methyl [1,1'-biphenyl]-4-ylcarbamate | 38144-97-7

• 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: methyl [1,1'-biphenyl]-4-ylcarbamate
• 英文别名: Methyl biphenyl-4-ylcarbamate；methyl N-(4-phenylphenyl)carbamate
• CAS: 38144-97-7
• 化学式: C₁₄H₁₃NO₂
• mdl: MFCD08583183
• 分子量: 227.263
• InChiKey: OCOOTFAEDYPEAQ-UHFFFAOYSA-N

物化性质

• 熔点：
  124 °C
• 沸点：
  322.5±21.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl [1,1'-biphenyl]-4-ylcarbamate 在 硝酸 作用下， 生成 (3,5,2',4'-tetranitro-biphenyl-4-yl)-carbamic acid methyl ester
  参考文献：
  名称：

  Werther, Recueil des Travaux Chimiques des Pays-Bas, 1933, vol. 52, p. 657,672

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氨基联苯 在 甲苯 作用下， 生成 methyl [1,1'-biphenyl]-4-ylcarbamate
  参考文献：
  名称：

  CXLV。—芳基碳酰亚胺在鉴定羟基化合物中的用途

  摘要：

  DOI：

  10.1039/jr9310001124

文献信息

• Silver-mediated radical coupling reaction of isocyanides and alcohols/phenols in the presence of water: unprecedented hydration and radical coupling reaction sequence
  作者：Lin Zhang、Pin Xiao、Xiaoxue Guan、Zhouliang Huang、Jingping Zhang、Xihe Bi

  DOI：10.1039/c7ob00019g

  日期：——

  The radical coupling of isocyanides and alcohols/phenols promoted by silver in the presence of water is reported for the first time, which led to the formation of diverse carbamates. In contrast to the well-known 1,1-addition to form imidoyl radicals, a novel reaction mechanism, involving sequential hydration of isocyanides and coupling with alkoxyl/phenoxyl radicals, is disclosed by combining experimental

  首次报道了银在水存在下促进的异氰酸酯和醇/酚的自由基偶联，这导致形成各种氨基甲酸酯。与形成酰亚胺基的众所周知的1，1-加成相反，通过结合实验和理论研究，揭示了一种新颖的反应机理，其中涉及异氰酸酯的顺序水合和与烷氧基/苯氧基的偶合。
• Synthesis of Aryl Carbamates <i>via</i> Copper‐Catalyzed Coupling of Aryl Halides with Potassium Cyanate
  作者：Xinye Yang、Yihua Zhang、Dawei Ma

  DOI：10.1002/adsc.201200296

  日期：2012.9.17

  Coupling of aryl halides with potassium cyanate takes place at 100–110 °C in alcohols under the catalysis of CuI (cuprous iodide) and 2‐(2,6‐dimethylphenylamino)‐2‐oxoacetic acid, affording the corresponding aryl carbamates with great diversity.

  在CuI（碘化亚铜）和2-（2,6-二甲基苯基氨基）-2-氧代乙酸的催化下，芳基卤化物与氰酸钾的偶合反应发生在100-110°C的醇中。 。
• A Straightforward Entry to γ-Trifluoromethylated Allenamides and Their Synthetic Applications
  作者：Gwilherm Evano、Nicolas Blanchard、Céline Guissart、Aymeric Dolbois、Cédric Tresse、Sarah Saint-Auret

  DOI：10.1055/s-0035-1562518

  日期：——

  allenamides were obtained in good to excellent yields through a base-induced isomerization from the corresponding protected trifluoromethylated propargylic amines. This method, which simply required the treatment of the starting propargylic amines with sodium hydroxide in THF, was found to be fairly general and tolerates various alkyl and aryl substituents and a range of protecting groups on the nitrogen

  通过碱诱导异构化，从相应的受保护的三氟甲基化炔丙胺中获得了 γ-三氟甲基化丙烯酰胺，收率非常好。这种方法只需要在 THF 中用氢氧化钠处理起始炔丙胺，被发现相当通用，并且可以耐受各种烷基和芳基取代基以及氮原子上的一系列保护基团。研究了 γ-三氟甲基化丙二烯酰胺的反应性，发现它们是自由基和金（I）催化环化产生氟烷基化氮杂环的极好底物。
• Rhodium-Catalyzed Oxidative Coupling Reaction of Isocyanides with Alcohols or Amines and Molecular Oxygen as Oxygen Source: Synthesis of Carbamates and Ureas
  作者：Xiu-Bin Bu、Zhuo Wang、Yuan-Hong Wang、Tao Jiang、Lu Zhang、Yu-Long Zhao

  DOI：10.1002/ejoc.201601484

  日期：2017.2.17

  The first Rh-catalyzed aerobic oxidative coupling reaction of isocyanides with alcohols or amines has been developed. The reaction takes place under very mild conditions, by using air as the terminal oxidant and oxygen-atom source. It provides a simple, efficient, and general method for the construction of N-arylcarbamates and ureas in an atom-economic manner. Moreover, the new mechanism, involving

  已经开发了第一个 Rh 催化的异氰化物与醇或胺的有氧氧化偶联反应。该反应在非常温和的条件下进行，使用空气作为末端氧化剂和氧原子源。它为以原子经济的方式构建 N-芳基氨基甲酸酯和脲提供了一种简单、有效和通用的方法。此外，涉及作为卡宾前体的 α-重氮羰基化合物和 RhI/RhIII 与氧催化循环的新机制可能为铑化学开辟新的途径。
• [EN] 2,3-DIHYDRO-6-NITROIMIDAZO (2,1-B) OXAZOLE COMPOUNDS FOR THE TREATMENT OF TUBERCULOSIS<br/>[FR] COMPOSES 2,3-DIHYDRO-6-NITROIMIDAZO (2,1-B) OXAZOLE POUR LE TRAITEMENT DE LA TUBERCULOSE
  申请人：OTSUKA PHARMA CO LTD

  公开号：WO2005042542A1

  公开（公告）日：2005-05-12

  The present invention provides a 2,3-dihydro-6-nitroimidazo[2,1-b]oxazole compound represented by the following general formula: (1)in the above formula (1), R1 represents a hydrogen atom or C1-C6 alkyl group, n represents an integer of 0 to 6, R1 and -(CH2)nR2 may form a spiro ring represented by the formula (30) below, together with the adjacent carbon atom (in the formula below, RRR represents a piperidyl group which may have substituents on the piperidine ring), (30)and R2 represents a benzothiazolyloxy group, quinolyloxy group, pyridyloxy group or the like. The present compound has an excellent bactericidal action against Mycobacterium tuberculosis, multi-drug-resistant Mycobacterium tuberculosis, and atypical acid-fast bacteria.

  本发明提供了一种由以下一般式表示的2,3-二氢-6-硝基咪唑[2,1-b]噁唑化合物：(1)在上述式(1)中，R1代表氢原子或C1-C6烷基，n代表0至6的整数，R1和-(CH2)nR2可以与下面的式(30)一起形成一个螺环，与相邻的碳原子一起（在下面的式中，RRR代表可能在哌啶环上具有取代基的哌啶基），(30)和R2代表苯并噻唑氧基、喹啉氧基、吡啶氧基或类似物。该化合物对结核分枝杆菌、多药耐药结核分枝杆菌和非典型耐酸细菌具有出色的杀菌作用。