(6-methylbenzo[d]thiazol-2-yl)(phenyl)methanone | 1268700-09-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (6-methylbenzo[d]thiazol-2-yl)(phenyl)methanone
• 英文别名: 6-methyl-2-(4-fluorobenzoyl)benzothiazole；(4-Fluorophenyl)-(6-methyl-1,3-benzothiazol-2-yl)methanone；(4-fluorophenyl)-(6-methyl-1,3-benzothiazol-2-yl)methanone
• CAS: 1268700-09-9
• 化学式: C₁₅H₁₀FNOS
• 分子量: 271.315
• InChiKey: XYEQRQBWBFILMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 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：
  58.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基-6-甲基苯并噻唑 在 dipotassium peroxodisulfate 、 iron(III) chloride hexahydrate 、 亚硝酸异戊酯 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 12.5h， 生成 6-甲基-2-苯基苯并噻唑 、 (6-methylbenzo[d]thiazol-2-yl)(phenyl)methanone
  参考文献：
  名称：

  Iron-catalyzed arylation or aroylation of benzothiazoles with benzylic alcohols and aryl ketones

  摘要：

  An iron-catalyzed arylation or aroylation of benzothiazoles with alcohols and aryl ketones via an in situ cross-trapping strategy has been described. Both the use of an iron catalyst and the ratio of substrates are important for this transformation, and this reaction is sensitive to the electronic effects of the substituents. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.078

文献信息

• RuCl3·3H2O Catalyzed Tandem Reaction of Alkynylbromides with 2-Aminothiophenols in Water: A Convenient Synthesis of 2-Benzoylbenzothiazoles
  作者：Xuesen Fan、Yan He、Shenghai Guo、Xinying Zhang

  DOI：10.1071/ch11217

  日期：——

  RuCl3·3H2O catalyzed tandem reaction of alkynyl bromides with 2-aminothiophenols mediated by water is shown to represent a convenient synthesis of 2-benzoylbenzothiazoles. In addition, the Ru(iii) catalyst could be readily recovered and efficiently reused together with water up to three times.

  RuCl 3 ·3H 2 O催化炔基溴与水介导的2-氨基硫酚的串联反应表明可以方便地合成2-苯甲酰基苯并噻唑。另外，Ru（iii）催化剂可以容易地回收并与水一起有效地重复使用多达三遍。
• A Sustainable Synthesis of 2-Benzoxazyl and 2-Benzothiazyl Ketones from Alkynyl Bromides and 2-Amino(thio)phenols Promoted by a Recyclable Catalytic System
  作者：Liangyan Cui、Yan He、Xuesen Fan

  DOI：10.1002/cjoc.201100472

  日期：2012.4

  An environmentally and economically sustainable synthesis of 2‐benzoxazyl ketones and 2‐benzothiazyl ketones through FeCl3·6H2O catalyzed tandem reactions of alkynyl bromides with 2‐amino(thio)phenols in [bmim]BF4 has been developed. Remarkable advantages of this new synthetic strategy include high efficiency, readily available starting materials, and recyclable catalyst and reaction medium.

  通过FeCl 3 ·6H 2 O催化炔基溴化物与2-氨基（硫代）苯酚在[bmim] BF 4中的串联反应，在环境和经济上可持续地合成2-苯并恶唑酮和2-苯并噻唑酮。这种新的合成策略的显着优势包括高效，易于获得的原料以及可循环使用的催化剂和反应介质。
• 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.