1,3-dimethyl-8-phenyl-1,2,3,6,7,8-hexahydro-1,3-diazapyrene-6-one | 66726-62-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1,3-dimethyl-8-phenyl-1,2,3,6,7,8-hexahydro-1,3-diazapyrene-6-one
• 英文别名: 1,3-dimethyl-8-phenyl-2,3-dihydro-1H-benzo[gh]perimidin-6-one；5,7-dimethyl-14-phenyl-5,7-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10,13-hexaen-12-one
• CAS: 66726-62-3
• 化学式: C₂₂H₁₈N₂O
• 分子量: 326.398
• InChiKey: PTEZJQLYSDOICN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  25.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  23.55
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1,3-dimethyl-2,3-dihydro-1H-perimidine 在 aluminum tri-bromide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 1,3-dimethyl-8-phenyl-1,2,3,6,7,8-hexahydro-1,3-diazapyrene-6-one
  参考文献：
  名称：

  Heterocyclic Analogs of Pleiadiene: LXXIV. peri-Cyclizations in the Perimidine Series. Synthesis of 1,3-Diazapyrene Derivatives

  摘要：

  Reactions of perimidines and perimidin-2-ones with alpha,beta-unsaturated carbonyl compounds gave various 1,3-diazapyrene derivatives. Acylation of 1-methylperimidine, perimidin-2-one, and 1-methylperimidin-2-one with cinnamoyl chloride in the presence of AlBr3 is accompanied by peri-fusion at the 6,7-position and dearylation of the intermediate product. Under analogous conditions, 1,3-dimethyl-2,3-dihydroperimidine gave rise to 6-cinnamoyl-1,3-dimethyl-2,3-dihydroperimidine. Reactions of perimidin-2-ones with 1,3-diphenyl-2-propenone in polyphosphoric acid resulted in peri-fusion at the 6,7-position, and with acetylacetone, at the 1,9-position.

  DOI：

  10.1023/b:rujo.0000044557.95160.e5

文献信息

• BOROVLEV I. V.; POZHARSKIJ A. F., XIMIYA GETEROTSIKL. SOEDIN., 1978, HO 6, 833-842
  作者：BOROVLEV I. V.、 POZHARSKIJ A. F.

  DOI：——

  日期：——