3,5-二甲氧基苯乙胺 | 73674-62-1

• 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: 3,5-二甲氧基苯乙胺
• 英文名称: N-ethyl-3,5-dimethoxyaniline
• CAS: 73674-62-1
• 化学式: C₁₀H₁₅NO₂
• mdl: MFCD00210702
• 分子量: 181.235
• InChiKey: QCGFQSVVAJTHOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-二甲氧基苯乙胺 在 lithium hydroxide 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 [1-Amino-1-{4-[({2-[(3,5-dimethoxy-phenyl)-ethyl-carbamoyl]-cyclopent-2-enecarbonyl}-amino)-methyl]-phenyl}-meth-(E)-ylidene]-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis of Novel Thrombin Inhibitors. Use of Ring-Closing Metathesis Reactions for Synthesis of P2 Cyclopentene- and Cyclohexenedicarboxylic Acid Derivatives

  摘要：

  The thrombin inhibitory tripeptide D-Phe-Pro-Arg has been mimicked using either cyclopentenedicarboxylic derivatives or a cyclohexenedicarboxylic derivative as surrogate for the P2 proline. In the P3 position, tertiary amides were optimized as D-Phe P3 replacements. The P1 arginine was, in all compounds, substituted with the more rigid and biocompatible 4-amino-methylbenzamidine. One of the novel inhibitors was cocrystallized with a-thrombin and subjected to X-ray analysis. From analysis of the X-ray crystal structure, new ligands were designed leading to significantly improved binding affinity, the lead candidate exhibiting an in vitro IC50 of 49 nM.

  DOI：

  10.1021/jm021065a
• 作为产物：
  描述：

  N-(3,5-二甲氧基苯基)乙酰胺 在 dimethyl sulfide borane 、 盐酸 、 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 生成 3,5-二甲氧基苯乙胺
  参考文献：
  名称：

  [EN] HIGH-CAPACITY OPTICAL STORAGE MEDIA
  [FR] SUPPORTS DE MÉMOIRE OPTIQUE À GRANDE CAPACITÉ

  摘要：

  该发明涉及一种光学记录介质，包括基板、反射层和记录层，其中所述记录层包括式(I)的化合物或其互变异构体或互变构异体，其中M1是+3氧化态的金属阳离子，氢氧基或卤金属基，其中金属处于+4氧化态，或氧金属基，其中金属处于+5氧化态；(III)和(IV)各自独立于其他(V)、(VI)或(VII)；(VIII)是(IX)、(X)、(XI)、(XII)、(XIII)或(XIV)；(XV)是( XVI)或未经R10、R11、R12和/或R13取代的C2-C8杂环芳基；Q1是N或CR18，Q2是N或CR19，Q3、Q5和Q7各自独立于其他CR20R21、O、S或NR22，Q4是CR16或N，Q6是CR17或N；而R2和/或R6是O、S或NR33。请参阅其他不太相关的取代基的披露。式(I)的化合物是新颖的，并且也被要求，以及式(II)的化合物，或其互变异构体或互变构异体，其中R38是卤素、CF3、NO2、CN、COR22、COOR23、SO3R23、NCO或SCN，G1、G2、M1、R1、R2、R4、R5、R6、R8、R22和R23如式(I)中定义，M2m+是具有m正电荷的阳离子，m是整数1、2或3。这些光学记录介质非常适用于DVD±R（658纳米），尤其在高速记录时。

  公开号：

  WO2006018352A1

文献信息

• Synthesis, Skeletal Rearrangement, and Biological Activities of Spirooxindoles: Exploration of a Stepwise<i>C</i>-Piancatelli Rearrangement
  作者：Li Huang、Xiaoyu Zhang、Jing Li、Ke Ding、Xuehui Li、Wenxu Zheng、Biaolin Yin

  DOI：10.1002/ejoc.201301238

  日期：2014.1

  spiro[thieno-oxindoles] were rearranged under acidic conditions into thieno[2,3-c]quinolin-4-ones, involving an interesting dienone–phenol-like mechanism. The transformation of 2-furylcarbinols into spiro[pentenone-oxindoles] seems to be the first stepwise C-Piancatelli rearrangement. The spirooxindole products were biologically evaluated, and some of them showed promising cytotoxic activities against DU145 and

