4-(n-pentylamino)benzonitrile | 4769-50-0

• 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: 4-(n-pentylamino)benzonitrile
• 英文别名: 4-cyano-N-pentylaniline；4-(pentylamino)benzonitrile；4-Pentylamino-benzonitril
• CAS: 4769-50-0
• 化学式: C₁₂H₁₆N₂
• mdl: MFCD11135525
• 分子量: 188.272
• InChiKey: VTHRKVLMVJFQQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-碘氰基苯 、 1-氨基戊烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以63%的产率得到4-(n-pentylamino)benzonitrile
  参考文献：
  名称：

  CuI与聚苯胺纳米纤维结合催化形成CN键

  摘要：

  聚苯胺纳米纤维作为负载碘化亚铜催化剂 (CuI-PANInf) 的大配体已被开发用于在环境条件 (80 °C) 下将芳基卤化物（包括芳基氯化物）与脂肪族、芳香族和 N(H)-杂环胺偶联用于芳基氯化物）已被开发。这种简单有效的偶联反应方法通用性强，使用方便，而且催化剂可以多次循环使用，产率从优到优。

  DOI：

  10.1002/ejoc.201000149

文献信息

• Process for The Preparation of Sulfonic Acid Salts of Oxabispidines
  申请人：Cheema Lal

  公开号：US20080200673A1

  公开（公告）日：2008-08-21

  There is provided a process for the isolation of a sulfonic acid salt of formula I, or a solvate thereof, from a mixture comprising: (i) the corresponding free base; and (ii) a compound of formula III. or a salt and/or solvate thereof, which process comprises providing an aqueous dispersion of the compounds of formulae II and III and a source of R 3 SO 3 − anions and then, if necessary, adjusting the pH of the aqueous dispersion to any value from 3 to 8. There are further provided processes wherein the mixture of compounds of formulae II and III is provided by incomplete reaction, for example in the presence of base and an aqueous phase, between a compound of formula III and a compound of formula IV In such processes, the RSO 3 − anions of the resulting salt of formula I may be derived from the compound of formula IV. Also for all of these processes, D, R 1 , R 2 and R 3 have meanings given in the description.

  提供了一种从包含以下混合物中分离出公式I的磺酸盐或其溶剂化物的过程：（i）相应的游离碱；和（ii）公式III的化合物或其盐和/或溶剂化物，该过程包括提供公式II和III化合物的水分散体以及R3SO3-阴离子的来源，然后必要时将水分散体的pH调整到3至8的任何值。还提供了其中公式II和III化合物的混合物是通过不完全反应提供的过程，例如在碱和水相存在的情况下，在公式III化合物和公式IV化合物之间，其中在这些过程中，公式I的 resulting salt的RSO3-阴离子可以来自公式IV的化合物。对于所有这些过程，D，R1，R2和R3的含义如描述中所给出。
• New Process For The Preparation Of Oxabispidines
  申请人：Cheema Lal

  公开号：US20070197519A1

  公开（公告）日：2007-08-23

  There is provided a process for the preparation of a compound of formula (I): which process comprises reaction of a compound of formula (TI): with either a compound of formula (ITT): or acrylamide, followed, in the latter case, by reaction of the resulting intermediate of formula (IV): with an alcohol of formula R 2 ═OH and an agent that promotes, or agents that in combination promote, rearrangement and oxidation of the compound of formula IV to an intermediate isocyanate, which may then react with the alcohol of formula R 2 ═OH, and wherein R 1 , R 2 and R 16 have meanings given in the description.

  提供了一种制备化合物(I)的方法，该方法包括将化合物(TI)与化合物(ITT)或丙烯酰胺反应，后者情况下，再将生成的中间体(IV)与具有公式R2═OH的醇和促进化合物IV重排和氧化的试剂或组合试剂反应，所述化合物IV可进一步与公式R2═OH的醇反应，其中R1、R2和R16的含义如描述中所给。
• Process For The Preparation Of N,N'-Disubstituted Oxabispidines
  申请人：Cladingboel David

  公开号：US20100222335A1

  公开（公告）日：2010-09-02

  There is provided a process for the preparation of a sulfonic acid salt of formula I, or a solvate thereof, which process comprises hydrogenating a sulfonic acid salt of formula II, or a solvate thereof; in the presence of a solvent system consisting essentially of water, a C 3-5 secondary alkyl alcohol and no more than 15% v/v of another organic solvent, wherein the sulfonic acid salt of formula I is optionally, without isolation, converted to a compound of formula IX, or a pharmaceutically-acceptable derivative thereof, wherein R 1 , R 2 , R 3 , R 6 , R 7 , R 8 , A, B and D have meanings given in the description.

  提供了一种制备公式I的磺酸盐或其溶剂化物的方法，该方法包括在存在溶剂体系的条件下，将公式II的磺酸盐或其溶剂化物加氢；所述溶剂体系基本上由水、C3-5次级烷基醇和不超过15%体积/体积的另一种有机溶剂组成；其中公式I的磺酸盐可选择不经过分离，转化为公式IX的化合物或其药学可接受衍生物，其中R1、R2、R3、R6、R7、R8、A、B和D的含义详见说明。
• <i>N</i>-Alkylation of aromatic amines with alcohols by using a commercially available Ru complex under mild conditions
  作者：Rita Mocci、Luciano Atzori、Walter Baratta、Lidia De Luca、Andrea Porcheddu

  DOI：10.1039/d3ra06751c

  日期：——

  An N-alkylation procedure has been developed under very mild conditions using a known commercially available Ru-based catalyst. As a result, a wide range of aromatic primary amines has been selectively alkylated with several primary alcohols, yielding the corresponding secondary amines in high yields. The methodology also enables the methylation of anilines in refluxing methanol and the preparation

  已经使用已知的市售Ru基催化剂在非常温和的条件下开发了N-烷基化程序。结果，多种芳香伯胺被几种伯醇选择性烷基化，以高产率产生相应的仲胺。该方法还能够在回流甲醇中甲基化苯胺，并以简单的方式制备一组杂环。
• Rhodium(NHC)-Catalyzed Amination of Aryl Bromides
  作者：Min Kim、Sukbok Chang

  DOI：10.1021/ol100437j

  日期：2010.4.2

  A rhodium-catalyzed amination reaction of aryl halides with amines has been developed with the use of a N-heterocyclic carbene (NHC) ligand (IiPr = 1,3-diisopropylimidazol-2-ylidene). The active metal species responsible for the reaction progress was identified. The developed procedure of the Rh-catalyzed N-arylation is convenient to carry out under mild reaction conditions displaying a wide range of substrate scope and high degree of functional group tolerance.