(E)-N,N-diethyl-4-(2-nitroprop-1-enyl)aniline | 134538-60-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-N,N-diethyl-4-(2-nitroprop-1-enyl)aniline
• 英文别名: N,N-diethyl-4-[(E)-2-nitroprop-1-enyl]aniline
• CAS: 134538-60-6
• 化学式: C₁₃H₁₈N₂O₂
• 分子量: 234.298
• InChiKey: MEDBMWMDRLOCBS-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-N,N-diethyl-4-(2-nitroprop-1-enyl)aniline 、 硼氢化钠 以85%的产率得到
  参考文献：
  名称：

  MOURAD, M. S.;VARMA, RAJENDER, S.;KABALKA, G. W., J. ORG. CHEM., 1985, 50, N 1, 133-135

  摘要：

  DOI：
• 作为产物：
  描述：

  硝基乙烷 、 N,N-二乙基-4-氨基苯甲醛 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 50.0 ℃ 、999.99 MPa 条件下， 反应 3.0h， 以78%的产率得到(E)-N,N-diethyl-4-(2-nitroprop-1-enyl)aniline
  参考文献：
  名称：

  Henry condensation under high pressure 2. Effect of aromatic aldehyde type and pressure on the yield of ?-nitrostyrenes and secondary processes

  摘要：

  Condensation of aromatic aldehydes (I)-(XX) with EtNO2 and n-PrNO2 in AcOH in the presence of AcONH4 or i-BuNH2 gives primarily omega-nitrostyrenes (Ia, b)-(XXa, b) and small quantities of nitriles (Ic)-(XXc), oximes (Id)-(XXd), and ketones (Ie, f)-(XXe, f). The yields of (Ia, b)-(XXa, b) at P = 1 atm are higher for acceptor substituents on the aromatic ring whereas at P = 10 kbar, they are higher for donor substituents. High pressures suppress the formation of (Ic-f)-(XXc-f) and the Z-isomers of (Ia, b)-(XXa, b). The high pressure technique is especially useful in the preparation of donor-substituted (Ia, b)-(XXa, b) which are intermediates in the synthesis of the psychotropic beta-phenylethylamines.

  DOI：

  10.1007/bf00965433

文献信息

• [EN] PROTEIN TYROSINE PHOSPHATASE MODULATORS<br/>[FR] MODULATEURS DE LA PROTÉINE TYROSINE PHOSPHATASE
  申请人：BIODIEM LTD

  公开号：WO2008061308A1

  公开（公告）日：2008-05-29

  [EN] The present invention relates to protein tyrosine phosphatase (PTP) modulators, in particular PTP inhibitors and their use in the treatment or prophylaxis of disorders modulated by PTP such as cellular proliferation disorders; autoimmune diseases for example diabetes or inflammatory diseases; infections caused by viruses using PTPases for infectivity; angiogenesis mediated disorders; bone disorders; and vascular tone, vascular permeability or VEGF mediated disorders.
  [FR] La présente invention concerne des modulateurs de la protéine tyrosine phosphatase (PTP), et en particulier des inhibiteurs de la PTP, ainsi que leur utilisation dans le traitement ou la prophylaxie de troubles modulés par la PTP, tels que les troubles suivants : troubles de la prolifération cellulaire ; maladies auto-immunes, par exemple diabète ou maladies inflammatoires ; infections provoquées par des virus utilisant la PTP pour l'infectivité ; troubles induits par l'angiogenèse ; troubles osseux ; et troubles du tonus vasculaire, troubles de la perméabilité vasculaire ou troubles induits par le facteur de croissance endothélial vasculaire.
• Henry condensation under high pressure 2. Effect of aromatic aldehyde type and pressure on the yield of ?-nitrostyrenes and secondary processes
  作者：N. E. Agafonov、I. P. Sedishev、A. V. Dudin、A. A. Kutin、G. A. Stashina、V. M. Zhulin

  DOI：10.1007/bf00965433

  日期：1991.2

  Condensation of aromatic aldehydes (I)-(XX) with EtNO2 and n-PrNO2 in AcOH in the presence of AcONH4 or i-BuNH2 gives primarily omega-nitrostyrenes (Ia, b)-(XXa, b) and small quantities of nitriles (Ic)-(XXc), oximes (Id)-(XXd), and ketones (Ie, f)-(XXe, f). The yields of (Ia, b)-(XXa, b) at P = 1 atm are higher for acceptor substituents on the aromatic ring whereas at P = 10 kbar, they are higher for donor substituents. High pressures suppress the formation of (Ic-f)-(XXc-f) and the Z-isomers of (Ia, b)-(XXa, b). The high pressure technique is especially useful in the preparation of donor-substituted (Ia, b)-(XXa, b) which are intermediates in the synthesis of the psychotropic beta-phenylethylamines.
• MOURAD, M. S.;VARMA, RAJENDER, S.;KABALKA, G. W., J. ORG. CHEM., 1985, 50, N 1, 133-135
  作者：MOURAD, M. S.、VARMA, RAJENDER, S.、KABALKA, G. W.

  DOI：——

  日期：——