2-(环己基)苯胺 | 37535-87-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-(环己基)苯胺
• 英文名称: 2-(cyclohexylthio)aniline
• 英文别名: 2-Aminophenylcyclohexylsulfid；2-cyclohexylmercapto-aniline；2-Amino-thiophenol-cyclohexylaether；Cyclohexyl-(2-amino-phenyl)-sulfid；2-Cyclohexylmercapto-anilin；2-(Cyclohexylthio)benzenamine；2-cyclohexylsulfanylaniline
• CAS: 37535-87-8
• 化学式: C₁₂H₁₇NS
• 分子量: 207.34
• InChiKey: YVEZTEFQPWUZOE-UHFFFAOYSA-N

物化性质

• 沸点：
  126-128 °C(Press: 1.6 Torr)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  2-(环己基)苯胺 在 氧气 、 三乙胺 、 孟加拉红内酯 、 三氯氧磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 18.0h， 生成 benzo[d]thiazol-2-yldiphenylphosphine oxide
  参考文献：
  名称：

  Metal-free photo-induced radical C-P and C-S bond formation for the synthesis of 2-phosphoryl benzothiazoles

  摘要：

  We reveal here a visible-light promoted phosphorylation of 2-isocyanoaryl thioethers for the first time with concomitant C(sp(3))-S bond cleavage and imidoyl C-S formation. Additionally, this method features the use of 3 mol% organic dye Rose Bengal as the photocatalyst without external transition-metal or peroxide oxidants, and provides a novel and environmentally friendly approach for the preparation of a variety of 2-phosphoryl benzothiazoles in moderate to good yields. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2019.10.022
• 作为产物：
  描述：

  Cyclohexyl-(2-nitrophenyl)-sulfid 生成 2-(环己基)苯胺
  参考文献：
  名称：

  YOSHIKAWA, KENSEI;OHUCHI, YUTAKA;SEKIUCHI, KAZUTO;SAITO, SHIUJI;HATAYAMA,+

  摘要：

  DOI：

文献信息

• Di-<i>tert</i>-butyl Peroxide-Mediated Radical C(sp²/sp³)–S Bond Cleavage and Group-Transfer Cyclization
  作者：Kai Luo、Wen-Chao Yang、Kai Wei、Yue Liu、Jun-Ke Wang、Lei Wu

  DOI：10.1021/acs.orglett.9b02837

  日期：2019.10.4

  cascade radical C(sp2/sp3)-S bond cleavage and group-transfer cyclization is disclosed. Triggered by alkyl radicals, varieties of 2-isocyanoaryl thioethers containing aliphatic, aryl, and heteroaromatic groups can be cleaved and precisely reinstalled to give benzothiazole derivatives. Mechanistic studies reveal that the cascade reaction undertakes an intermolecular pathway, and the inner radical sources

  公开了一种级联自由基C（sp2 / sp3）-S键裂解和基团转移环化的新策略。由烷基引发，含有脂肪族，芳基和杂芳族基团的2-异氰基芳基硫醚可以被裂解并精确地重新安装，得到苯并噻唑衍生物。机理研究表明，级联反应采用分子间途径，并且内部自由基源（R自由基）比源自二叔丁基过氧化物的甲基自由基具有更高的优先级。
• An Efficient Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides
  作者：Hsin-Lun Kao、Chin-Keng Chen、Yu-Jen Wang、Chin-Fa Lee

  DOI：10.1002/ejoc.201001667

  日期：2011.3

  Cu 2 O powder is a very reactive catalyst for the coupling of thiols to aryl iodides. A variety of functional groups including esters, unprotected amines, alcohols, and heterocycles tolerate the reaction conditions. Moreover, di-ortho-substituted aryl iodides with sterically demanding substrates were also coupled to give the desired aryl thioethers in good to excellent yields.

  市售的 Cu 2 O 粉末是一种非常活泼的催化剂，用于将硫醇偶联到芳基碘化物上。包括酯、未保护胺、醇和杂环在内的多种官能团可耐受反应条件。此外，二邻位取代的芳基碘化物与空间要求严格的底物也被偶联，以良好至极好的产率得到所需的芳基硫醚。
• Sulfonanilide compounds
  申请人：Taisho Pharmaceutical Co., Ltd.

  公开号：US04885367A1

  公开（公告）日：1989-12-05

  Sulfonanilide compounds represented by the formula ##STR1## wherein R.sup.1 is a lower alkyl group or a trifluoromethyl group, R.sup.2 is a cycloalkylidenemethyl group, a group of the formula --A--R.sup.3 (wherein A is an oxygen atom, a sulfur atom, a sulfynyl group or a sulfinyl group and R.sup.3 is a cycloalkyl group having 5-8 carbon atoms; a cycloalkyl group having 5-8 carbon atoms substituted by one or two of a lower alkyl group, an oxo group, a hydroxyl group or a methanesulfonyloxy group, a tetrahydropyranyl group; a tetrahydrothiopyranyl group; or a 1-methyl-piperidyl group) or a group of the formula --B--R.sup.4 (wherein B is a carbonyl group, a hydroxymethylene group or a methylene group, R.sup.4 is a cycloalkyl group having 5-8 carbon atoms) and the pharmaceutically acceptable salts thereof have anti-inflammatory activity.

  磺胺基化合物由以下公式表示：其中R.sup.1是较低的烷基基团或三氟甲基基团，R.sup.2是环烷基亚甲基基团，具有抗炎活性的药用盐。
• Kinetic Resolution of Sulfoximines via Asymmetric Organocatalyzed Formation of Benzothiadiazine-1-oxides
  作者：Mengyao Tang、Mengyao Yuan、Shibin Hong、Qianwen Jiang、Huanchao Gu、Xiaoyu Yang

  DOI：10.1021/acs.orglett.4c00266

  日期：2024.3.8

  A catalytic kinetic resolution of sulfoximines has been developed through chiral phosphoric acid-catalyzed intramolecular dehydrative cyclizations. A variety of racemic sulfoximines bearing an ortho-amidophenyl moiety underwent asymmetric dehydrative cyclizations using this method, yielding both the recovered sulfoximines and benzothiadiazine-1-oxide products with good to high enantioselectivities

  通过手性磷酸催化的分子内脱水环化，开发了亚砜亚胺的催化动力学拆分。使用该方法对带有邻酰胺苯基部分的多种外消旋亚砜亚胺进行不对称脱水环化，产生回收的亚砜亚胺和苯并噻二嗪-1-氧化物产物，具有良好至高的对映选择性（ s因子高达61）。手性产物多种衍生化为多种含S-立体中心的S,N-杂环，证明了该方法的价值。
• JOSIKAVA, JOSINARI;OUTI, YUTAKA;SEHKIUTI, KADZUTO;SAJTO, XIDEHDZI;XATAYAM+
  作者：JOSIKAVA, JOSINARI、OUTI, YUTAKA、SEHKIUTI, KADZUTO、SAJTO, XIDEHDZI、XATAYAM+

  DOI：——

  日期：——