3,4,5,6,7,8-hexahydroquinazoline-4-thione | 6014-11-5

• 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: 3,4,5,6,7,8-hexahydroquinazoline-4-thione
• 英文别名: 7H-Cyclohexenopyrimidin-8-thion；3,5,6,7,8-Pentahydro-chinazolinthion-(4)；5,6,7,8-tetrahydro-3H-quinazoline-4-thione；5,6,7,8-Tetrahydro-4-quinazolinethiol；5,6,7,8-tetrahydro-1H-quinazoline-4-thione
• CAS: 6014-11-5
• 化学式: C₈H₁₀N₂S
• 分子量: 166.247
• InChiKey: QHXIDVOIRRFEOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Langlois reagent 、 3,4,5,6,7,8-hexahydroquinazoline-4-thione 在 叔丁基过氧化氢 、 铜 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 2.0h， 以68%的产率得到4-((trifluoromethyl)thio)-5,6,7,8-tetrahydroquinazoline
  参考文献：
  名称：

  Chemoselective Perfluoromethylation of Thio- and Selenoamides

  摘要：

  A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.

  DOI：

  10.1021/acs.orglett.0c03241
• 作为产物：
  描述：

  4-氯-5,6,7,8-四氢喹唑啉 在 硫脲 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以75%的产率得到3,4,5,6,7,8-hexahydroquinazoline-4-thione
  参考文献：
  名称：

  Chemoselective Perfluoromethylation of Thio- and Selenoamides

  摘要：

  A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.

  DOI：

  10.1021/acs.orglett.0c03241

文献信息

• Chemoselective Perfluoromethylation of Thio- and Selenoamides
  作者：Xianhong Xu、Jianyu Zhang、Tao Xu

  DOI：10.1021/acs.orglett.0c03241

  日期：2020.11.6

  A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.