2-[4-(三氟甲氧基)苯基]-1,3-苯并噻唑 | 831242-63-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 2-[4-(三氟甲氧基)苯基]-1,3-苯并噻唑
• 英文名称: 2-(4-(trifluoromethoxy)phenyl)benzo[d]thiazole
• 英文别名: 4-(benzothiazole-2-yl)trifluoromethoxybenzene；2-(4-(trifluoromethoxy)phenyl)benzothiazole；2-(4-Trifluoromethoxy-phenyl)-benzothiazole；2-[4-(trifluoromethoxy)phenyl]-1,3-benzothiazole
• CAS: 831242-63-8
• 化学式: C₁₄H₈F₃NOS
• 分子量: 295.285
• InChiKey: AACILSQBJVPOHE-UHFFFAOYSA-N

物化性质

• 熔点：
  97 °C
• 沸点：
  354.8±52.0 °C(Predicted)
• 密度：
  1.393±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 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：
  50.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-iodo-N-[[4-(trifluoromethoxy)phenyl]methyl]aniline 在 potassium sulfide 、 四甲基乙二胺 、 copper(I) bromide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 24.0h， 以74%的产率得到2-[4-(三氟甲氧基)苯基]-1,3-苯并噻唑
  参考文献：
  名称：

  Copper-Catalyzed Double C–S Bonds Formation via Different Paths: Synthesis of Benzothiazoles from N-Benzyl-2-iodoaniline and Potassium Sulfide

  摘要：

  A new, highly efficient procedure for the synthesis of benzothiazoles from easily available N-benzyl-2-iodoaniline and potassium sulfide has been developed. The results show copper-catalyzed double C-S bond formation via a traditional cross-coupling reaction and an oxidative cross-coupling reaction.

  DOI：

  10.1021/ol403638d

文献信息

• Sequential Xanthalation and <i>O</i>-Trifluoromethylation of Phenols: A Procedure for the Synthesis of Aryl Trifluoromethyl Ethers
  作者：Makoto Yoritate、Allyn T. Londregan、Yajing Lian、John F. Hartwig

  DOI：10.1021/acs.joc.9b02717

  日期：2019.12.20

  known methods to synthesize aryl trifluoromethyl ethers require harsh reagents and highly controlled reaction conditions and rarely occur when heteroaromatic units are present. The two-step O-trifluoromethylation of phenols via aryl xanthates is one such method that suffers from these drawbacks. Herein, we report a method for the synthesis of aryl trifluoromethyl ethers from phenols by the facile conversion

  含有三氟甲氧基芳基的分子由于其独特的物理和电子特性而在药物，农业化学和材料科学研究中受到关注。许多已知的合成芳基三氟甲基醚的方法需要苛刻的试剂和高度受控的反应条件，并且当存在杂芳族单元时很少发生。经由芳基黄原酸酯的酚的两步O-三氟甲基化是遭受这些缺点的一种这样的方法。本文中，我们报道了一种通过用新合成的咪唑鎓甲基硫代羰基硫代硫酸盐将苯酚轻松转化为相应的芳基和杂芳基黄原酸酯并在温和的反应条件下将这些黄原酸酯转化为三氟甲基醚的方法，从苯酚合成芳基三氟甲基醚的方法。
• PYRIDINIUM SALT AND PEST CONTROL AGENT
  申请人：Nippon Soda Co., Ltd.

  公开号：US20200275655A1

  公开（公告）日：2020-09-03

  A compound represented by formula (I) or formula (II): wherein, A represents an oxygen atom or a sulfur atom; X 1 represents a halogeno group, a substituted or unsubstituted C 1-6 alkyl group and so on; m represents the number of X 1 and is any integer of 0 to 5; any two of X 1 may be bound together to form a bivalent hydrocarbon group; Y represents a single bond or a substituted or unsubstituted C 2-6 alkenylene group; Q 1 represents a substituted or unsubstituted C 6-10 arylene group or a substituted or unsubstituted 6- to 10-membered heteroarylene group; Q 2 represents a substituted or unsubstituted C 6-10 aryl group or a substituted or unsubstituted 5- to 6-membered heteroaryl group; Z q− represents a counter ion; and q represents a valence of the counter ion and is 1 or 2.

  化合物的化学式为(I)或(II)：其中，A代表氧原子或硫原子；X1代表卤素基团、取代或未取代的C1-6烷基基团等；m代表X1的数量，为0至5的任意整数；任意两个X1可以结合形成二价的碳氢化合物基团；Y代表单键或取代或未取代的C2-6烯基基团；Q1代表取代或未取代的C6-10芳基基团或取代或未取代的6-到10元杂环芳基基团；Q2代表取代或未取代的C6-10芳基基团或取代或未取代的5-到6元杂环芳基基团；Zq-代表计数离子；q代表计数离子的价数，为1或2。
• Molecular Iodine Promoted Divergent Synthesis of Benzimidazoles, Benzothiazoles, and 2-Benzyl-3-phenyl-3,4-dihydro-2<i>H</i>-benzo[<i>e</i>][1,2,4]thiadiazines
  作者：Gunaganti Naresh、Ruchir Kant、Tadigoppula Narender

  DOI：10.1021/jo5000797

  日期：2014.5.2

  An unprecedented formation of a new class of 2-benzyl-3-phenyl-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazines has been discovered during the course of benzimidazole and benzothiazole synthesis, through the molecular iodine-mediated oxidative cyclization with a new C-N and S-N bond formation at ambient temperature.
• Palladium(0) nanoparticles-catalyzed ligand-free direct arylation of benzothiazole via C–H bond functionalization
  作者：Debasree Saha、Laksmikanta Adak、Brindaban C. Ranu

  DOI：10.1016/j.tetlet.2010.08.063

  日期：2010.10

  Palladium nanoparticles, generated in situ efficiently catalyzes direct 2-C-H arylation of benzothiazole without requirement of any ligand. A wide range of substituted aryl and heteroaryl iodides participate in this reaction producing a series of 2-aryl/heteroaryl-benzothiazoles in high yields. (c) 2010 Elsevier Ltd. All rights reserved.
• Copper-Catalyzed Double C–S Bonds Formation <i>via</i> Different Paths: Synthesis of Benzothiazoles from <i>N</i>-Benzyl-2-iodoaniline and Potassium Sulfide
  作者：Xiaoyun Zhang、Weilan Zeng、Yuan Yang、Hui Huang、Yun Liang

  DOI：10.1021/ol403638d

  日期：2014.2.7

  A new, highly efficient procedure for the synthesis of benzothiazoles from easily available N-benzyl-2-iodoaniline and potassium sulfide has been developed. The results show copper-catalyzed double C-S bond formation via a traditional cross-coupling reaction and an oxidative cross-coupling reaction.