N-(2,6-二乙基苯基)-N-甲胺 | 24544-05-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-(2,6-二乙基苯基)-N-甲胺
• 英文名称: N-methyl-N-(2,6-diethylphenyl)amine
• 英文别名: N-methyl-2,6-diethylaniline；2,6-diethyl-N-methyl-aniline；2,6-Diaethyl-N-methyl-anilin；2,6-Diaethyl-N-methyl-anilin；2,6-Diethyl-N-methylanilin；2,6-diethyl-N-methylaniline
• CAS: 24544-05-6
• 化学式: C₁₁H₁₇N
• mdl: MFCD12027313
• 分子量: 163.263
• InChiKey: QVNJPMLNHZDCFW-UHFFFAOYSA-N

物化性质

• 沸点：
  229-231 °C
• 密度：
  0.935±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2921420090

反应信息

• 作为反应物：
  描述：

  N-(2,6-二乙基苯基)-N-甲胺 在 sodium hydroxide 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 1.5h， 生成 trans,trans-2-(4-methoxyphenyl)-4-(1,3-benzodioxol-5-yl)-1-(N-methyl-N-[2,6-diethylphenyl]acetamido)-pyrrolidino-3-carboxylic acid
  参考文献：
  名称：

  Pyrrolidine-3-carboxylic Acids as Endothelin Antagonists. 4. Side Chain Conformational Restriction Leads to ET_B Selectivity

  摘要：

  When the dialkylacetamide side chain of the ETA-selective antagonist ABT-627 is replaced with a 2,6-dialkylacetanilide, the resultant analogues show a complete reversal of receptor selectivity, preferring ETB over ETA. By optimizing the aniline substitution pattern, as well as the alkoxy group on the 2-aryl substituent, it is possible to prepare antagonists with subnanomolar affinity for ETB and with selectivities in excess of 4000-fold. A number of these compounds also show promising pharmacokinetic profiles; a useful balance of properties is found in A-192621 (38). Pharmacology studies with A-192621 serve to reveal the role of the ETB receptor in modulating blood pressure; the observed hypertensive response to persistent ETB blockade is consistent with previous postulates and indicates that ETB-selective antagonists may not be suitable as agents for long-term systemic therapy.

  DOI：

  10.1021/jm990170q
• 作为产物：
  描述：

  (2,6-diethylphenyl)(methyl)carbamic chloride 在 N-hydroxy pivalamide 、 一氧化碳 、 palladium diacetate 、 caesium carbonate 、 正丁基二(1-金刚烷基)膦 作用下， 以 均三甲苯 为溶剂， 反应 3.0h， 以81%的产率得到N-(2,6-二乙基苯基)-N-甲胺
  参考文献：
  名称：

  化学选择性C（sp3）对钯催化的酰胺化反应？H活化：使用氨基甲酰氯前驱体的简明路线到吲哚

  摘要：

  颇为选择：一个新的战略是为各种羟吲哚从氨基甲酰氯综合方法。在最佳反应条件下，以Ad 2 PBu为配体，t BuCONHOH为添加剂，并在CO气氛下，在C（sp 2）H键的存在下进行选择性C（sp 3）H活化。Ad =金刚烷基。

  DOI：

  10.1002/anie.201108889

文献信息

• The Intramolecular Diels-Alder Reactivity of<i>N</i>-Phenyl-1,2-Propadienyl Phosphinic Acid Amides and Related O-Phenyl Esters
  作者：Gerhard Himbert、Martin Ruppmich、Heinz Knöringer

  DOI：10.1002/jccs.200300020

  日期：2003.2

  The P-phenylpropa-1,2-dienyl phosphinic amides 4a-h, the corresponding phosphinates 4i-k and the (1-phenylpropa-1,2-dienyl) phosphonic diamide 4l, whose amide N-atoms resp. ester O-atoms wear unsubstituted or substituted benzene nuclei, were formed by [2,3] sigmatropic rearrangement of the corresponding (2-alkynyloxy)phosphine derivatives 3a-l. Heating the solutions of 4a-l led in some cases to decomposition

  P-苯基丙-1,2-二烯基次膦酰胺4a-h，相应的次膦酸盐4i-k和（1-苯基丙-1,2-二烯基）膦二酰胺4l，其酰胺N-原子分别。酯O-原子磨损未取代或取代的苯核，由相应的(2-炔氧基)膦衍生物3a-l的[2,3] sigmatropic重排形成。加热 4a-l 的溶液在某些情况下会导致分解（参见 4a-c），但在其他情况下会导致三环化合物 5d-l，其由第二个丙二烯双键之间的分子内狄尔斯-阿尔德 (IMDA) 反应形成亲二烯体和苯 π 系统作为二烯。
• Direct and Efficient Synthesis of Pyrrole-3-carbaldehydes by Vilsmeier-Haack Formylation of Pyrroles with Sterically Crowded Amides
  作者：Mikhail Kuznetsov、Petr Ilyin、Alena Pankova

