9,11-dimethyl-5,6,8,9,10,11-hexahydrobenzo[h]pyrimido[4,5-b]quinoline-8,10-dione | 67387-27-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 9,11-dimethyl-5,6,8,9,10,11-hexahydrobenzo[h]pyrimido[4,5-b]quinoline-8,10-dione
• 英文别名: 9,10-dimethyl-5,6-dihydro-11H-benzo[h]pyrimido[4,5-b]quinolin-8,10-dione；9,11-dimethyl-5,6-dihydro-11H-benzo[h]pyrimido[4,5-b]quinoline-8,10-dione；14,16-Dimethyl-14,16,18-triazatetracyclo[8.8.0.02,7.012,17]octadeca-1(18),2,4,6,10,12(17)-hexaene-13,15-dione
• CAS: 67387-27-3
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: JJLIDCQXVXHDIX-UHFFFAOYSA-N

物化性质

• 熔点：
  252-253 °C(Solv: ethanol (64-17-5))
• 沸点：
  519.9±52.0 °C(Predicted)
• 密度：
  1.325±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 、 2-(piperidinomethyl)tetral-1-one hydrochloride 以 乙醇 为溶剂， 反应 6.0h， 以85%的产率得到9,11-dimethyl-5,6,8,9,10,11-hexahydrobenzo[h]pyrimido[4,5-b]quinoline-8,10-dione
  参考文献：
  名称：

  El-Ahl, Abdel Aziz S.; El Bialy, Serry A.A.; Ismail, Mohamed A., Heterocycles, 2001, vol. 55, # 7, p. 1315 - 1321

  摘要：

  DOI：

文献信息

• Cascade imination, Buchwald–Hartwig cross coupling and cycloaddition reaction: synthesis of pyrido[2,3-d]pyrimidines
  作者：Pallabi Saikia、Gitarthi Sharma、Sanjib Gogoi、Romesh C. Boruah

  DOI：10.1039/c5ra00725a

  日期：——

  A novel and efficient palladium catalyzed method was developed for the synthesis of wide range of pyrido[2,3-d]pyrimidines, using readily available β-bromovinyl/aryl aldehydes and 6-amino-1,3-dialkyluracils as the starting materials with good yields. This reaction proceeds via cascade imination/Buchwald–Hartwig cross coupling/cycloaddition reactions under microwave irradiation and solvent free conditions

  开发了一种新颖高效的钯催化方法，以易得的β-溴乙烯基/芳基醛和6-氨基-1,3-二烷基尿嘧啶为原料，合成了广泛的吡啶并[2,3- d ]嘧啶。良品率高。该反应通过微波辐射和无溶剂条件下的级联亚胺/ Buchwald-Hartwig交叉偶联/环加成反应进行。
• Reactions of 6-aminopyrimidines with 2-dimethylaminomethylenetetralone. Regiospecific Synthesis Of 5,6-Dihydrobenzo [<i>h</i>]pyrimido [4,5-<i>b</i>] quinolines
  作者：Jairo Quiroga、Braulio Insuasty、Henry Insuasty、Rodrigo Abonia、Antonio Ortíz、Adolfo Sánchez、Manuel Nogueras

  DOI：10.1002/jhet.5570380203

  日期：2001.3

  Benzo[h]pyrimido[4,5-b]quinolines (3) have been synthesized via a regiospecific cyclocondensation reaction between 6-aminopyrimidines (1) and 2-dimethylaminomethylentetralone hydrochloride (2). The linear structure of the final compounds were determined by nmr measurements, especially by 1H,1H, 1H,13C COSY and DEPT experiments.

  苯并[ h ]嘧啶基[4,5- b ]喹啉（3）是通过6-氨基嘧啶（1）和2-二甲基氨基甲基四氢萘酮盐酸盐（2）之间的区域特异性环缩合反应合成的。最终化合物的线性结构通过nmr测量确定，尤其是通过1 H，1 H，1 H，13 C COZY和DEPT实验确定。

表征谱图