(2-benzothiazolylmethyl)(dimethyl)amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: (2-benzothiazolylmethyl)(dimethyl)amine
• 英文别名: 1-(1,3-benzothiazol-2-yl)-N,N-dimethylmethanamine
• 化学式: C₁₀H₁₂N₂S
• mdl: MFCD28658874
• 分子量: 192.285
• InChiKey: PDESDHNZFBDKDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-羟甲基苯并噻唑 在 乙醇 、 氢溴酸 作用下， 生成 (2-benzothiazolylmethyl)(dimethyl)amine
  参考文献：
  名称：

  Subarowskii, Zhurnal Obshchei Khimii, 1951, vol. 21, p. 2055,2056, 2061; engl. Ausg. S. 2295, 2301

  摘要：

  DOI：

文献信息

• Visible-Light Photoredox-Catalyzed Decarboxylative Alkylation of Heteroarenes Using Carboxylic Acids with Hydrogen Release
  作者：Wan-Fa Tian、Chun-Hong Hu、Ke-Han He、Xiao-Ya He、Yang Li

  DOI：10.1021/acs.orglett.9b02539

  日期：2019.9.6

  Herein, we have developed visible-light photoredox-catalyzed decarboxylating carboxylic acids for alkylation of heteroarenes under mild conditions. The transformation occurred smoothly without the requirement of stoichiometric oxidants in the presence of 0.3 equiv of base, which benefited from the release of hydrogen (H2) and carbon dioxide (CO2). Various substrates and functional groups were tolerated

  在这里，我们已经开发了可见光光氧化还原催化的脱羧羧酸，用于在温和条件下进行杂芳烃的烷基化。在存在0.3当量碱的情况下，无需化学计量的氧化剂即可顺利进行转化，这得益于氢（H2）和二氧化碳（CO2）的释放。可以耐受各种底物和官能团。初步的机理研究表明，在催化循环中可能存在氧化淬灭途径和还原淬灭途径。
• Electrochemical Direct α-Arylation of Alkylamines with Sulfonylarenes
  作者：Kyohei Yonekura、Mari Murooka、Kohei Aoki、Eiji Shirakawa

  DOI：10.1021/acs.orglett.3c02535

  日期：2023.9.15

  α-arylation with sulfonylarenes having an azole, azine, and benzene nucleus. The α-arylation was scaled up using an electrolysis flow cell. Mechanistic studies show that anodic oxidation of an alkylamine with a sulfinate as a mediator followed by deprotonation gives an α-aminoalkyl radical, which undergoes homolytic aromatic substitution (HAS) on a sulfonylarene to give the corresponding α-arylalkylamine

  烷基胺与磺酰芳烃的电化学 α-芳基化已经开发出来。这里，多种三烷基胺和芳基(二甲基)胺适用于与具有唑、吖嗪和苯核的磺酰芳烃的α-芳基化。使用电解流动池放大α-芳基化。机理研究表明，用亚磺酸盐作为介体对烷基胺进行阳极氧化，然后去质子化，得到α-氨基烷基自由基，该自由基在磺酰芳烃上进行均解芳族取代（HAS），得到相应的α-芳基烷基胺。
• Photoinduced α‐Aminoalkylation of Sulfonylarenes with Alkylamines
  作者：Kyohei Yonekura、Kohei Aoki、Tomoya Nishida、Yuko Ikeda、Ryoko Oyama、Sayaka Hatano、Manabu Abe、Eiji Shirakawa

  DOI：10.1002/chem.202302658

  日期：2023.12.6

  α-Aminoalkylation of sulfonylarenes with alkylamines was found to proceed successfully in the presence of a base in MeOH under photoirradiation, giving a wide variety of α-arylalkylamines. The reaction is initiated by photolysis of the S−Ar bond of sulfonylarenes leading to generation of α-aminoalkyl radicals, which get into a radical chain to give α-arylalkylamines.

  发现磺酰芳烃与烷基胺的α-氨基烷基化反应在MeOH中碱存在下在光照射下成功进行，得到多种α-芳基烷基胺。该反应是通过磺酰芳烃的 S−Ar 键的光解引发的，导致生成 α-氨基烷基自由基，该自由基进入自由基链，得到 α-芳基烷基胺。
• Mn(II) Promoted Divergent‐Convergent Domino Reaction Giving Dinuclear Tetrasubstituted Pyrrole Complex
  作者：Jin Cai、Bing Zhao、Qi Zhang、Ao‐Hua Wang、Jia‐Hao Zhang、Bin Liu、Ming‐Hua Zeng

  DOI：10.1002/chem.202303553

  日期：2024.3.20

  A new domino reaction sequence has been realized between chelating heteroaryl methanamine and cheap and simple Mn(II) salt, leading to 2,3,4,5-tetrasubstituted pyrrole coordinated dinuclear Mn(II) complex. The reaction process has been studied and a six-step domino sequence involving the convergent [3+2] cycloaddition between imine and alkene/alkyne which were formed divergently from starting amine

  在螯合杂芳基甲胺和廉价且简单的 Mn(II) 盐之间实现了新的多米诺骨牌反应序列，产生 2,3,4,5-四取代吡咯配位双核 Mn(II) 配合物。研究了该反应过程，并提出了涉及亚胺和由起始胺不同形成的烯烃/炔之间的收敛[3+2]环加成的六步多米诺骨牌序列。
• Modulators of hepatocyte growth factor/c-Met activity
  申请人：Zembower E. David

  公开号：US20080058312A1

  公开（公告）日：2008-03-06

  This invention is directed to compounds and compositions that have biological properties useful for modulating HGF/SF activity. In certain embodiments, said compounds and compositions may be used in the treatment and prophylaxis of cancer or other dysproliferative diseases and inflammatory diseases such as rheumatoid arthritis.