  DOI：10.1055/s-0031-1290763

  日期：2012.5

  Abstract A simple and convenient synthetic method to prepare N-substituted pyrrole-3-carbaldehydes by Vilsmeier–Haack formylation of pyrroles using sterically crowded formamides was developed. The dependence of the formylation regioselectivity on steric features of substrates and reagents is discussed. A simple and convenient synthetic method to prepare N-substituted pyrrole-3-carbaldehydes by Vilsmeier–Haack

  摘要 开发了一种简单方便的合成方法，该方法通过使用空间拥挤的甲酰胺，通过Vilsmeier-Haack对吡咯进行甲酰化来制备N-取代的吡咯3-甲醛。讨论了甲酰化区域选择性对底物和试剂空间特征的依赖性。 开发了一种简单方便的合成方法，该方法通过使用空间拥挤的甲酰胺，通过Vilsmeier-Haack对吡咯进行甲酰化来制备N-取代的吡咯3-甲醛。讨论了甲酰化区域选择性对底物和试剂空间特征的依赖性。
• Aminoquinoline Derived Heat Shock Protein 90 Inhibitors, Methods Of Preparing Same, And Methods For Their Use
  申请人：Sun Aiming

  公开号：US20110281908A1

  公开（公告）日：2011-11-17

  Novel classes of molecular chaperone Heat shock protein 90 (Hsp90) inhibitors and methods for making these classes are provided herein. These compounds are useful in treating and preventing cancer and other Hsp90-related diseases, such as inflammation and neurodegenerative disorders. Also provided herein are methods of treating and preventing cancer and other Hsp90 related disease. The methods include administering to a subject a therapeutically effective amount of an Hsp90 inhibitor.

  本文提供了新型分子伴侣热休克蛋白90（Hsp90）抑制剂的类别和制备方法。这些化合物可用于治疗和预防癌症和其他与Hsp90相关的疾病，如炎症和神经退行性疾病。本文还提供了治疗和预防癌症和其他Hsp90相关疾病的方法。该方法包括向患者施用治疗有效量的Hsp90抑制剂。
• PNP-type ligands enabled copper-catalyzed <i>N</i>-formylation of amines with CO₂ in the presence of silanes
  作者：Zijie Song、Jun Liu、Shuya Xing、Xinxin Shao、Jiayun Li、Jiajian Peng、Ying Bai

  DOI：10.1039/d2ob01986h

  日期：——

  transformation of carbon dioxide into valuable fine chemicals with high efficiency is a global challenge as although CO2 is an abundant, nontoxic, and sustainable carbon feedstock it is also the most important factor behind the Greenhouse Effect. We describe herein a PNP-type ligand-enabled copper-catalyzed N-formylation of amines utilizing CO2 as the building block in the presence of hydrosilane as the reductant

  将二氧化碳高效地可持续催化转化为有价值的精细化学品是一项全球性挑战，因为尽管 CO 2是一种丰富、无毒且可持续的碳原料，但它也是温室效应背后最重要的因素。我们在此描述了 PNP 型配体启用的铜催化的胺的N-甲酰化，利用 CO 2作为构建单元，在氢硅烷作为还原剂的情况下。我们目前的协议采用新合成的 PNP 型配体，在温和的反应条件下具有广泛的底物范围。
• Process for the alkylation of aromatic amines and use of the products thereof
  申请人：ETHYL CORPORATION

  公开号：EP0148009A2

  公开（公告）日：1985-07-10

  A process is provided for alkylating an aromatic amine which comprises reacting at elevated temperature and in the presence of an iron oxide alkylation catalyst, an alkylatable aromatic amine with an ether co-reactive therewith whereby a portion of said ether alkylates the aromatic amine and a substantial portion of the remainder of said ether remains undecomposed. The process permits by selecting reactants and or by modifying the catalyst substantially selective orthoalkylation, N-alkylation or para-alkylation.

  提供了一种使芳香胺烷基化的工艺，该工艺包括在氧化铁烷基化催化剂存在下，在高温下使可烷基化的芳香胺与与之共反应的醚反应，其中所述醚的一部分使芳香胺烷基化，而所述醚的剩余部分的很大一部分保持不分解。 该工艺通过选择反应物和或通过改性催化剂，允许进行实质上选择性的正烷基化、N-烷基化或对位烷基化。