1,1-二甲基-3-(4-硝基苯基)脲 | 7159-97-9

• 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: 1,1-二甲基-3-(4-硝基苯基)脲
• 英文名称: 1,1-dimethyl-3-(4-nitrophenyl)urea
• CAS: 7159-97-9
• 化学式: C₉H₁₁N₃O₃
• mdl: MFCD01034779
• 分子量: 209.205
• InChiKey: UPFXGZRGZGFYDC-UHFFFAOYSA-N

物化性质

• 沸点：
  423.2±37.0 °C(Predicted)
• 密度：
  1.323±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  1,1-二甲基-3-(4-硝基苯基)脲 在 palladium 10% on activated carbon 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 1-amino-4-((N,N-dimethylamino)carbonylamino)benzene
  参考文献：
  名称：

  NITROGEN CONTAINING HETEROAROMATICS AS FACTOR Xa INHIBITORS

  摘要：

  公开号：

  EP0946508B1
• 作为产物：
  描述：

  [Chloro-(4-nitro-phenylamino)-methylene]-dimethyl-ammonium; chloride 在 水 作用下， 以99%的产率得到1,1-二甲基-3-(4-硝基苯基)脲
  参考文献：
  名称：

  Iminiumsalze in quantitativen Gas/Festk�per- und Festk�rper/Festk�rper-Reaktionen

  摘要：

  Iminium salts that are highly susceptible to hydrolysis are quantitatively prepared and reacted in the solid state without solvents or liquid phases. Atomic force microscopy AFM helps in elucidating the mechanism of these still unusual gas-solid and solid-solid syntheses by recording surface topographies of reacting crystals of L-histidine (10) and triphenylverdazyl (15). Various imines add gaseous HCl or HBr to form stable iminium halides (1, 3, 4, 5, 11) even if frozen liquids of very weak heterocyclic bases are treated at low temperatures. Another way for quantitative yields of iminium salt hydrates (6) starts with solid primary ammonium halides and gaseous acetone. o-Phenylenediamines (7) give quantitatively 1,5-benzodiazepines (9) by solid state cyclization of bis-iminium salt intermediates (8). Crystalline nitroxyls (12) and triphenylverdazyl (15) undergo stoichiometric one-electron transfer with gaseous NO2 or XeF2 to give nitrosonium (14) and azonium salts (17). The solid state chlorination of tetramethylthiuramdisulfide (18) or dimethylthiocarbamoylchloride (20) yields phosgene dimethyliminiumchloride (Viehe salt 21) in quantitative yield. Solid Viehe salt is quantitatively treated with gaseous Cl-2 to give the trichloride 19 and solid SbCl5 or PCl5 to produce the hexachloroantimoniates (22), -phosphates (23). Solid brenzcatechol (24), mercaptobenzimidazole (27), p-nitroaniline (30), N-methyl benzothiazolone-2-hydrazone (34) and acetophenone (41) are treated with 21 to give the corresponding chloroiminium salts (25, 28, 31, 35, 43). p-Toluenesulfonamide (37) and 22 give the chloroiminium salt 38. These quantitative solid-solid reactions are most easily run in ball mills with cooling device. The "waste-free" techniques achieve exclusion of moisture in an elegant way. The preparative use of the versatile products with nucleophiles is indicated. The three-step solid-state mechanisms are discussed.

  DOI：

  10.1002/prac.19983400409

文献信息

• Nitrogen containing heteroaromatics as factor Xa inhibitors
  申请人：DuPont Pharmaceuticals Company

  公开号：US06020357A1

  公开（公告）日：2000-02-01

  The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula I: ##STR1## or pharmaceutically acceptable salt or prodrug forms thereof, wherein J is N or NH and D may be C(.dbd.NH)NH.sub.2, which are useful as inhibitors of factor Xa.

