3-Benzyl-1-methyl-2-sulfanylidenequinazolin-4-one | 117192-38-8

• 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-Benzyl-1-methyl-2-sulfanylidenequinazolin-4-one
• CAS: 117192-38-8
• 化学式: C₁₆H₁₄N₂OS
• 分子量: 282.366
• InChiKey: ZRQMSQVSKGRCKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-benzyl-3H-quinazolin-4-one 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 、 乙腈 为溶剂， 反应 2.67h， 生成 3-Benzyl-1-methyl-2-sulfanylidenequinazolin-4-one
  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

• Banerjee, Rakesh K.; Lakhan, Ram; Shukla, B. N., Journal of the Indian Chemical Society, 1998, vol. 75, # 1, p. 52 - 52
  作者：Banerjee, Rakesh K.、Lakhan, Ram、Shukla, B. N.

  DOI：——

  日期：——
• George, T.; Rao, M. Kishore; Tahilramani, R., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 1127 - 1129
  作者：George, T.、Rao, M. Kishore、Tahilramani, R.

  DOI：——

  日期：——
• GEORGE, T.;RAO, M. KISHORE;TAHILRAMANI, R., INDIAN J. CHEM. B, 26,(1987) N 12, C. 1127-1129
  作者：GEORGE, T.、RAO, M. KISHORE、TAHILRAMANI, R.

  DOI：——

  日期：——
• 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.