  在我们先前研究的基础上，研究了2-呋喃基甲醇转化为螺呋喃吲哚的范围，以及螺[呋喃-羟吲哚]和螺[噻吩-羟吲哚]的骨架重排。螺[呋喃-羟吲哚]通过涉及4π-电子系统的旋转电环化的机制热重排成螺[戊烯酮-羟吲哚]。计算电环化步骤的自由能以解释立体化学结果。相比之下，spiro[thieno-oxindoles] 在酸性条件下重排为 thieno[2,3-c] quinolin-4-ones，涉及有趣的二烯酮-苯酚样机制。2-呋喃基甲醇转化为螺[戊烯酮-羟吲哚] 似乎是第一个逐步的 C-Piancatelli 重排。对螺环吲哚产品进行了生物学评价，
• <b>Selective Pd-Catalyzed Monoarylation of Small Primary Alkyl Amines through Backbone-Modification in Ylide-Functionalized Phosphines (YPhos)</b>
  作者：Ilja Rodstein、Daniel Sowa Prendes、Leon Wickert、Maurice Paaßen、Viktoria H. Gessner

  DOI：10.1021/acs.joc.0c01771

  日期：2020.11.20

  Ylide-substituted phosphines have been shown to be excellent ligands for C–N coupling reactions under mild reaction conditions. Here we report studies on the impact of the steric demand of the substituent in the ylide-backbone on the catalytic activity. Two new YPhos ligands with bulky ortho-tolyl (pinkYPhos) and mesityl (mesYPhos) substituents were synthesized, which are slightly more sterically demanding

  在温和的反应条件下，Ylide取代的膦是C–N偶联反应的优良配体。在这里，我们报告了对叶立德骨架中取代基的空间需求对催化活性的影响的研究。合成了两个具有庞大邻甲苯基（pinkYPhos）和三甲苯基（mesYPhos）取代基的新型YPhos配体，这些配体在空间上比其苯基类似物要高一些，但柔韧性要差得多。与以前报道的YPhos配体相比，配体设计的这种变化导致小型伯胺的芳基化反应具有更高的选择性和产率。甚至MeNH 2和EtNH 2在室温下也可以与一系列芳基氯高产率地偶联。
• [EN] HIGH-CAPACITY OPTICAL STORAGE MEDIA<br/>[FR] SUPPORTS DE MÉMOIRE OPTIQUE À GRANDE CAPACITÉ
  申请人：CIBA SC HOLDING AG

  公开号：WO2006018352A1

  公开（公告）日：2006-02-23

  The invention accordingly relates to an optical recording medium comprising a substrate, a reflecting layer and a recording layer, wherein the recording layer comprises a compound of formula (I) or a mesomeric or tautomeric form thereof, wherein M1 is a metal cation in the oxidation state +3, a hydroxy or halogeno metal group wherein the metal is in the oxidation state +4, or an oxo metal group wherein the metal is in the oxidation state +5; (III) and (IV) are each independently of the other (V), (VI) or (VII); (VIII) is (IX), (X), (XI), (XII), (XIII) or (XIV); (XV) is (XVI) or C2-C8 heteroaryl unsubstituted or mono- or poly-substituted by R10, R11, R12 and/or R13; Q1 is N or CR18 , Q2 is N or CR19 , Q3, Q5 and Q7 are each independently of the other CR 20 R 21, O, S or NR22 , Q4 is CR16 or N and Q6 is CR 17 or N ; and R2 and/or R 6 are O, S or NR 33. Please see the disclosure for the other substituents which are less relevant. The compounds of formula (I) are novel and also claimed, as well as the compound of formula (II), or a mesomer or tautomer thereof, wherein R38 is halogen, CF3, NO2, CN, COR22, COOR23 , SO3R23, NCO or SCN, G1, G 2, M1, R1, R2, R4, R5, R6, R8, R22 and R23 are as defined in formula (I), M 2m+ is a cation with m positive charges, and m is an integer 1, 2 or 3. The optical recording media are remarkably suitable for DVD±R (658 nm), especially at high recording speeds.

