2-(2,6-difluorophenyl)-quinazolin-4(3H)-one | 1204389-74-1

• 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-(2,6-difluorophenyl)-quinazolin-4(3H)-one
• 英文别名: 2-(2,6-difluorophenyl)-3H-quinazolin-4-one
• CAS: 1204389-74-1
• 化学式: C₁₄H₈F₂N₂O
• 分子量: 258.227
• InChiKey: ZFGMWGSMKOSMQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2,6-difluorophenyl)-quinazolin-4(3H)-one 在 五氯化磷 、 三氯氧磷 、 碳酸氢钠 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 4.0h， 以82%的产率得到4-氯-2-(2,6-二氟苯基)-喹唑啉
  参考文献：
  名称：

  Chandrika, P Mani; Yakaiah; Narsaiah, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 6, p. 840 - 847

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2,6-difluorobenzamido)benzamide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以0.42 g的产率得到2-(2,6-difluorophenyl)-quinazolin-4(3H)-one
  参考文献：
  名称：

  Chandrika, P Mani; Yakaiah; Narsaiah, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 6, p. 840 - 847

  摘要：

  DOI：

文献信息

• Click chemistry: Studies on the synthesis of novel fluorous tagged triazol-4-yl substituted quinazoline derivatives and their biological evaluation – Theoretical and experimental validation
  作者：P. Mani Chandrika、T. Yakaiah、G. Gayatri、K. Pranay Kumar、B. Narsaiah、U.S.N. Murthy、A. Raghu Ram Rao

  DOI：10.1016/j.ejmech.2009.09.027

  日期：2010.1

  The formation of N- and O-propargylated quinazoline derivatives 2, 3 from quinazol-4-ones 1 was theoretically predicted by optimizations at B3LYP/6-31G* level, analysed kinetically and thermodynamically. Theoretical predictions are validated by experiment to observe the trends and found deviation. Thus, compound I was propargylated in basic media to obtain compound 2 and 3 in definite proportions. Each compound was further subjected to [3 + 2] cycloaddition using perfluoroalkyl azides through Click reaction under Sharpless conditions, and obtained a series of novel perfluoroalkyl-1H,1,2,3-triazol-4-yl substituted quinazolines 4, 5, and 6. All the compounds were screened for antimicrobial activity and identified potential compounds. (C) 2009 Published by Elsevier Masson SAS.
• Copper-Catalyzed Domino Synthesis of Quinazolin-4(3H)-ones from (Hetero)arylmethyl Halides, Bromoacetate, and Cinnamyl Bromide
  作者：Qingle Zeng、Haidong Wei、Tianbin Li、Yue Zhou、Lihong Zhou

  DOI：10.1055/s-0033-1340040

  日期：——

  Alkyl halides, including heteroarylmethyl and arylmethyl halides, bromoacetate, and cinnamyl bromide, are readily prepared via halogenation from basic raw materials, even using green processes. It is essential to replace their downstream products with them to prepare medicinally important heterocycles quinazolin-4(3H)-ones. Copper(I) bromide catalyzed domino reaction of alkyl halides and anthranilamides under air affords 2-substituted quinazolin-4(3H)-ones in good to excellent yields and with wide functional group tolerance. A mechanism for a copper(I) bromide involved organometal-catalyzed reaction via a four-step domino reaction is proposed.