naphthalene-1,4,8-triamine | 172743-77-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthalene-1,4,8-triamine
• 英文别名: 1,4,5-triaminonaphthalene；1,4,8-triaminonaphthalene；naphthalene-1,4,5-triamine；naphthalene-1,4,5-triyltriamine；Naphthalin-1,4,5-triyltriamin；1.4.5-Triamino-naphthalin
• CAS: 172743-77-0
• 化学式: C₁₀H₁₁N₃
• 分子量: 173.217
• InChiKey: VZHLGOZZXYNVPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,5-三嗪 、 naphthalene-1,4,8-triamine 在 polyphosphoric acid 作用下， 反应 6.0h， 以38%的产率得到1H-1,5,7-triazacyclopenta[c,d]phenalene
  参考文献：
  名称：

  Synthesis of 6H-Pyrrolo[2,3,4-gh]perimidines from naphthalene-1,4,8-triamine

  摘要：

  DOI：

  10.1134/s1070428013100266
• 作为产物：
  描述：

  1,4,5-三硝基萘 在 盐酸 、 乙醇 、 tin(ll) chloride 作用下， 生成 naphthalene-1,4,8-triamine
  参考文献：
  名称：

  46.萘二胺的取代反应。第二部分 1：5-和1：8-萘二胺的二甲苯-对磺酰基衍生物的溴化

  摘要：

  DOI：

  10.1039/jr9510000221

文献信息

• Rational design of an efficient one-pot synthesis of 6H-pyrrolo[2,3,4-gh]perimidines in polyphosphoric acid
  作者：Alexander V. Aksenov、Nicolai A. Aksenov、Dmitrii S. Ovcharov、Dmitrii A. Aksenov、Georgii Griaznov、Leonid G. Voskressensky、Michael Rubin

  DOI：10.1039/c6ra17269e

  日期：——

  Several highly efficient one-pot synthetic protocols were developed, enabling polyphosphoric acid-activated nitroalkanes to act as electrophiles in reactions with aminonapthalenes. The featured methods allow for the single step assembly of...

  开发了几种高效的一锅法合成方案，使多磷酸活化的硝基烷烃在与氨基萘的反应中充当亲电试剂。特色方法允许单步组装...
• A Simple and Effective Procedure for theN-Permethylation of Amino-Substituted Naphthalenes
  作者：Vladimir I. Sorokin、Valery A. Ozeryanskii、Alexander F. Pozharskii

  DOI：10.1002/ejoc.200390085

  日期：2003.2

  ohols) with good to excellent yields. Steric hindrance does not prevent the reaction. Some amines with electron-withdrawing groups, especially at nonconjugated positions, are also alkylated. The procedure allows the combination of a reduction (catalytic or by tin dichloride in acidic media) and a methylation in a one-pot process. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

  多种氨基取代的萘可以通过 Me2SO4/Na2CO3/H2O（醇）系统进行 N-全甲基化，收率非常好。空间位阻不会阻止反应。一些带有吸电子基团的胺，特别是在非共轭位置，也被烷基化。该程序允许在一锅法中将还原（催化或通过酸性介质中的二氯化锡）和甲基化相结合。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• ——
  作者：V. A. Ozeryanskii、E. A. Filatova、V. I. Sorokin、A. F. Pozharskii

  DOI：10.1023/a:1011359109826

  日期：——

  Efficient procedures were developed for the two-step synthesis of 1,2,2,3-tetramethyl-2,3-dihydroperimidines and for the one-step synthesis of 1,3-dimethyl-2,3-dihydroperimidines starting from 1,8-diaminonaphthalenes. New possibilities of the use of 2,3-dihydroperimidinium salts in the synthesis of 1,8-bis(dialkylamino) naphthalenes ("proton sponges") containing the IV-isopropyl group along with the A-methyl groups were demonstrated. The 1,1,2,2,3-pentamethyl-2,3-dihydroperimidinium cation exists in the acyclic iminium form responsible for its high reactivity.
• ——
  作者：V. I. Sorokin、V. A. Ozeryanskii、A. F. Pozharskii

  DOI：10.1023/a:1019615206870

  日期：——

  New methods were proposed for synthesizing 1,4,5,8-tetrakis(dimethylamino)naphthalene with an overall yield of 4 to 12% to replace the known procedure ensuring an overall yield of 2%. Catalytic hydrogenation was shown to be inapplicable for preparation of polyaminonaphthalenes from nitro compounds having 3 or 4 nitro gruops in the alpha-positions. Nucleophilic amination of 1,5-dinitronaphthalene in the system NH2OH/NaOH/MeOH yields 1-amino-4-nitronaphthalene. The nitration of 1,5-bis(p-tolylsulfonylamino)naphthalene leads to formation of 2,6-dinitro rather than 4,8-dinitro derivative, as it was believed formerly. This was confirmed by transformation of the latter into 1,2,5,6-tetrakis(dimethylamino)naphthalene. 3-Nitro, 2,6-dinitro, 2,6-diamino, and 2,4,6,8-tetranitro derivatives of 1,5-bis(dimethylamino)naphthalene, nitro and amino derivatives of 1,4,5-tris(dimethylamino)naphthalene, and 4,5-diamino-1,8-bis(methylamino)naphthalene were synthesized. By treatment with perchloric acid 1,4,5,8-tetrakis(dimethylamino)naphthalene was oxidized to 2,3-dihydroperimidinium salt.
• Finzi, Annali di Chimica Applicata, vol. 15, p. 62
  作者：Finzi

  DOI：——

  日期：——