6,8-diethoxy-1,3,7-triazapyrene | 1255536-67-4

• 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: 6,8-diethoxy-1,3,7-triazapyrene
• 英文别名: 12,14-diethoxy-5,7,13-triazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),5,7,9,11,13-octaene
• CAS: 1255536-67-4
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: SYCXGCAWSOVSPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6,8-diethoxy-1,3,7-triazapyrene 在 alkali metal hydroxide 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 6,8-dipropoxy-1,3,7-triazapyrene
  参考文献：
  名称：

  Transalkoxylation of 1,3,7-triazapyrene ethers

  摘要：

  DOI：

  10.1007/s10593-011-0817-x
• 作为产物：
  描述：

  1,3,7-triazapyrene 在 potassium hydroxide 、 potassium hexacyanoferrate(III) 作用下， 以 水 、 甲苯 为溶剂， 反应 11.0h， 生成 6,8-diethoxy-1,3,7-triazapyrene
  参考文献：
  名称：

  1,3-Dipolar Cycloaddition in a Series of 7-Oxoalkyl-1,3,7-Triazapyrenium salts

  摘要：

  A series of new 7-R-1,3,7-triazapyrenium salts has been synthesized. The 1,3-dipolar cycloaddition reaction has been investigated in the case of 7-beta-oxoalkyl-1,3,7-triazapyrenium salts.

  DOI：

  10.1007/s10593-012-1100-5

文献信息

• Amides of 1,3,7-triazapyrene series: synthesis by nucleophilic substitution of alkoxy groups
  作者：Ivan V. Borovlev、Oleg P. Demidov、Nadezhda A. Kurnosova、Gulminat A. Amangazieva、Elena K. Avakyan

  DOI：10.1007/s10593-015-1704-7

  日期：2015.4

  The treatment of 6,8-dialkoxy-1,3,7-triazapyrenes with sodium acylamides in DMSO at room temperature resulted in ipso substitution of one alkoxy group with amide group, giving 8-acylamino-6-alkoxy-1,3,7-triazapyrenes. The reaction at 65–70°C proceeded as a tandem SNAripso–SN2 process, leading to the formation of 8-acylamino-6-oxo-6,7-dihydro-1,3,7-triazapyrenes.

  的6,8-二烷氧基-1,3,7- triazapyrenes在室温下用在DMSO钠丙酰胺的处理导致本位与酰胺基团一个烷氧基取代，得到8-酰氨1-6 -烷氧基-1,3,7- -三氮杂戊烯。在65–70°C下，反应以串联S N Ar ipso –S N 2的方式进行，从而导致形成8-酰基氨基-6-氧代-6,7-二氢-1,3,7-三氮杂py烯。
• Ureas as a New Nucleophilic Reagents for S_NAr Amination and Carbamoyl Amination Reactions in 1,3,7-Triazapyrene Series
  作者：Ivan Borovlev、Oleg Demidov、Gulminat Amangasieva、Elena Avakyan、Nadezhda Kurnosova

  DOI：10.1002/jhet.2597

  日期：2017.1

  substitution of an alkoxy groups (SNipso) by amino group were isolated in good yields. The reactions proceed in anhydrous dimethyl sulfoxide solution at room temperature. But when anions of the mono‐substituted ureas containing bulky substituents were used, the first products of the earlier unknown SNAr reactions of alkyl carbamoyl amination were obtained.

  研究了尿素阴离子作为亲核试剂与1,3,7-三氮杂py烯烷氧基衍生物反应的能力。发现出乎所有人的意料，以良好的产率分离了烷氧基（S N ipso）被氨基取代的产物。反应在室温下在无水二甲基亚砜溶液中进行。但是，当使用含有大取代基的单取代脲的阴离子时，就得到了烷基氨基甲酰基氨基化的更早未知的S N Ar反应的第一产物。
• Synthesis and Structure of Salts Derived from 6,8-Dialkoxy-1,3,7-Triazapyrenes
  作者：O. P. Demidov、N. A. Saigakova、N. V. Demidova、I. V. Borovlev

  DOI：10.1007/s10593-014-1430-6

  日期：2014.3

  acid catalysis conditions is preceded by diprotonation of the substrate. 6,8-Dialkoxy-1-methyl-1,3,7-triazapyrenium salts were synthesized. An unusual transformation of 6,8-diethoxy- and 6,8-dipropoxy-1,3,7-triazapyrenes to 1,3-dimethyl-6,8-dioxo-1,6,7,8-tetrahydro-1,3,7-triazapyrenium salts was found.

  1,3,7-三氮杂ap烯在酸催化条件下的氧化亲核烷氧基化作用是底物的双质子化作用。合成了6,8-二烷氧基-1-甲基-1,3,7-三氮杂py盐。6,8-二乙氧基和6,8-二丙氧基-1,3,7-三氮杂吡喃酮的异常转化为1,3-二甲基-6,8-dioxo-1,6,7,8-四氢-1,3发现了7，7-三氮杂re盐。
• Synthesis and cleavage of 1,3,7-triazapyrene ethers
  作者：O. P. Demidov、I. V. Borovlev、N. A. Saigakova、O. A. Nemykina、S. V. Pisarenko

  DOI：10.1007/s10593-013-1168-6

  日期：2013.1

  Oxidative alkoxylation of 1,3,7-triazapyrenes in the system ROH-H2O-KOH-K3Fe(CN)(6) leads via a tandem S (N) (H)-S (N) (H) process to the formation of 6,8-dialkoxy-1,3,7-triazapyrenes. Hydrolytic cleavage of these ethers leads to products of single or double dealkylation, depending on the reaction conditions.
• Acid catalysis in the oxidative nucleophilic alkoxylation of 1,3,7-triazapyrenes
  作者：I. V. Borovlev、O. P. Demidov、N. A. Saigakova

  DOI：10.1007/s11172-011-0268-7

  日期：2011.8