1-(4-bromophenylamino)cyclohexanecarbonitrile | 42419-56-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(4-bromophenylamino)cyclohexanecarbonitrile
• 英文别名: 1-(4-Bromoanilino)cyclohexanecarbonitrile；1-(4-bromoanilino)cyclohexane-1-carbonitrile
• CAS: 42419-56-7
• 化学式: C₁₃H₁₅BrN₂
• mdl: MFCD00506672
• 分子量: 279.18
• InChiKey: GHSVLMPBBRJBIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenylamino)cyclohexanecarbonitrile 、 硫酸 、 ammonium hydroxide 生成 1-(4-Bromoanilino)cyclohexane-1-carboxamide
  参考文献：
  名称：

  SINGH, G. B.;JETLEY, A.;RATHORE, H. G. S., INDIAN J. CHEM., 1981, 20, N 1, 76-77

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(二甲基氨基)环己烷甲腈 、 4-溴苯胺 生成 1-(4-bromophenylamino)cyclohexanecarbonitrile
  参考文献：
  名称：

  Shakhidoyatov,Kh., Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 1401 - 1404

  摘要：

  DOI：

文献信息

• Nanostructured oxytyramine catalyst for the facile one-pot synthesis of cyclohexanecarbonitrile derivatives
  作者：Priya Arora、Jaspreet Kaur Rajput、Harminder Singh

  DOI：10.1039/c5ra20150k

  日期：——

  still a less explored subject, and our investigation provides an insight into the efficient synthesis of cyclohexanecarbonitrile derivatives using a ketone i.e. cyclohexanone. When compared with other catalytic systems reported in the literature, ours showed superior catalytic activity at a remarkably low catalyst loading i.e. 5 mg.

  本报告开发了可循环利用的磁性多相有机催化剂OT @ Si @ SPION，目的是合成环己烷腈。所制备的纳米催化剂已通过多种技术进行了全面表征，并且其催化活性已在一个一锅反应中进行了测试，该反应涉及从环己酮和胺中原位形成亚胺，然后进一步与TMSCN进行亲核加成。此外，尽管此的Strecker反应是百年的历史，它适用于酮类仍然少探索对象，和我们的调查提供一种使用洞察环己烷衍生物的有效合成的酮，即环己酮。与文献中报道的其他催化体系相比，我们的催化剂在极低的催化剂负载（即5 mg）下表现出优异的催化活性。
• Gallic acid-functionalized magnetic nanoparticles: a convenient and green approach for synthesis of α-aminonitriles under solvent-free conditions
  作者：Esmaiel Eidi、Mohamad Z. Kassaee、Zahra Nasresfahani、Peter T. Cummings

  DOI：10.1007/s11164-018-3603-x

  日期：2019.2

  acid-coated magnetic nanoparticles were efficiently prepared, characterized by Fourier transform infrared spectroscopy, X-ray diffraction, vibrating sample magnetometry, scanning electron microscopy, and transmission electron microscopy, and employed as an environmentally friendly and recyclable catalyst for one-pot synthesis of three-component reaction via Strecker reaction, incorporating aldehydes/ketones

  摘要 高效制备了没食子酸包覆的磁性纳米粒子，并通过傅里叶变换红外光谱，X射线衍射，振动样品磁强度法，扫描电子显微镜和透射电子显微镜进行了表征，并被用作一种环境友好的可回收催化剂，用于一锅合成通过无溶剂条件下的醛/酮，胺和三甲基甲硅烷基氰化物通过Strecker反应进行三组分反应。操作简便，产物纯度，天然资源和催化剂的可重复使用性被认为是该方案的明显特征，有望将其发展成为一种廉价，高效且清洁的合成α-氨基腈的策略。 图形概要
• Substituted spirocyclic inhibitors of autotaxin
  申请人：X-Rx, Inc.

  公开号：US10011601B2

  公开（公告）日：2018-07-03

  The present invention relates to compounds according to Formula 1 and pharmaceutically acceptable salts, synthesis, intermediates, formulations, and methods of disease treatment therewith, including cancer, lymphocyte homing, chronic inflammation, neuropathic pain, fibrotic diseases, thrombosis, and cholestatic pruritus, mediated at least in part by ATX.

  本发明涉及根据式 1 的化合物和药学上可接受的盐、合成、中间体、制剂以及用其治疗疾病的方法，包括至少部分由 ATX 介导的癌症、淋巴细胞归巢、慢性炎症、神经性疼痛、纤维化疾病、血栓形成和胆汁淤积性瘙痒症。
• Magnetic Solid Sulfonic Acid Decorated with Hydrophobic Regulators: A Combinatorial and Magnetically Separable Catalyst for the Synthesis of α-Aminonitriles
  作者：Akbar Mobaraki、Barahman Movassagh、Babak Karimi

  DOI：10.1021/co500022g

  日期：2014.7.14

  A three-component, Strecker reaction of a series of aldehydes or ketones, amines, and trimethylsilyl cyanide for the synthesis of alpha-aminonitriles in the presence of a catalytic amount of a magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H under solvent-free conditions have been investigated. This catalyst, with a combination of hydrophobicity and acidity on the Fe3O4@SiO2 core-shell of the magnetic nanobeads, as well as its water-resistant property, enabled easy mass transfer and catalytic activity in the Strecker reaction. The catalyst was easily separated by an external magnet and the recovered catalyst was reused in 6 successive reaction cycles without any significant loss of activity.
• Singh, G. B.; Jetley, Aruna; Rathore, H. G. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 1, p. 76 - 77
  作者：Singh, G. B.、Jetley, Aruna、Rathore, H. G. S.

  DOI：——

  日期：——