N-(2-chloro-phenyl)-phenothiazine | 1019646-42-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(2-chloro-phenyl)-phenothiazine
• 英文别名: 10-(2-chlorophenyl)-10H-phenothiazine；10-(2-Chlorophenyl)phenothiazine；10-(2-chlorophenyl)phenothiazine
• CAS: 1019646-42-4
• 化学式: C₁₈H₁₂ClNS
• 分子量: 309.819
• InChiKey: VGESFIHZKKIKFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-chloro-phenyl)-phenothiazine 、 丙二酸二乙酯 在 potassium dihydrogenphosphate 、 四丁基醋酸铵 作用下， 以 2,2,2-三氟乙醇 、 二甲基亚砜 为溶剂， 反应 0.15h， 以64%的产率得到diethyl 2-(10-(2-chlorophenyl)-10H-5λ⁴-phenothiazin-5-ylidene)malonate
  参考文献：
  名称：

  硫化物与活化的亚甲基化合物的连续流电氧化偶合导致硫的酰化

  摘要：

  已经开发出前所未有的直接的硫化物与活化的亚甲基化合物的电氧化偶联以合成硫酰化物。在室温下在无催化剂和无氧化剂的条件下可以获得良好或优异的收率。由于使用了连续流电化学装置，这种绿色，温和且实用的电合成具有高效，出色的官能团耐受性且易于扩展的特点。

  DOI：

  10.1039/d1gc00226k
• 作为产物：
  描述：

  吩噻嗪 、 邻二氯苯 在 铜 、 potassium carbonate 作用下， 生成 N-(2-chloro-phenyl)-phenothiazine
  参考文献：
  名称：

  Optical Properties of Cyclic Amine Type Dyes, and Their Electronic Band Structures with Molecular Microstructure

  摘要：

  Three different cyclic amine dyes, 9-(2-chlorophenyl)-9H-carbazole (CPCz; C18H12ClN), 10-(2-chlorophenyl)-10H-phenoxazine (CPPo; C18H12ClNO), and 10-(2-chlorophenyl)-10H-phenothiazine (CPPt; C18H12ClNS), were synthesized to systematically investigate their optical properties and electronic band structures with molecular microstructure. By the insertion of oxygen or sulfur atom into carbazole moiety, the absorption and photoluminescence (PL) spectra showed bathochromic shift, and the Stoke's shift was increased. Ionization potential of CPCz was measured as 5.75eV, on the other hand, CPPo and CPPt showed their ionization potentials of 5.37 and 5.39eV, respectively. The minute difference in chemical structure such as insertion of oxygen or sulfur atom caused huge change of optical property and electronic band structure.

  DOI：

  10.1080/15421400802618620

文献信息

• Palladium-Catalyzed Three-Component Approach to Promazine with Formation of One Carbon–Sulfur and Two Carbon–Nitrogen Bonds
  作者：Troels Dahl、Christian W. Tornøe、Benny Bang-Andersen、Poul Nielsen、Morten Jørgensen

  DOI：10.1002/anie.200705209

  日期：2008.2.15
• Continuous-flow electro-oxidative coupling of sulfides with activated methylene compounds leading to sulfur ylides
  作者：Chengkou Liu、Yang Lin、Chen Cai、Chengcheng Yuan、Zheng Fang、Kai Guo

  DOI：10.1039/d1gc00226k

  日期：——

  An unprecedentedly straightforward electro-oxidative coupling of sulfides with activated methylene compounds to synthesize sulfur ylides has been developed. Good to excellent yields can be obtained under catalyst- and oxidant-free conditions at room temperature. Owing to the use of continuous-flow electrochemical setups, this green, mild and practical electrosynthesis features high efficiency and excellent

  已经开发出前所未有的直接的硫化物与活化的亚甲基化合物的电氧化偶联以合成硫酰化物。在室温下在无催化剂和无氧化剂的条件下可以获得良好或优异的收率。由于使用了连续流电化学装置，这种绿色，温和且实用的电合成具有高效，出色的官能团耐受性且易于扩展的特点。
• Optical Properties of Cyclic Amine Type Dyes, and Their Electronic Band Structures with Molecular Microstructure
  作者：Ki-Soo Kim、Yoon Soo Han、Cham Kim、Seonju Jeong、Giseop Kwak、Hyeryun Kim、Younghwan Kwon、Seong-Hwan Park、Sung-Ho Woo、Dae-Hwan Kim、Ki Ryong Ha、Byeong-Dae Choi

  DOI：10.1080/15421400802618620

  日期：2009.2.25

  Three different cyclic amine dyes, 9-(2-chlorophenyl)-9H-carbazole (CPCz; C18H12ClN), 10-(2-chlorophenyl)-10H-phenoxazine (CPPo; C18H12ClNO), and 10-(2-chlorophenyl)-10H-phenothiazine (CPPt; C18H12ClNS), were synthesized to systematically investigate their optical properties and electronic band structures with molecular microstructure. By the insertion of oxygen or sulfur atom into carbazole moiety, the absorption and photoluminescence (PL) spectra showed bathochromic shift, and the Stoke's shift was increased. Ionization potential of CPCz was measured as 5.75eV, on the other hand, CPPo and CPPt showed their ionization potentials of 5.37 and 5.39eV, respectively. The minute difference in chemical structure such as insertion of oxygen or sulfur atom caused huge change of optical property and electronic band structure.