6-methoxy-2-(pyrrolidin-1-yl)benzo[d]thiazole | 852046-49-2

• 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: 6-methoxy-2-(pyrrolidin-1-yl)benzo[d]thiazole
• 英文别名: 6-methoxy-2-(pyrrolidin-1-yl)benzothiazole；6-methoxy-2-pyrrolidin-1-yl-1,3-benzothiazole
• CAS: 852046-49-2
• 化学式: C₁₂H₁₄N₂OS
• 分子量: 234.322
• InChiKey: KYRDMSGXPQAQMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  53.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(4-methoxyphenyl)pyrrolidine-1-carbothioamide 在 N,N-二异丙基乙胺 、 溶剂红 43 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 6-methoxy-2-(pyrrolidin-1-yl)benzo[d]thiazole
  参考文献：
  名称：

  Eosin Y Catalyzed Visible-Light-Promoted Aerobic Oxidative Cyclization of 2-Aminobenzothiazole

  摘要：

  A mild and efficient one-pot visible light irradiated synthesis of 2-aminobenzothiazole 4(a-l) from arylisothiocyanate 1(a-l) and secondary amines 2 have been reported in presence of eosin Y as an organophotoredox catalyst at room temperature under aerobic condition. This synthesis includes application of air and visible light as inexpensive, readily available, high atom economy, non-toxic and sustainable regents.

  DOI：

  10.5562/cca2632

文献信息

• Solid Supported Nano Structured Cu-Catalyst for Solvent/Ligand Free C₂Amination of Azoles
  作者：Pratip Kumar Dutta、Subhabrata Sen、Debasree Saha、Basabbijayi Dhar

  DOI：10.1002/ejoc.201701669

  日期：2018.2.7

  A titanium oxide encapsulated recyclable cuprous iodide nanocatalyst that promotes amination of azoles is reported.

  报道了促进唑类胺化的氧化钛包封的可循环使用的碘化亚铜纳米催化剂。
• Arylthioureas with bromine or its equivalents gives no ‘Hugerschoff’ reaction product
  作者：Ramesh Yella、Siva Murru、Abdur Rezzak Ali、Bhisma K. Patel

  DOI：10.1039/c003892j

  日期：——

  The in situ generated aryl–alkyl unsymmetrical thiourea obtained by the reaction of an aryl isothiocyanate with an aliphatic secondary amine on treatment with bromine or its equivalent gave exclusively a product having a thioamido guanidino moiety and not the expected Hugerschoff product 2-aminobenzothiazole. A plausible reaction mechanism has been proposed for this unprecedented transformation and the scope has been extended to various substrates.

  通过将芳基异硫氰酸酯与脂肪族二级胺反应得到的原位生成的不对称芳基-烷基硫脲，在用溴或其等效物处理后，独占性地产生了具有硫酰氨基呱啶部分的产物，而不是预期的Hugerschoff产物2-氨基苯并噻唑。提出了一种合理的反应机制来解释这一前所未有的转化，并且将适用范围扩展到了各种底物。
• Eosin Y Catalyzed Visible-Light-Promoted Aerobic Oxidative Cyclization of 2-Aminobenzothiazole
  作者：Vishal Srivastava、Pravin K. Singh、Praveen P. Singh

  DOI：10.5562/cca2632

  日期：——

  A mild and efficient one-pot visible light irradiated synthesis of 2-aminobenzothiazole 4(a-l) from arylisothiocyanate 1(a-l) and secondary amines 2 have been reported in presence of eosin Y as an organophotoredox catalyst at room temperature under aerobic condition. This synthesis includes application of air and visible light as inexpensive, readily available, high atom economy, non-toxic and sustainable regents.