4-[N-(4-bromobenzoyl)(thiocarbamoyl)]morpholine | 160627-57-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[N-(4-bromobenzoyl)(thiocarbamoyl)]morpholine
• 英文别名: 4-Bromo-N-(morpholin-4-yl-carbothioyl)benzamide；4-bromo-N-(morpholine-4-carbothioyl)benzamide
• CAS: 160627-57-6
• 化学式: C₁₂H₁₃BrN₂O₂S
• 分子量: 329.217
• InChiKey: YRAIXCRIIRBOMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[N-(4-bromobenzoyl)(thiocarbamoyl)]morpholine 在 羟胺 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4-[5-(4-bromophenyl)-1,2,4-oxadiazol-3-yl]morpholine
  参考文献：
  名称：

  Facile synthesis of 3-aryl/alkylamino 5-aryl/alkyl 1,2,4-oxadiazoles from acylthiourea

  摘要：

  Facile and selective synthesis of 3-aryl/alkylamino 5-aryl/alkyl 1,2,4-oxadiazoles starting from N-acylthioureas has been demonstrated. The regio-selectivity is achieved by simply selecting an appropriate base used for the generation of hydroxyl amine from the corresponding hydrochloride salt. This method also avoids the use of toxic cyanogen bromide. The structure of the synthesized oxadiazoles has been resolved by tandem mass spectral studies. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.048
• 作为产物：
  描述：

  4-溴苯甲酰氯 以 丙酮 为溶剂， 反应 0.58h， 生成 4-[N-(4-bromobenzoyl)(thiocarbamoyl)]morpholine
  参考文献：
  名称：

  A Rapid, Four-Component Synthesis of Functionalized Thiazoles

  摘要：

  介绍了一种利用酸氯化物、仲胺、2-溴苯甲酮和硫氰酸铵高效合成 2-(二烷基氨基)-4-苯基)-1,3-噻唑-5-基)(苯基)甲酮的方法。

  DOI：

  10.2174/138620711796957134

文献信息

• Computational Design, Synthesis, and Structure Property Evaluation of 1,3-Thiazole-Based Color-Tunable Multi-heterocyclic Small Organic Fluorophores as Multifunctional Molecular Materials
  作者：Rakesh Radhakrishnan、K. G. Sreejalekshmi

  DOI：10.1021/acs.joc.7b02978

  日期：2018.4.6

  substituents as a multifunctional molecular materials’ platform. This de novo design offered unprecedented freedom to control strength and direction of charge transfer by varying donor–acceptor fragments. A 30-member fluorophore library built on thiazole-thiophene/furan core was accomplished using commercial reagents by a simple [4 + 1] synthesis. Structure–photophysical property studies revealed large Stokes

  探索建立在新型核上的发光有机材料的化学空间非常重要，因为它有潜力扩大先进功能材料的应用范围。具有治疗特性的小型有机荧光团可有助于治疗诊断。我们结合了计算和经典合成化学策略，对作为颜色可调荧光团核心的5-（杂-2-基）-1,3-噻唑进行了合理设计。借助DFT和TD-DFT，我们证明了多杂环系统建立在噻唑-het核上，在噻唑上具有三个固有的可调位点（C2，C4和C5），能够容纳一堆取代基多功能分子材料的平台。这种从头设计提供了前所未有的自由，可以通过改变供体-受体片段来控制强度和电荷转移方向。使用简单的[4 +1]合成方法，使用市售试剂可构建基于噻唑-噻吩/呋喃核的30人荧光团库。结构-光物理性质研究表明，在不同溶剂中斯托克斯频移大，正溶剂溶变色，酸致变色和颜色可调性良好，并已通过计算得到合理化。体外研究表明图1a对HL-60细胞系具有活性，表明扩展了治疗学核心的可能性。计算出的空穴重组能的较
• A Rapid, Four-Component Synthesis of Functionalized Thiazoles
  作者：Maryam Sabbaghan、Mostafa Alidoust、Zinatossadat Hossaini

  DOI：10.2174/138620711796957134

  日期：2011.11.1

  An efficient synthesis of 2-(dialkylamino)-4-phenyl)-1,3-thiazol-5-yl)(phenyl)methanone using acid chlorides, secondary amines, 2-bromoacethophenone and ammonium thiocyanate is described.

  介绍了一种利用酸氯化物、仲胺、2-溴苯甲酮和硫氰酸铵高效合成 2-(二烷基氨基)-4-苯基)-1,3-噻唑-5-基)(苯基)甲酮的方法。
• Coordination of nickel and cobalt with n-morpholine or n,n-diethyl, n'-monosubstituted benzoyl thioureas
  作者：Isabelle Déchamps-Olivier、Emmanuel Guillon、Aminou Mohamadou、Jean-Pierre Barbier

  DOI：10.1016/0277-5387(96)00081-2

  日期：1996.7

  —A series of N-morpholine or N,N-diethyl, N'-substituted benzoyl thioureas (R = Cl, Br, OMe or NO2 in ortho-, meta- or para-position) has been synthesized by condensation of morpholine or diethylamine with substituted benzoyl isothiocyanates. NMR spectra and magnetic measurements have shown square-planar NiL2 and fac-CoL3 complexes. The influence of the different substituents on the NMR and electronic

  -通过吗啉或缩合吗啉合成了一系列N-吗啉或N，N-二乙基，N'-取代的苯甲酰基硫脲（R = Cl，Br，OMe或NO 2在邻位，间位或对位）二乙胺与取代的苯甲酰基异硫氰酸酯。NMR光谱和磁测量结果显示了方形NiL 2和fac -CoL 3络合物。研究了不同取代基对NMR和电子光谱的影响。版权所有©1996 Elsevier Science Ltd
• Versatile Novel Syntheses of Imidazoles
  作者：Andreas Rolfs、Jürgen Liebscher

  DOI：10.1021/jo970072h

  日期：1997.5.1

  A novel ring transformation/desulfurization of substituted 2-methyl-1,2,4-thiadiazolium salts 2 provides a versatile entry to imidazoles 3 with a variety of substituents. Simple one-pot procedures combine the preparation of starting 1,2,4-thiadiazolium salts 2 from N-(thiocarbonyl)-N'-methylamidines 1 or 1,2,4-dithiazolium triiodides 6 with the ring transformation/desulfurization to the imidazoles 3. Alternatively, N-(thiacarbonyl)-N'-methylamidines 1 can be transformed to imidazoles 3 or to 1-substituted imidazoles 5 via S-methylation and elimination of methylthiol. In the same manner, a new entry to 4H-imidazoles 8 could be developed.
• Facile synthesis of 3-aryl/alkylamino 5-aryl/alkyl 1,2,4-oxadiazoles from acylthiourea
  作者：Gundala Chennakrishnareddy、Hazra Debasis、Rapai Jayan、Sulur G. Manjunatha

  DOI：10.1016/j.tetlet.2011.09.048

  日期：2011.11

  Facile and selective synthesis of 3-aryl/alkylamino 5-aryl/alkyl 1,2,4-oxadiazoles starting from N-acylthioureas has been demonstrated. The regio-selectivity is achieved by simply selecting an appropriate base used for the generation of hydroxyl amine from the corresponding hydrochloride salt. This method also avoids the use of toxic cyanogen bromide. The structure of the synthesized oxadiazoles has been resolved by tandem mass spectral studies. (C) 2011 Elsevier Ltd. All rights reserved.