  该发明涉及一种光学记录介质，包括基板、反射层和记录层，其中所述记录层包括式(I)的化合物或其互变异构体或互变构异体，其中M1是+3氧化态的金属阳离子，氢氧基或卤金属基，其中金属处于+4氧化态，或氧金属基，其中金属处于+5氧化态；(III)和(IV)各自独立于其他(V)、(VI)或(VII)；(VIII)是(IX)、(X)、(XI)、(XII)、(XIII)或(XIV)；(XV)是( XVI)或未经R10、R11、R12和/或R13取代的C2-C8杂环芳基；Q1是N或CR18，Q2是N或CR19，Q3、Q5和Q7各自独立于其他CR20R21、O、S或NR22，Q4是CR16或N，Q6是CR17或N；而R2和/或R6是O、S或NR33。请参阅其他不太相关的取代基的披露。式(I)的化合物是新颖的，并且也被要求，以及式(II)的化合物，或其互变异构体或互变构异体，其中R38是卤素、CF3、NO2、CN、COR22、COOR23、SO3R23、NCO或SCN，G1、G2、M1、R1、R2、R4、R5、R6、R8、R22和R23如式(I)中定义，M2m+是具有m正电荷的阳离子，m是整数1、2或3。这些光学记录介质非常适用于DVD±R（658纳米），尤其在高速记录时。
• A Novel Entry to Spirofurooxindoles Involving Tandem Dearomatization of Furan Ring and Intramolecular Friedel- Crafts Reaction
  作者：Biao-Lin Yin、Jin-Qiang Lai、Ze-Ren Zhang、Huan-Feng Jiang

  DOI：10.1002/adsc.201100034

  日期：2011.8

  A copper sulfate pentahydrate-catalyzed intramolecular Friedel–Crafts reaction using an oxocarbenium species derived from a furan ring as the alkylating agent was developed for the first time. By using this protocol, spirofurooxindoles 9 with multi-reactive sites were synthesized simply and concisely. In addition, selective hydrogenation of the endo-cyclic double bond and full hydrogenation of the

  首次开发了使用五水合硫酸铜催化的分子内Friedel-Crafts反应，该反应使用衍生自呋喃环的氧碳鎓类作为烷基化剂。通过使用该协议，具有多个反应位点的螺呋喃氧吲哚9可以简单，简明地合成。此外，选择性加氢内切-环状双键和全氢化内切和外切spirofurooxindoles的-环双键9提供spirofurooxindoles 11和12，分别。
• [EN] PROCESS FOR PREPARING N-SUBSTITUTED 1H-PYRAZOLE-5-CARBOXYLIC ACID COMPOUNDS AND DERIVATIVES THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION DE COMPOSÉS ACIDE 1H-PYRAZOLE-5-CARBOXYLIQUE N-SUBSTITUÉS ET DE LEURS DÉRIVÉS
  申请人：BASF SE

  公开号：WO2014184343A1

  公开（公告）日：2014-11-20

  The present invention relates to a process for preparing N-substituted 1 H-pyrazole-5-carboxylic acid compounds of the formula l-A and derivatives thereof, in particular the corresponding carbonylchloride compounds (acid chlorides). It also relates to the use of these acid chlorides for preparing anthranilamide derivatives that are useful pesticides. in which the variables are as defined in the claims and the specification comprising the steps of i) reacting a compound of the formula (II) with a base selected from combinations of a magnesium-organic compound having a carbon bound magnesium and a secondary amine and magnesium amides of secondary amines in the presence of a lithium halide, where the base is used in an amount sufficient to achieve at least 80 % deprotonation of the compound of formula (II); and subjecting the product obtained in step (i) to a carboxylation by reacting it with carbon dioxide or a carbon dioxide equivalent, to obtain a magnesium salt of the compound of formula (l-A) and optionally aqueous workup to obtain the compound of the formula (l-A) as a free acid.

  本发明涉及一种制备N-取代1H-吡唑-5-羧酸化合物及其衍生物的方法，特别是相应的羰基氯化合物（酸氯化物）。还涉及使用这些酸氯化物来制备对昆虫有用的蒽醯胺衍生物杀虫剂。其中变量如索赔中所定义和规范中包括以下步骤：i）将式（II）的化合物与选择自具有碳键镁的有机镁化合物和次级胺以及次级胺的镁酰胺的组合的碱在锂卤化物存在下反应，其中所述碱的用量足以实现式（II）的化合物至少80%的脱质子化；并将在步骤（i）中获得的产物经羧化反应，与二氧化碳或二氧化碳等效物反应，以获得化合物的镁盐（l-A）和可选的水工艺处理以获得化合物的自由酸形式（l-A）。