1-Butylimino-cyclopentan | 6407-38-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-Butylimino-cyclopentan
• 英文别名: N-Cyclopentylidenbutylamin；Cyclopentanon-butylimin；butyl-cyclopentyliden-amine；N-Butylcyclopentanimine
• CAS: 6407-38-1
• 化学式: C₉H₁₇N
• 分子量: 139.241
• InChiKey: JRSKPPVGWBNMRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Butylimino-cyclopentan 在 selenium 、 一氧化碳 、 水 作用下， 以 四氢呋喃 、 三乙胺 为溶剂， 100.0 ℃ 、3.0 MPa 条件下， 反应 3.0h， 以88%的产率得到dicyclopentyldiselenide
  参考文献：
  名称：

  一氧化碳和水存在下亚胺与硒反应中硒化物的高效途径

  摘要：

  硒与一氧化碳，水和三乙胺存在下的亚胺和亚胺的亚胺（RR 1 CNR 2）反应在需氧处理中导致还原性硒化，得到对称的硒化物（RR 1 CHSe）2，优良至极好产量。所提出的机理表明，原位生成的羰基硒化物（SeCO）和硒化氢（H 2 Se）均参与了反应。

  DOI：

  10.1002/adsc.200404380
• 作为产物：
  描述：

  环戊醇 、 正丁胺 在 KMn₈O₁₆*nH₂O 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 1-Butylimino-cyclopentan
  参考文献：
  名称：

  串联催化：使用锰八面体分子筛直接从醇催化合成亚胺

  摘要：

  涉及催化剂的串联工艺可以提供独特而强大的策略，以在单个反应容器中将简单的起始原料转化为更复杂的产物。使用锰八面体分子筛（OMS-2）作为催化剂，通过串联催化方法直接从醇中合成亚胺。合成过程通过两个步骤进行：将醇氧化为羰基，然后通过胺对羰基的亲核攻击形成亚胺。OMS-2充当双功能催化剂，并在相同条件下催化单个反应容器中的两种机理不同的过程。通过这种有效的，环境友好的催化反应，苯甲醇的转化率高达100％。

  DOI：

  10.1016/j.jcat.2007.11.006
• 作为试剂：
  描述：

  1-Butylimino-cyclopentan 在 Co-doped zirconium dioxide 、 1-Butylimino-cyclopentan 、 氨 、 氢气 作用下， 以 甲醇 为溶剂， 99.84~100.0 ℃ 、2.0 MPa 条件下， 反应 1.0h， 生成 环戊胺
  参考文献：
  名称：

  Modulating trans-imination and hydrogenation towards the highly selective production of primary diamines from dialdehydes

  摘要：

  已开发出一种从二醛中高选择性生产主要二胺的新策略。

  DOI：

  10.1039/d0gc02280b

文献信息

• METHOD OF PRODUCING IMINES
  申请人：Sithambaram Shanthakumar

  公开号：US20070027344A1

  公开（公告）日：2007-02-01

  A method for forming an imine comprises reacting a first reactant comprising a hydroxyl functionality, a carbonyl functionality, or both a hydroxyl functionality and a carbonyl functionality with a second reactant having an amine functionality in the presence of ordered porous manganese-based octahedral molecular sieves and an oxygen containing gas at a temperature and for a time sufficient for the imine to be produced.

  形成亚胺的方法包括在有序多孔锰基八面体分子筛和含氧气体的存在下，将包含羟基功能、酮基功能或羟基功能和酮基功能的第一反应物与具有胺功能的第二反应物反应，反应温度和时间足以产生亚胺。
• Synthesis of spiroisoindolinones by palladium-catalyzed heterocyclization of 2-iodobenzoyl chloride with ketimines
  作者：Chan Sik Cho、Xue Wu、Li Hong Jiang、Sang Chul Shim、Hong Rak Kim

  DOI：10.1002/jhet.5570360147

  日期：1999.1

  2-Iodobenzoyl chloride reacts with ketimines in acetonitrile at 100° under carbon monoxide pressure in the presence of a catalytic amount of a palladium catalyst together with triethylamine to afford the corresponding spiroisoindolinones in high yields.

  2-碘苯甲酰氯在催化量的钯催化剂和三乙胺的存在下，在一氧化碳压力下于100°C下与乙酮中的酮亚胺反应，以高收率得到相应的螺异吲哚满酮。
• Selective CB2 agonists with anti-pruritic activity: Discovery of potent and orally available bicyclic 2-pyridones
  作者：Ken-ichi Kusakabe、Yasuyoshi Iso、Yukio Tada、Masahiro Sakagami、Yasuhide Morioka、Nobuo Chomei、Satomi Shinonome、Keiko Kawamoto、Hideyuki Takenaka、Kiyoshi Yasui、Hiroshi Hamana、Kohji Hanasaki

  DOI：10.1016/j.bmc.2013.03.030

  日期：2013.6

  The CB2 receptor has emerged as a potential target for the treatment of pruritus as well as pain without CB1-mediated side effects. We previously identified 2-pyridone derivatives 1 and 2 as potent CB2 agonists; however, this series of compounds was found to have unacceptable pharmacokinetic profiles with no significant effect in vivo. To improve these profiles, we performed further structural optimization of 1 and 2, which led to the discovery of bicyclic 2-pyridone 18e with improved CB2 affinity and selectivity over CB1. In a mouse pruritus model, 18e inhibited compound 48/80 induced scratching behavior at a dose of 100 mg/kg. In addition, the docking model of 18e with an active-state CB2 homology model indicated the structural basis of its high affinity and selectivity over CB1. (C) 2013 Published by Elsevier Ltd.
• SYNTHESIS OF SOME NEW CYCLIC AMINOPHOSPHONATES AND THEIR PHYSIOLOGICAL ACTIVITIES
  作者：J. S. Wieczorek、R. Gancarz、K. Bielecki、E. Grzyś、J. Sarapuk

  DOI：10.1080/10426500108040237

  日期：2001.8.1

  The synthesis of 19 newly synthesized cyclic aminophosphonic acid derivatives was described and their biological activity studied. It was found, as in the case of the previously described series of acyclic analogues, that the phytotoxicity of the compounds, tested on aquatic plant Spirodela oligorrhiza depended mainly on their hydrophobic parameters. The most pronounced phytotoxicity, the measure of which was concentration of aminophosphonates causing 50% inhibition of plant growth (EC50), exhibited compounds with not too long hydrocarbon substituent on the nitrogen atom (8-10 carbon atoms) and branched propyl groups on the phosphorus atom. The test had preliminary character and permitted to eliminate the less promising compounds for further studies.
• 797. High-temperature (300—350°) reactions of cyclopentanone and some of its derivatives with ammonia and aliphatic amines
  作者：O. B. Edgar、David H. Johnson

  DOI：10.1039/jr9580003925

  日期：——