1-[(4-氯苯基氨基)甲基]-2-萘酚 | 145510-95-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-[(4-氯苯基氨基)甲基]-2-萘酚
• 英文名称: 1-<(4-Chlorphenylamino)methyl>-2-naphthol
• 英文别名: 1-p-chloroanilinomethylnaphthol-2；1-(4-chloro-anilinomethyl)-[2]naphthol；1-(4-Chlor-anilinomethyl)-[2]naphthol；1-[(4-Chloroanilino)methyl]naphthalen-2-ol
• CAS: 145510-95-8
• 化学式: C₁₇H₁₄ClNO
• 分子量: 283.757
• InChiKey: CJSKBHKIZJSZAP-UHFFFAOYSA-N

物化性质

• 熔点：
  139-141.5 °C
• 沸点：
  495.2±25.0 °C(Predicted)
• 密度：
  1.325±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[(4-氯苯基氨基)甲基]-2-萘酚 在 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 7.0h， 生成 2-(4-chlorophenyl)-3-morpholin-4-yl-3-sulfanylidene-1H-benzo[f][1,3,2]benzoxazaphosphinine
  参考文献：
  名称：

  In Search of new Organophosphorus Pesticides and Insecticides. Part III: Synthesis and Anticholinesterase Studies of 3-(Subs)-Quinoxy/Pyridinoxy/Cyclica Mino-2,3- Dihydro-2-(4-Chlorophenyl)-1H-Naphth [1,2-E][1,3,2] Oxazaphosphorine 3-Sulfides

  摘要：

  In situ treatment of (cyclic) amino derivatives with the product obtained from the cyclocondensation of 1-p-chloroanilinomethyl naphthol-2 and thiophosphoryl chloride in dry benzene-THF afforded the titled oxazaphosphorine sulfides in good yield. Subsequently, the reaction of pyridinoky/quioxythiophosphorodi chloridates and 1-p-chloro anilino methyl naphthol-2 in dry benzene-THF mixture gave the corresponding pyridinoxy/quinoxy oxaza phosphorine 3-sulfides in quantitative yield. All the condensations proceeded smoothly by employing triethylamine to scavenge the liberated hydrogen chloride gas. Anticholinestease studies of these compounds indicated very high degree of inhibition several times higher than the reference standard-methyl parathion.

  DOI：

  10.1080/10426500008082383
• 作为产物：
  描述：

  N,N'-bis-(4-chloro-phenyl)-methanediyldiamine 、 2-萘酚 在 乙醇 作用下， 生成 1-[(4-氯苯基氨基)甲基]-2-萘酚
  参考文献：
  名称：

  SOME REACTIONS OF METHYLENE-BIS-AMINES AS AMMONO-ALDEHYDES

  摘要：

  DOI：

  10.1021/jo01195a006

文献信息

• Heterocyclische Spirocyclohexadienone, 2. Mitteilung
  作者：Hans Möhrle、Dieter Schake

  DOI：10.1002/ardp.19923251103

  日期：——

  Hofmann‐Martius‐Umlagerungen verschieden substituierter Anilin‐Derivate werden untersucht und die Spirocyclohexadienone 5 und 25 dargestellt. Im Vergleich zur N‐aliphatischen Spiroverbindung 9 zeigen 5 und 25 teilweise unterschiedliche Reaktionen, deren Ursache diskutiert wird.

  研究了各种取代的苯胺衍生物的 Hofmann-Martius 重排，并提出了螺环己二烯酮 5 和 25。与N-脂肪族螺化合物9、5和25相比，表现出部分不同的反应，讨论了其原因。
• Synthesis,1H,13C and31P NMR spectral studies of novel 2-aryloxy/cyclicamino- 3-(4-methylphenyl)- 1H- naphth[ 1,2-e] [1,3,2] oxazaphosphorine 2-oxides/sulphides and13C NMR data for some 4-substituted-dinaphtho dioxaphosphepin 4-oxides/sulphides
  作者：C. Naga Raju、M. S. R. Naidu、E. O. John、M. C. Reddy

  DOI：10.1002/mrc.1260281013

  日期：1990.10

  The syntheses, 1H, 13C and 31P NMR chemical shifts and 13C‐31P coupling constants of 2‐aryloxy/cyclicamino‐2,3‐dihydro ‐3‐ (4‐methylphenyl) ‐1H ‐ naphth [1,2‐e] [1,3,2]oxazaphosphorine 2‐oxides/sulphides and the 13C NMR data for 4‐substituted ‐ dinaphtho [2,1 ‐d:1′,2′‐f] [1,3,2] dioxaphosphepin 4‐oxides/sulphides are reported.

  2-芳氧基/环氨基-2,3-二氢-3-(4-甲基苯基)-1H-萘[1,2-e]的合成、1H、13C和31P NMR化学位移和13C-31P耦合常数[1] ,3,2]oxazaphosphorine 2-oxides/sulphides 和 13C NMR 数据为 4-取代 - dinaphtho [2,1 -d:1',2'-f] [1,3,2] dioxaphosphepin 4-oxides/sulphides被报道。
• SOME REACTIONS OF METHYLENE-BIS-AMINES AS AMMONO-ALDEHYDES
  作者：J. R. FELDMAN、E. C. WAGNER

  DOI：10.1021/jo01195a006

  日期：1942.1
• In Search of new Organophosphorus Pesticides and Insecticides. Part III: Synthesis and Anticholinesterase Studies of 3-(Subs)-Quinoxy/Pyridinoxy/Cyclica Mino-2,3- Dihydro-2-(4-Chlorophenyl)-1<i>H</i>-Naphth [1,2-E][1,3,2] Oxazaphosphorine 3-Sulfides
  作者：E. O. John Bull、M. S. R. Naidu

  DOI：10.1080/10426500008082383

  日期：2000.1.1

  In situ treatment of (cyclic) amino derivatives with the product obtained from the cyclocondensation of 1-p-chloroanilinomethyl naphthol-2 and thiophosphoryl chloride in dry benzene-THF afforded the titled oxazaphosphorine sulfides in good yield. Subsequently, the reaction of pyridinoky/quioxythiophosphorodi chloridates and 1-p-chloro anilino methyl naphthol-2 in dry benzene-THF mixture gave the corresponding pyridinoxy/quinoxy oxaza phosphorine 3-sulfides in quantitative yield. All the condensations proceeded smoothly by employing triethylamine to scavenge the liberated hydrogen chloride gas. Anticholinestease studies of these compounds indicated very high degree of inhibition several times higher than the reference standard-methyl parathion.