  本申请描述了具有以下式I的含氮杂芳烃及其衍生物：##STR1##或其药用可接受的盐或前药形式，其中J为N或NH，D可以是C(.dbd.NH)NH.sub.2，这些化合物可用作因子Xa的抑制剂。
• Rhodium(<scp>iii</scp>)-catalysed aerobic synthesis of highly functionalized indoles from N-arylurea under mild conditions through C–H activation
  作者：Subban Kathiravan、Ian A. Nicholls

  DOI：10.1039/c4cc06020b

  日期：——

  arylation of alkynes using copper as the terminal oxidant for regeneration of the catalytically active species under aerobic conditions is described. This novel C-H activation reaction was applied to the synthesis of a wide range of substituted indoles from N-arylureas.

  描述了Rh（III）催化炔烃的氨基芳基化反应，使用铜作为末端氧化剂在有氧条件下再生催化活性物质。这种新颖的CH活化反应可用于从N-芳基脲合成多种取代的吲哚。
• Copper‐Catalyzed Mild Nitration of Protected Anilines
  作者：Elier Hernando、Rafael R. Castillo、Nuria Rodríguez、Ramón Gómez Arrayás、Juan C. Carretero

  DOI：10.1002/chem.201404000

  日期：2014.10.20

  A practical copper‐catalyzed direct nitration of protected anilines, by using one equivalent of nitric acid as the nitrating agent, has been developed. This procedure features mild reaction conditions, wide structural scope (with regard to both N‐protecting group and arene substitution), and high functional‐group tolerance. Dinitration with two equivalents of nitric acid is also feasible.

  通过使用一当量的硝酸作为硝化剂，已开发出一种实用的铜催化的被保护的苯胺直接硝化方法。该程序的特点是反应条件温和，结构范围广（就N保护基和芳烃取代​​而言）以及高官能团耐受性。用两当量的硝酸进行消解也是可行的。
• Direct<i>ortho</i>-Trifluoroethylation of Aromatic Ureas by Palladium Catalyzed C-H activation: A Missing Piece of Aromatic Substitutions
  作者：Szabolcs Kovács、Balázs L. Tóth、Gábor Borsik、Tamás Bihari、Nóra V. May、András Stirling、Zoltán Novák

  DOI：10.1002/adsc.201601136

  日期：2017.2.2

  Development of direct late‐stage installation of alkyl groups into aromatic systems is an important and challenging task of current organic chemistry. In spite of the existing functionalization methods in organic chemistry for the substitution reactions on aromatic systems, the direct alkylation of aromatic ureas is unknown. Herein, as a first example we report a novel palladium catalyzed fluoroalkylation

  将烷基直接后期安装到芳族体系中的开发是当前有机化学中一项重要且具有挑战性的任务。尽管有机化学中存在用于芳族体系上取代反应的现有官能化方法，但芳族脲的直接烷基化仍是未知的。在本文中，作为第一个例子，我们报道了一种通过CH活化的钯催化的氟烷基化过程，用于邻位的访问。三氟乙基化的芳香族脲。新型高活性三氟乙基（甲磺酸）碘鎓盐的应用可以在25°C下3小时内高效引入三氟乙基（产率高达95％），并且具有良好的官能团耐受性。DFT计算表明，在催化循环期间，Pd中心的氧化氢基团转移之前是意外的CH活化路径，该反应决定了氧化烷基的转移速率，其中去质子化由外部三氟甲磺酸根阴离子辅助。
• A Facile and High-yielding Preparation of 1-Aryl-3,3-dialkylureas
  作者：Ming Xian、Jianming Lu、Xiaoqing Zhu、Linjing Mu、Jin-Pei Cheng

  DOI：10.1039/a802088d

  日期：——

  A convenient procedure for the preparation of 1-aryl-3,3-dialkylureas using bis(trichoromethyl) carbonate (`triphosgene') is described.

  本文介绍了一种使用双（三氯甲基）碳酸酯（"三光气"）制备 1-芳基-3,3-二脲醛的简便程序。