1-[2-Methyl-1-(morpholin-4-yl)propyl]-1H-1,2,3-benzotriazole | 122668-90-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-[2-Methyl-1-(morpholin-4-yl)propyl]-1H-1,2,3-benzotriazole
• 英文别名: 4-[1-(benzotriazol-1-yl)-2-methylpropyl]morpholine
• CAS: 122668-90-0
• 化学式: C₁₄H₂₀N₄O
• 分子量: 260.339
• InChiKey: IGAJVRPHBHUXAP-UHFFFAOYSA-N

物化性质

• 沸点：
  397.0±27.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-Methyl-1-(morpholin-4-yl)propyl]-1H-1,2,3-benzotriazole 以 氘代乙腈 为溶剂， 生成 N-<α-(benzotriazol-2-yl)-β-methylpropyl>morpholine
  参考文献：
  名称：

  Katritzky, Alan R.; Yannakopoulou, Konstantina, Heterocycles, 1989, vol. 28, # 2, p. 1121 - 1134

  摘要：

  DOI：
• 作为产物：
  描述：

  N-<α-(benzotriazol-2-yl)-β-methylpropyl>morpholine 以 氘代乙腈 为溶剂， 生成 1-[2-Methyl-1-(morpholin-4-yl)propyl]-1H-1,2,3-benzotriazole
  参考文献：
  名称：

  Katritzky, Alan R.; Yannakopoulou, Konstantina, Heterocycles, 1989, vol. 28, # 2, p. 1121 - 1134

  摘要：

  DOI：

文献信息

• Aminoalkylations of Esters, Sulfones, Sulfoxides, Alkylated Pyridines, and Nitriles with in situ Generated Iminium Ions
  作者：Alan Katritzky、Krzysztof Idzik、Ashraf Abdel-Fattah、Jadwiga Soloducho、Peter Steel

  DOI：10.1055/s-2006-949463

  日期：2006.10

  N-(α-Aminoalkyl)benzotriazoles, prepared from a variety of aldehydes and secondary amines, react with diverse ester enolates, sulfones, a sulfoxide, alkylated pyridines, and nitriles to provide novel access to β-amino carboxylic esters (55-80% yield), β-aminoalkyl sulfones (42-88% yield), β-aminoalkyl sulfoxides (20-32% yield), α- and γ-(β-aminoalkyl)pyridines (69-90% yield), and β-aminoalkyl cyanides (10-97% yield), respectively.

  由各种醛和二级胺制备的N-(α-氨基烷基)苯并三唑，与多种酯烯醇盐、砜、亚砜、烷基化吡啶和腈反应，分别提供了合成β-氨基羧酸酯（产率55-80%）、β-氨基烷基砜（产率42-88%）、β-氨基烷基亚砜（产率20-32%）、α-和γ-(β-氨基烷基)吡啶（产率69-90%）以及β-氨基烷基氰化物（产率10-97%）的新途径。
• Classical Benzotriazole-Mediatedα-Aminoalkylations of Alkynes: Synthesis and Characterization of Alk-2-yn-1-amines as Amphiphilic Materials
  作者：Krzysztof R. Idzik、Joanna Cabaj、Jadwiga Sołoducho、Ashraf A. A. Abdel-Fattah

  DOI：10.1002/hlca.200790173

  日期：2007.9

  1a–l, obtained from aldehydes and secondary amines (Scheme 2), gave the expected alk-2-yn-1-amines 3a–t (Scheme 3). The amphiphilic character of the synthesized products was responsible for physicochemical measurements. Specific aggregation properties of the obtained compounds make them useful as electroactive materials in the Langmuir–Blodgett technique.

  从醛和仲胺（方案2）获得的易得和稳定的苯并三唑甲胺1a – l的反应生成了预期的alk-2-yn-1-胺3a – t（方案3）。合成产物的两亲特性负责理化测量。所获得化合物的特定聚集特性使其在Langmuir-Blodgett技术中可用作电活性材料。
• A General Method for the Preparation of β-Aminoesters
  作者：Alan R. Katritzky、Konstantina Yannakopoulou

  DOI：10.1055/s-1989-27381

  日期：——

  3-Dialkylamino (3) and 3-benzyloxycarbonylamino (6) esters are prepared by the Reformatsky reaction of 1-dialkylamino-(1) and 1-benzyloxycarbonylamino-(5) 1-(1-benzotriazolyl)alkanes with ethyl 2-bromoalkanoates. Compounds 1 and 5 are obtained by the condensation of benzotriazole, an aldehyde, and a secondary amine or benzyl carbamate. The procedure can be performed by as a one-pot reaction from benzotriazole.

  通过 1-二烷基氨基-(1)和 1-苄氧羰基氨基-(5)1-(1-苯并三唑基)烷与 2-溴烷酸乙酯的 Reformatsky 反应制备 3-二烷基氨基 (3) 和 3-苄氧羰基氨基 (6)酯。化合物 1 和 5 由苯并三唑、醛和仲胺或氨基甲酸苄酯缩合而成。该过程可通过苯并三唑的一次反应完成。
• Aminoalkylation of nitriles by iminium ions generated in situ
  作者：Alan R. Katritzky、Ashraf A.A. Abdel-Fattah、Peter J. Steel

  DOI：10.1016/j.tetlet.2005.12.059

  日期：2006.2

  Aminoalkylation of a series of primary and secondary nitriles with N-(alpha-aminoalkyl)benzotriazoles 1 (derived from a variety of secondary amines and aldehydes) proceeds smoothly providing the corresponding beta-aminoalkyl nitriles 5a-j in 66-97% yields. (c) 2005 Elsevier Ltd. All rights reserved.
• The preparation of functionalized amines and amides using benzotriazole derivatives and organozinc reagents
  作者：Alan R. Katritzky、Sonja Strah、Sergei A. Belyakov

  DOI：10.1016/s0040-4020(98)00353-6

  日期：1998.6

  Secondary and tertiary amines 6 are conveniently prepared in good yields by reacting organozinc halides with adducts 4, which are derived from the corresponding amines, aldehydes and benzotriazole. The use of organozinc reagents enables the introduction of nitro, cyano or ester functionalities into amine mainframes. This methodology was also used to prepare functionalized amides 8. (C) 1998 Elsevier Science Ltd. AII rights reserved.