1,3-dimethyl-4H-quinazoline-2-thione | 1419176-42-3

• 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: 1,3-dimethyl-4H-quinazoline-2-thione
• CAS: 1419176-42-3
• 化学式: C₁₀H₁₂N₂S
• 分子量: 192.285
• InChiKey: JTPKFAXWJMETRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 2.67h， 生成 1,3-dimethyl-4H-quinazoline-2-thione
  参考文献：
  名称：

  A New Mixed Amino–Amido N-Heterocyclic Carbene Based on Anthranilic Acid

  摘要：

  The synthesis of a new mixed amino-amido N-heterocyclic carbene (type A) starting from anthranilic acid is presented. A new straightforward synthetic approach to related diaminocarbenes of type B is also described. Both NHCs react with group 6 elements to form heteroureas and coordinate to L2CIM fragments (M = Rh, Ir; L-2 = COD, (CO)(2)). IR spectroscopic analysis of the carbonyl complexes reveals that the diamino-NHC is a better donor ligand (TEP: 2054 cm(-1)) compared to the amino-amido NHC (TEP: 2060 cm(-1)). In line with this behavior, a carbene dimerization to give the corresponding olefin is observed only for derivatives of type A. X-ray structure determinations are reported for two Rh complexes of ligand A and its cationic precursor.

  DOI：

  10.1021/om301152n

文献信息

• A New Mixed Amino–Amido N-Heterocyclic Carbene Based on Anthranilic Acid
  作者：Abdelaziz Makhloufi、Michaela Wahl、Walter Frank、Christian Ganter

  DOI：10.1021/om301152n

  日期：2013.2.11

  The synthesis of a new mixed amino-amido N-heterocyclic carbene (type A) starting from anthranilic acid is presented. A new straightforward synthetic approach to related diaminocarbenes of type B is also described. Both NHCs react with group 6 elements to form heteroureas and coordinate to L2CIM fragments (M = Rh, Ir; L-2 = COD, (CO)(2)). IR spectroscopic analysis of the carbonyl complexes reveals that the diamino-NHC is a better donor ligand (TEP: 2054 cm(-1)) compared to the amino-amido NHC (TEP: 2060 cm(-1)). In line with this behavior, a carbene dimerization to give the corresponding olefin is observed only for derivatives of type A. X-ray structure determinations are reported for two Rh complexes of ligand A and its cationic precursor.