2-[(4-chloro-benzylidene)-amino]-ethanol | 148201-91-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(4-chloro-benzylidene)-amino]-ethanol
• CAS: 148201-91-6
• 化学式: C₉H₁₀ClNO
• 分子量: 183.637
• InChiKey: KUDPDQIFBVYNGF-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-[(4-chloro-benzylidene)-amino]-ethanol 在 3 A molecular sieve 、 N,N-硫酰二咪唑 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 N-[3-[2-(4-chlorophenyl)-4-cyclohexyl-3-oxopiperazin-1-yl]-3-oxopropyl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Ugi Multicomponent Reaction Followed by an Intramolecular Nucleophilic Substitution:  Convergent Multicomponent Synthesis of 1-Sulfonyl 1,4-Diazepan-5-ones and of Their Benzo-Fused Derivatives

  摘要：

  A short, two-step approach to the synthesis of diazepane or diazocane systems, based on a Ugi multicomponent reaction followed by a subsequent intramolecular S(N)2 reaction was studied. 1-Sulfonyl tetrahydrobenzo[e]-1,4-diazepin-1-ones 1 were obtained in very high yield through a Ugi multicomponent reaction followed by Mitsunobu cyclization. On the other hand, aliphatic 1-sulfonyl 1,4-diazepan-5-ones 2 could be obtained employing different cyclization conditions (sulfuryl diimidazole). A similar approach toward diazocane rings using hydroxamates as nucleophiles was less successful, affording only O-cyclized adducts or unexpected side products. A mechanistic explanation of the observed outcomes is proposed.

  DOI：

  10.1021/jo062626z
• 作为产物：
  描述：

  C.I.酸性橙108 、 4-氯苯甲醛 在 4 A molecular sieve 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 2-[(4-chloro-benzylidene)-amino]-ethanol
  参考文献：
  名称：

  Ugi Multicomponent Reaction Followed by an Intramolecular Nucleophilic Substitution:  Convergent Multicomponent Synthesis of 1-Sulfonyl 1,4-Diazepan-5-ones and of Their Benzo-Fused Derivatives

  摘要：

  A short, two-step approach to the synthesis of diazepane or diazocane systems, based on a Ugi multicomponent reaction followed by a subsequent intramolecular S(N)2 reaction was studied. 1-Sulfonyl tetrahydrobenzo[e]-1,4-diazepin-1-ones 1 were obtained in very high yield through a Ugi multicomponent reaction followed by Mitsunobu cyclization. On the other hand, aliphatic 1-sulfonyl 1,4-diazepan-5-ones 2 could be obtained employing different cyclization conditions (sulfuryl diimidazole). A similar approach toward diazocane rings using hydroxamates as nucleophiles was less successful, affording only O-cyclized adducts or unexpected side products. A mechanistic explanation of the observed outcomes is proposed.

  DOI：

  10.1021/jo062626z

文献信息

• N-Nitrosation of (E)-2-(benzylidene-amino)ethanols
  作者：Li-jun Peng、Zhong-quan Liu、Jian-tao Wang、Long-min Wu

  DOI：10.1016/j.tetlet.2007.05.178

  日期：2007.10

  Reaction of (E)-2-(benzyiidene-amino)ethanol 2 with nitric oxide afforded an (E)-rotamer dominant mixture of (E)- and (Z)-N-nitroso-2-aryl-1,3-oxazolidine 3 at room temperature in good overall yields. (C) 2007 Published by Elsevier Ltd.
• DOBREV, ALEXANDER, SYNTHESIS (BRD),(1989) N2, C. 963-965
  作者：DOBREV, ALEXANDER

  DOI：——

  日期：——
• LETUNOV, V. I., ZH. ORGAN. XIMII, 1982, 18, N 11, 2428-2430
  作者：LETUNOV, V. I.

  DOI：——

  日期：——
• KOZLOV, N. S.;PAK, V. D.;BRITAN, E. A.;GARTMAN, G. A.;YAGANOVA, N. N., DOKL. AN BSSR, 1984, 28, N 10, 901-903
  作者：KOZLOV, N. S.、PAK, V. D.、BRITAN, E. A.、GARTMAN, G. A.、YAGANOVA, N. N.

  DOI：——

  日期：——