1-(2'-硝基苯基)-2-硝基丙-1-烯 | 18982-46-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(2'-硝基苯基)-2-硝基丙-1-烯
• 英文名称: 2-Nitro-1-(2-nitrophenyl)propen
• 英文别名: 1-Nitro-2-(2-nitroprop-1-en-1-yl)benzene；1-nitro-2-(2-nitroprop-1-enyl)benzene
• CAS: 18982-46-2
• 化学式: C₉H₈N₂O₄
• mdl: MFCD00175289
• 分子量: 208.174
• InChiKey: DBWBKROWASFCCD-UHFFFAOYSA-N

物化性质

• 熔点：
  74 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  356.7±25.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2'-硝基苯基)-2-硝基丙-1-烯 在 iron(III) chloride hexahydrate 、 甲烷 、 一水合肼 作用下， 以 异丙醇 为溶剂， 反应 5.0h， 以41%的产率得到2-甲基吲哚
  参考文献：
  名称：

  Convenient modification of the Leimgruber-Batcho indole synthesis: reduction of 2-nitro-β-pyrrolidinostyrenes by the FeCl3–activated carbon–N2H4∙H2O system

  摘要：

  A new catalytic system containing ferric chloride, activated carbon, and hydrazine has been proposed for the reductive cyclization of beta-dialkylamino-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions.

  DOI：

  10.1007/s10593-011-0776-2
• 作为产物：
  描述：

  1-(2-nitrophenyl)-2-nitropropan-1-ol 在 potassium fluoride 18-冠醚-6 、 sodium acetate 、 乙酸酐 作用下， 以89%的产率得到1-(2'-硝基苯基)-2-硝基丙-1-烯
  参考文献：
  名称：

  A General Large Scale Synthesis of 2-Alkyl-7-methoxyindoles

  摘要：

  A general method has been developed for the large scale synthesis of 2-alkyl-7-methoxyindoles and analogs. This method involves an efficient preparation of the key intermediates, 1-(2-nitroaryl)-2-nitroalkanols and 1-(2-nitroaryl)-2-nitroalkenes, and affords 2-alkyl-7-methoxyindoles and analogs in 3 steps with good overall yields.

  DOI：

  10.3987/com-01-9162

文献信息

• Substrate selective synthesis of pyrazolo[1,5-a]pyridines through [3 + 2] cycloaddition of N-aminopyridines and β-nitro styrenes
  作者：Chitrakar Ravi、Darapaneni Chandra Mohan、N. Naresh Kumar Reddy、Subbarayappa Adimurthy

  DOI：10.1039/c5ra06707c

  日期：——

  Synthesis of 2 or 3-(hetero)aryl pyrazolo[1,5-a]pyridines through [3 + 2] cycloaddition ofN-aminopyridine with β-nitrostyrenes followed byin situdenitration under metal-free and mild conditions are described.

  通过[3 + 2]环加成法合成2或3-(杂)芳基吡唑并[1,5-a]吡啶，方法是使用N-氨基吡啶与β-硝基苯乙烯进行环加成，然后在无金属和温和条件下进行原位去硝化。
• Synthesis of 4-Acetoxyindoles and Related Derivatives by Means of Air Oxidation of 4-Oxo-4,5,6,7-tetrahydroindoles Obtained from Nitroalkenes and Cyclohexane-1,3-diones
  作者：Teruhiko Ishikawa、Seiki Saito、Masaki Arai、Yayoi Miyauchi、Tadashi Miyahara

  DOI：10.1055/s-0028-1087386

  日期：——

  A novel method for synthesizing 4-hydroxyindole derivatives from cyclohexane-1,3-diones and nitroalkenes have been developed in which a newly developed air oxidation of 4-oxo-4,5,6,7-tetrahydroindoles is playing a crucial role.

  我们开发了一种从环己烷-1,3-二酮和硝基烯合成 4-羟基吲哚衍生物的新方法，其中新开发的 4-氧代-4,5,6,7-四氢吲哚空气氧化法发挥了关键作用。
• Access to Substituted Carbazoles in Water by a One-Pot Sequential Reaction of α,β-Substituted Nitro Olefins with 2-(3-Formyl-1<i>H</i>-indol-2-yl)acetates
  作者：Soumen Biswas、Anuradha Dagar、Anvita Srivastava、Sampak Samanta

  DOI：10.1002/ejoc.201500470

  日期：2015.7

  interesting new multifunctional carbazole scaffolds have been prepared in good to excellent yields by an organocatalytic one-pot two-step sequential reaction between α-alkyl-β-substituted nitro olefins or α-alkyl-δ-substituted nitro-dienes and 2-(3-formyl-1H-indol-2-yl)acetates in water at room temperature followed by treatment with 2 n HCl under mild conditions. This one-pot, organocatalytic, oxidant-free

  通过α-烷基-β-取代硝基烯烃或α-烷基-δ-取代硝基二烯与2 -(3-formyl-1H-indol-2-yl)acetates 在室温下的水中，然后在温和条件下用 2n HCl 处理。这种一锅法、有机催化、无氧化剂、温和且环保的工艺可以提供一种强大的替代合成方案，以快速获得与生物活性天然咔唑结构相似的 3-烷基取代咔唑骨架。此外，使用这种合成方法已经有效地制备了具有生物学意义的环状酰亚胺和喹啉酮稠合咔唑。
• Process for producing indole compound
  申请人：Sakurai Yasuhiro

  公开号：US20070083053A1

  公开（公告）日：2007-04-12

  There is provided a novel process for producing an indole derivative which comprises cyclizing 2-nitrobenzylcarbony compound in the presence of a catalyst comprising a Group VIII metal of the Periodic Table, characterized by conducting the cyclization in a gas atmosphere containing carbon monoxide. The process enables an indole compound to be selectively produced in a high yield from 2-nitrobenzylcarbonyl compound, and hardly yields an indoline compound as a reduction by-product that has been a problem in the catalytic hydrogenation method employing a noble metal catalyst. The indole derivative produced by the present process is useful for various fine chemical intermediates including compounds and physiologically active substances such as pharmaceuticals and agrochemicals.

  提供了一种新型生产吲哚衍生物的方法，其包括在元素周期表第VIII族金属催化剂的存在下，将2-硝基苯甲酰化合物环化，其特征在于在含有一氧化碳的气氛中进行环化。该方法使得可以从2-硝基苯甲酰化合物中选择性地高产得吲哚化合物，并且几乎不产生吲哚啉化合物作为还原副产物，这一问题在采用贵金属催化剂的催化氢化方法中一直存在。由本方法生产的吲哚衍生物对于各种精细化学中间体以及化合物和生理活性物质（例如制药和农药）非常有用。
• Macrocyclic Compounds As Antiviral Agents
  申请人：Harper Steven

  公开号：US20100183551A1

  公开（公告）日：2010-07-22

  A class of macrocyclic compounds of formula (I), wherein R 1 , R 3 , R 4 , R a , R b , A, Z, Y, X, M, W, n and m are defined herein, that are useful as inhibitors of viral proteases, particularly the hepatitis C virus (HCV) NS3 protease, are provided. Also provided are processes 5 for the synthesis and use of such macrocyclic compounds for treating or preventing HCV infection. Formula (I):

  提供一类宏环化合物，其化学式为（I），其中R1、R3、R4、Ra、Rb、A、Z、Y、X、M、W、n和m在此定义，该类化合物可用作病毒蛋白酶的抑制剂，特别是丙型肝炎病毒（HCV）NS3蛋白酶的抑制剂。同时，还提供了合成和使用这种宏环化合物治疗或预防HCV感染的方法。化学式（I）：