2-ethylthio-6,7,8-trifluoro-1H-quinazolin-4-one | 1006104-74-0

• 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-ethylthio-6,7,8-trifluoro-1H-quinazolin-4-one
• 英文别名: 6,7,8-Trifluoro-2-ethylthioquinazolin-4-one；2-ethylsulfanyl-6,7,8-trifluoro-3H-quinazolin-4-one
• CAS: 1006104-74-0
• 化学式: C₁₀H₇F₃N₂OS
• 分子量: 260.24
• InChiKey: PKSKSJHAALBQEX-UHFFFAOYSA-N

物化性质

• 熔点：
  207-209 °C(Solvent: Ethanol)
• 沸点：
  355.9±52.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-ethylthio-6,7,8-trifluoro-1H-quinazolin-4-one 在 三氯氧磷 作用下， 反应 2.0h， 生成
  参考文献：
  名称：

  A new approach to fluorinated 4(3H)-quinazolinones

  摘要：

  A new approach for the synthesis of fluorinated 1H-quinazolin-4-ones and 4-substituted quinazolines has been developed. 6-Fluoro-1H-quinazolin-4-ones were obtained by intramolecular cyclization of fluorine-containing S-ethyl N-benzoylisothioureas. Nucleophilic substitution reactions at positions 2 and 7, as well as alkylation at I-position of quinazolinones were investigated. In addition, the synthesis of fluorine-containing 4-aminoquinazolines was carried out. (c) 2007 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2007.03.005
• 作为产物：
  描述：

  2-ethyl-1-(2,3,4,5-tetrafluorobenzoyl)isothiourea 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以76%的产率得到2-ethylthio-6,7,8-trifluoro-1H-quinazolin-4-one
  参考文献：
  名称：

  A new approach to fluorinated 4(3H)-quinazolinones

  摘要：

  A new approach for the synthesis of fluorinated 1H-quinazolin-4-ones and 4-substituted quinazolines has been developed. 6-Fluoro-1H-quinazolin-4-ones were obtained by intramolecular cyclization of fluorine-containing S-ethyl N-benzoylisothioureas. Nucleophilic substitution reactions at positions 2 and 7, as well as alkylation at I-position of quinazolinones were investigated. In addition, the synthesis of fluorine-containing 4-aminoquinazolines was carried out. (c) 2007 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2007.03.005

文献信息

• Fluorine-containing quinazolines annulated at the pyrimidine ring
  作者：E. V. Nosova、A. A. Laeva、T. V. Trashakhova、G. N. Lipunova、P. A. Slepukhin、V. N. Charushin

  DOI：10.1007/s11172-009-0171-7

  日期：2009.6

  Fluorine-containing quinazolines annulated at the sides [a] and [c] were synthesized by the reaction of 2- and 4-hydrazino-substituted quinazolines with aldehydes and subsequent oxidative cyclization. Annulation at the side [b] was performed by alkylation of 2-alkylthio-4(3H)-quinazolinones with bromoethanol and ipso-substitution of the alkylthio group.

  通过2-和4-肼基取代的喹唑啉与醛的反应以及随后的氧化环化合成了在[a]和[c]侧成环的含氟喹唑啉。 [b]侧的环化是通过用溴乙醇对2-烷硫基-4(3H)-喹唑啉酮进行烷基化并自行取代烷硫基进行的。