2-(p-Methoxyphenethylene)-3-phenyl-4(3H)-quinazolinone | 30507-24-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(p-Methoxyphenethylene)-3-phenyl-4(3H)-quinazolinone
• 英文别名: 2-(4-methoxystyryl)-3-phenylquinazolin-4(3H)-one；2-(4'-Methoxystyryl)-3-phenylchinazolinon-4；2-(4-methoxy-styryl)-3-phenyl-3H-quinazolin-4-one；(E)-2-(4-methoxystyryl)-3-phenylquinazolin-4(3H)-one；2-[2-(4-methoxyphenyl)ethenyl]-3-phenylquinazolin-4-one
• CAS: 30507-24-5
• 化学式: C₂₃H₁₈N₂O₂
• 分子量: 354.408
• InChiKey: KHQSEJFZPCKFTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(p-Methoxyphenethylene)-3-phenyl-4(3H)-quinazolinone 在 溴 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 2-[1,2-dibromo-2-(4-methoxyphenyl)ethyl]-3-phenylquinazolin-4-one
  参考文献：
  名称：

  Badr, M. Z. A.; El-Naggar, G. M.; El-Sherief, H. A. H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 10, p. 925 - 926

  摘要：

  DOI：
• 作为产物：
  描述：

  2’-氨基苯甲酰苯胺 在 三甲基氯硅烷 、 sodium acetate 、 三乙胺 作用下， 以 二氯甲烷 、 溶剂黄146 、 1,2-二氯乙烷 为溶剂， 反应 13.0h， 生成 2-(p-Methoxyphenethylene)-3-phenyl-4(3H)-quinazolinone
  参考文献：
  名称：

  Synthesis of N-Heteropolycyclic Compounds Including Quinazolinone Skeleton Using Friedel–Crafts Alkylation

  摘要：

  A simple method to synthesize N-heteropolycyclic quinazolinones was developed including Knoevenagel condensation of quinazolines and aldehydes and Friedel-Craft alkylation as key steps. Knoevenagel reaction of 2-methyl-3-phenylquinazolin-4(3H)-one proceeded smoothly under a basic condition and subsequent Friedel-Craft alkylation with BrOnsted acid gave the N-heteropolycyclic quinazolinones in good yields. Furthermore, these new polycyclic compounds were converted into organic molecules having a long -conjugation system by treatment of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) to utilize them as organic dyes.

  DOI：

  10.1080/00397911.2014.987353

文献信息

• Synthesis of 2,3-Disubstituted Quinazolinone Derivatives through Copper Catalyzed C-H Amidation Reactions
  作者：Trimurtulu Kotipalli、Veerababurao Kavala、Donala Janreddy、Vijayalakshmi Bandi、Chun-Wei Kuo、Ching-Fa Yao

  DOI：10.1002/ejoc.201501552

  日期：2016.2

  The synthesis of quinazolinone derivatives was achieved from 2-iodobenzamide derivatives and various benzylamines, allylamine, and cinnamylamine derivatives through a one-pot copper-catalyzed reaction. In this reaction, the amine component (benzylamine/allylamine/cinnamylamine) is N-arylated with 2-iodobenzamide derivatives through Ullman coupling, followed by an intramolecular C–H amidation in the

  喹唑啉酮衍生物的合成是由2-碘代苯甲酰胺衍生物与各种苄胺、烯丙胺和肉桂胺衍生物通过一锅铜催化反应合成的。在该反应中，胺组分（苄胺/烯丙胺/肉桂胺）通过 Ullman 偶联与 2-碘苯甲酰胺衍生物进行 N-芳基化，然后在铜催化剂存在下进行分子内 C-H 酰胺化。
• Synthesis of <i>N</i>-Heteropolycyclic Compounds Including Quinazolinone Skeleton Using Friedel–Crafts Alkylation
  作者：Bu Keun Oh、Eun Bi Ko、Jin Wook Han、Chang Ho Oh

  DOI：10.1080/00397911.2014.987353

  日期：2015.3.19

  A simple method to synthesize N-heteropolycyclic quinazolinones was developed including Knoevenagel condensation of quinazolines and aldehydes and Friedel-Craft alkylation as key steps. Knoevenagel reaction of 2-methyl-3-phenylquinazolin-4(3H)-one proceeded smoothly under a basic condition and subsequent Friedel-Craft alkylation with BrOnsted acid gave the N-heteropolycyclic quinazolinones in good yields. Furthermore, these new polycyclic compounds were converted into organic molecules having a long -conjugation system by treatment of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) to utilize them as organic dyes.
• Badr, M. Z. A.; El-Naggar, G. M.; El-Sherief, H. A. H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 10, p. 925 - 926
  作者：Badr, M. Z. A.、El-Naggar, G. M.、El-Sherief, H. A. H.

  DOI：——

  日期：——