1-(2-azido-phenyl)-ethanone | 16714-26-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-azido-phenyl)-ethanone
• 英文别名: 2-azidoacetophenone；1-(2-azidophenyl)ethan-1-one；2’-azidoacetophenone；2'-Azidoacetophenone；1-(2-azidophenyl)ethanone
• CAS: 16714-26-4
• 化学式: C₈H₇N₃O
• mdl: MFCD00211422
• 分子量: 161.163
• InChiKey: ACUJRODIVADEJB-UHFFFAOYSA-N

物化性质

• 熔点：
  22-22.5 °C
• 沸点：
  121 °C(Press: 17 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-azido-phenyl)-ethanone 反应 2.0h， 以0.5 g的产率得到1H,1H'-2,2'-Biindolylidene-3,3'-dione
  参考文献：
  名称：

  Azadi-Ardakani, Manouchehr; Alkhader, Mohamed A.; Lippiatt, John H., Journal of the Chemical Society. Perkin transactions I, 1986, p. 1107 - 1112

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 1-(2-azido-phenyl)-ethanone
  参考文献：
  名称：

  Meisenheimer; Senn; Zimmermann, Chemische Berichte, 1927, vol. 60, p. 1745

  摘要：

  DOI：

文献信息

• Gold-catalyzed cyclization of 1-(2′-azidoaryl) propynols: synthesis of polysubstituted 4-quinolones
  作者：Xiang Wu、Lang-Lang Zheng、Li-Ping Zhao、Cheng-Feng Zhu、You-Gui Li

  DOI：10.1039/c9cc06652g

  日期：——

  An unprecedented gold-catalyzed procedure for the synthesis of polysubstituted 4-quinolones from 1-(2'-azidoaryl) propynols is described. The reaction undergoes an intramolecular nucleophilic attack of the azide group to the Au-activated triple bonds in a 6-endo-dig manner and subsequent gold-assisted expulsion of N2 to furnish an α-imino gold carbene intermediate, which triggers a 1,2-carbon migration

  描述了一种空前的金催化方法，用于从1-（2'-叠氮基芳基）丙炔醇合成多取代的4-喹诺酮。该反应经历了叠氮化物基团的分子内亲核攻击，以6-endo-dig方式对Au激活的三键进行了攻击，随后金辅助排出N2以提供α-亚氨基金卡宾中间体，从而触发了1,2 -碳迁移，最后转化为2,3-二取代的4-喹诺酮。
• A library of 1,2,3-triazole-substituted oleanolic acid derivatives as anticancer agents: design, synthesis, and biological evaluation
  作者：Gaofei Wei、Weijing Luan、Shuai Wang、Shanshan Cui、Fengran Li、Yongxiang Liu、Yang Liu、Maosheng Cheng

  DOI：10.1039/c4ob01605j

  日期：——

  A series of novel oleanolic acid coupled 1,2,3-triazole derivatives have been designed and synthesized by employing a Cu(i) catalyzed Huisgen 1,3-dipolar cycloaddition reaction.

  一系列新颖的oleanolic 酸与1,2,3-三唑衍生物通过使用Cu（i）催化的Huisgen 1,3-偶极环加成反应被设计和合成。
• Preparation and synthetic applications of iminophosphoranes derived from o-substituted arylazides: preparation of pyrazolo[1,2-b]indazole, 4H-3,1-benzoxazine and quinoline derivatives. Crystal structure of 2-[2-(4-methoxybenzoylamino)phenyl]-4-methylquinoline.
  作者：Pedro Molina、Carlota Conesa、Asunción Alías、Antonio Arques、María D. Velasco、Antonio L. Llamas-Saiz、Concepción Foces-Foces

  DOI：10.1016/s0040-4020(01)87234-3

  日期：1993.8

  dependent on the nature of the ortho-substituent. The Aza Wittig-type reaction of iminophosphorane derived from the ortho-azido acetophenone with isocyanates and aroyl chlorides leads to the previously unreported 4-methylene-4H-3,1-benzoxazine ring. The crystal and molecular structure of 2-[2-(4-methoxybenzoylamino)phenyl]-4-methylquinoline has been established by X-Ray diffraction methods.

  已经研究了几种邻位取代的芳基叠氮化物与三苯基膦的斯托丁格反应。发现反应产物强烈取决于邻位取代基的性质。衍生自邻叠氮基苯乙酮的亚氨基正膦与异氰酸酯和芳酰氯的Aza Wittig型反应可导致先前未报道的4-亚甲基-4H-3,1-苯并恶嗪环。通过X射线衍射方法建立了2- [2-（4-（甲氧基苯甲酰基氨基）苯基] -4-甲基喹啉的晶体和分子结构。
• [EN] BENZODIAZEPINE DERIVATIVES AS RSV INHIBITORS<br/>[FR] DÉRIVÉS BENZODIAZÉPINE UTILISÉS COMME INHIBITEURS DU VIRUS RESPIRATOIRE SYNCYTIAL (RSV)
  申请人：ENANTA PHARM INC

  公开号：WO2017015449A1

  公开（公告）日：2017-01-26

  The present invention discloses compounds of Formula (I), or pharmaceutically acceptable salts, esters, or prodrugs thereof: which inhibit Respiratory Syncytial Virus (RSV). The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from RSV infection. The invention also relates to methods of treating an RSV infection in a subject by administering a pharmaceutical composition comprising the compounds of the present invention.

  本发明公开了化合物的结构式（I），或其药学上可接受的盐、酯或前药：这些化合物抑制呼吸道合胞病毒（RSV）。本发明还涉及包含上述化合物的药物组合物，用于治疗患有RSV感染的受试者。该发明还涉及通过给予包含本发明化合物的药物组合物来治疗受试者的RSV感染的方法。
• Handling Hazards Using Continuous Flow Chemistry: Synthesis of <i>N</i>¹-Aryl-[1,2,3]-triazoles from Anilines via Telescoped Three-Step Diazotization, Azidodediazotization, and [3 + 2] Dipolar Cycloaddition Processes
  作者：Matthieu Teci、Michael Tilley、Michael A. McGuire、Michael G. Organ

  DOI：10.1021/acs.oprd.6b00292

  日期：2016.11.18

  controlled by custom software created in-house was used to collect the aryl azide stream and restore it to a continuous column of the reagent. When combined with a variety of dipolarophiles, 1-aryl-[1,2,3]-triazoles were thus assembled by either copper catalyzed alkyne–azide cycloaddition (CuAAC) or Huisgen cycloaddition reactions. ̀

  使用伸缩式三反应器流量重氮化，叠氮叠氮化和[3 + 2]偶极环加成工艺可实现将市售苯胺转化为三唑产品。重氮化-叠氮重氮化过程通过超声波浴加速，从而产生脱气的，分段的流出物。由内部创建的定制软件控制的自动连续流动装置用于收集叠氮化芳基物流并将其还原到试剂的连续塔中。当与多种亲双性亲核试剂结合使用时，可通过铜催化的炔-叠氮化物环加成（CuAAC）或惠斯根环加成反应组装1-芳基-[1,2,3]-三唑。̀