidazolium Tetrafluoroborate 作用下， 反应 12.0h， 以82%的产率得到(6-Methyl-1,3-benzothiazol-2-yl)-(4-nitrophenyl)methanone
  参考文献：
  名称：

  A novel and practical synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles

  摘要：

  A novel methodology for the synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles through FeCl3 center dot 6H(2)O catalyzed, air oxidized tandem process from commercially available 2-aminothiophenols and phenylacetaldehydes by using an ionic liquid as both reaction medium and co-catalyst was developed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.057

文献信息

• New synthesis of 2-aroylbenzothiazoles <i>via</i> metal-free domino transformations of anilines, acetophenones, and elemental sulfur
  作者：Tien V. Huynh、Khang V. Doan、Ngoc T. K. Luong、Duyen T. P. Nguyen、Son H. Doan、Tung T. Nguyen、Nam T. S. Phan

  DOI：10.1039/d0ra01750g

  日期：——

  A new synthesis of 2-aroylbenzothiazoles via iodine-promoted domino transformations of anilines, acetophenones, and elemental sulfur was demonstrated. The highlights of this tandem synthesis are (1) easily available anilines and acetophenones as feedstock; (2) transition metal-free conditions; (3) inexpensive, nontoxic, easy handling, and abundant elemental sulfur as a building block. This synthetic

  展示了通过碘促进的苯胺、苯乙酮和元素硫的多米诺转变合成 2-芳酰基苯并噻唑的新方法。这种串联合成的亮点是（1）容易获得的苯胺和苯乙酮作为原料；(2)无过渡金属条件；(3)廉价、无毒、易处理、丰富的单质硫作为砌块。这种合成策略将补充这种重要的杂环支架合成中的现有方法。据我们所知，以前的文献中没有报道过从简单的苯胺、苯乙酮和元素硫形成 2-芳酰基苯并噻唑。
• A novel and practical synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles
  作者：Xuesen Fan、Yan He、Yangyang Wang、Zaikun Xue、Xinying Zhang、Jianji Wang

  DOI：10.1016/j.tetlet.2010.12.057

  日期：2011.2

  A novel methodology for the synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles through FeCl3 center dot 6H(2)O catalyzed, air oxidized tandem process from commercially available 2-aminothiophenols and phenylacetaldehydes by using an ionic liquid as both reaction medium and co-catalyst was developed. (C) 2011 Elsevier Ltd. All rights reserved.