2-tert-butyl-3-methyl-3H-quinazolin-4-one | 13193-70-9

• 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-tert-butyl-3-methyl-3H-quinazolin-4-one
• 英文别名: 2-tert-butyl-3-methylquinazolin-4(3H)-one；2-tert-Butyl-3-methyl-chinazolon-(4)；2-tert-butyl-3-methyl-3H-quinazolin-4-one
• CAS: 13193-70-9
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: WRXBXROSAFVHFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  碘苯二乙酸 、 2-tert-butyl-3-methyl-3H-quinazolin-4-one 在 palladium diacetate 、 sodium carbonate 、 溶剂黄146 作用下， 反应 24.0h， 以85%的产率得到2-methyl-2-(3-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)propyl acetate
  参考文献：
  名称：

  Diversification of Quinazolinones by Pd-Catalyzed C(sp³)-Acetoxylation

  摘要：

  The quinazolinone ring has been exploited as a directing group for C(sp(3))-H functionalization for the first time. The proximal C-gamma(sp3)-H bonds have been oxidized by palladium-catalyzed acetoxylation reaction. Various functional groups on the quinazolinone scaffold were tolerated to provide novel quinazolinone derivatives. The use of base was found to be crucial for the mono selective acetoxylations.

  DOI：

  10.1021/acs.joc.7b01934
• 作为产物：
  描述：

  邻氨基苯甲酸 在 吡啶 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 34.08h， 生成 2-tert-butyl-3-methyl-3H-quinazolin-4-one
  参考文献：
  名称：

  Diversification of Quinazolinones by Pd-Catalyzed C(sp³)-Acetoxylation

  摘要：

  The quinazolinone ring has been exploited as a directing group for C(sp(3))-H functionalization for the first time. The proximal C-gamma(sp3)-H bonds have been oxidized by palladium-catalyzed acetoxylation reaction. Various functional groups on the quinazolinone scaffold were tolerated to provide novel quinazolinone derivatives. The use of base was found to be crucial for the mono selective acetoxylations.

  DOI：

  10.1021/acs.joc.7b01934

文献信息

• “Pd-catalyzed selective C(sp3)-H acetoxylation of quinazolinones”
  作者：Sanjay Subhash Gaikwad、Shankesh Chandrakant Zyate、Suresh B. Waghmode、Amardeep Ramprasad Jadhao

  DOI：10.1016/j.tet.2023.133405

  日期：2023.5