3,4-二氢-2-喹喔啉酮

3,4-二氢-2-喹喔啉酮是一种有机化合物,化学式为C8H8N2O。它可用于IHCH-7113英语IHCH-7113的合成。[3]

3,4-二氢-2-喹喔啉酮
识别
CAS号 59564-59-9  checkY
SMILES
 
  • O=C1NC=2C=CC=CC2NC1
性质
化学式 C8H8N2O
摩尔质量 148.16 g·mol−1
外观 灰白色固体[1]或米黄色固体[2]
熔点 136~138 °C[2]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

合成与反应

编辑

它可由N-(2-硝基苯基)甘氨酸甲酯和连二亚硫酸钠二甲基亚砜中反应得到,[1]或由邻苯二胺氯乙酸在氨水中加热制得。[4]

它在乙酸铜催化下可以被氧气氧化为2-喹喔啉酮維基數據所列Q27118020[5]

参考文献

编辑
  1. ^ 1.0 1.1 Pankaj Gupta, Surabhi Panday, Amitava Hazra, and Joydev K. Laha. Metal- and Additive-Free Intramolecular Direct Amidation of Ester Functionality within a Nitroarene Framework: Facile Access to Azaheterocycles. ACS Sustainable Chem. Eng. 2023, 11, 48, 17031–17037. doi:10.1021/acssuschemeng.3c05103.
  2. ^ 2.0 2.1 Pavan Sudheer Akula, Bor-Cherng Hong and Gene-Hsiang Lee. Visible-light-induced C(sp3)–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions. RSC Adv., 2018,8, 19580-19584. doi:10.1039/C8RA03259A.
  3. ^ Robichaud, Albert J.; Lee, Taekyu; Deng, Wei; Mitchell, Ian S.; Yang, Michael G.; Haydar, Simon; Chen, Wenting; McClung, Christopher D.; Calvello, Emilie J.; Zawrotny, David M. Substituted heterocycle fused gamma-carbolines. 2004. US20040220178.
  4. ^ Mohammed K. Ibrahim, Ibrahim H. Eissa, Abdallah E. Abdallah, Ahmed M. Metwaly, M.M. Radwan, M.A. ElSohly. Design, synthesis, molecular modeling and anti-hyperglycemic evaluation of novel quinoxaline derivatives as potential PPARγ and SUR agonists. Bioorganic & Medicinal Chemistry. 2017. 25 (4). doi:10.1016/j.bmc.2017.01.015.
  5. ^ Shuocheng Wan, Jie Wang, Congde Huo. Copper catalyzed aerobic oxidative amination of 3,4-dihydroquinoxalin-2(1H)-ones. Tetrahedron Letters, 2021. 78. doi:10.1016/j.tetlet.2021.153271.