N,N-dimethyl-4-(2-methylprop-1-enyl)aniline | 4278-80-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-dimethyl-4-(2-methylprop-1-enyl)aniline
• 英文别名: N,N-dimethyl-4-(2-methylprop-1-en-1-yl)aniline；N,N-dimethyl[p-(2-methyl-1-propenyl)phenyl]amine；N,N-dimethyl-4-(2-methyl-propenyl)-aniline；β-Methyl-α-(4-dimethylamino-phenyl)-α-propylen；N.N-Dimethyl-4-(β.β-dimethyl-vinyl)-anilin；N,N-Dimethyl-4-(2-methyl-propenyl)-anilin；N,N-dimethyl-p-2',2'-dimethylvinylaniline
• CAS: 4278-80-2
• 化学式: C₁₂H₁₇N
• 分子量: 175.274
• InChiKey: VMRXBCCENJWQQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2921430090

反应信息

• 作为反应物：
  描述：

  cis-[Os(VI)(2,2':6',2''-terpyridine)(Cl)2(N)](PF6) 、 N,N-dimethyl-4-(2-methylprop-1-enyl)aniline 以 乙腈 为溶剂， 以86%的产率得到cis-[(2,2':6',2''-terpyridine)OsCl2(η2-(C,N)-[Me2NC6H4]CH=N=CMe2)]PF6
  参考文献：
  名称：

  阳离子Ni氮化物裂解共轭烯烃的反应范围和氮杂铝产物的动力学

  摘要：

  阳离子氮化（（VI）配合物顺式-[（（terpy）OsNCl 2 ] PF 6（1；terpy = 2,2'：6'，2''-吡啶）与多种芳基取代的烯烃反应，并成环且无环环状二烯以形成η 2 -azaallenium络合物顺- [（三联吡啶）OSCL 2（RR'C ñ CHR”“）] PF 6（2）由净氮原子插入一个C C双键。富含电子的烯烃更具反应性，而诸如肉桂酸酯的贫电子烯烃则不会发生反应。等规反式-[[（terpy）OsNCl 2 ] PF 6（3），以及三（吡唑基）甲烷络合物[（Tpm）OsNCl 2 ] PF 6（4），虽然反应范围限于具有这些氮化物的二烯，但生成的产物相似。的芳基取代azaallenium络合物顺- [（三联吡啶）OSCL 2（η 2（C ^，Ñ）-R（AR）ç Ñ CHR”“）] PF 6显示受阻关于C-C旋转本位键，因为π-堆积相互作用有利于芳基与叔吡啶配体的

  DOI：

  10.1021/om034404m
• 作为产物：
  描述：

  1-(4-(dimethylamino)phenyl)-2-methylpropan-1-ol 生成 N,N-dimethyl-4-(2-methylprop-1-enyl)aniline
  参考文献：
  名称：

  Sachs; Weigert, Chemische Berichte, 1907, vol. 40, p. 4364

  摘要：

  DOI：

文献信息

• Development of a polymer bound Wittig reaction and use in multi-step organic synthesis for the overall conversion of alcohols to β-hydroxyamines
  作者：Martin H. Bolli、Steven V. Ley

  DOI：10.1039/a803612h

  日期：——

  An efficient combinatorial access to β-hydroxyamines suitable for automation is achieved by the mild oxidation of alcohols to aldehydes by polymer supported perruthenate (PSP), the subsequent clean olefination of the obtained aldehydes by polymer supported Wittig reagents followed by the epoxidation of the olefins by dimethyldioxirane (DMDO), and the final aminolysis of the epoxides with various amines is described.

  通过聚合物负载高铼酸盐（PSP）将醇温和氧化为醛，随后使用聚合物负载的Wittig试剂对所得醛进行清洁的烯化反应，接着用二甲基二氧杂环丙烷（DMDO）对烯烃进行环氧化，最后用各种胺对环氧化物进行胺解反应，实现了一种适用于自动化的β-羟基胺的高效组合合成方法。
• Intermolecular C–H Quaternary Alkylation of Aniline Derivatives Induced by Visible-Light Photoredox Catalysis
  作者：Jie Cheng、Xia Deng、Guoqiang Wang、Ying Li、Xu Cheng、Guigen Li

  DOI：10.1021/acs.orglett.6b02179

  日期：2016.9.16

  The intermolecular direct C–H alkylation of aniline derivatives with α-bromo ketones to build a quaternary carbon center was reported with a visible-light catalysis procedure. The reaction covers a variety of functional groups with good to excellent yields. A regioselectivity favoring the ortho position for the amine group was observed and investigated with Fukui indices and spectral methods.

  用可见光催化方法报道了苯胺衍生物与α-溴代酮的分子间直接CH烷基化反应，以建立一个季碳中心。该反应以良好或优异的产率覆盖了各种官能团。观察到有利于胺基邻位的区域选择性，并用Fukui指数和光谱法研究。
• Amphetamine derivatives
  申请人：Astra Lakemedel Aktiebolag

  公开号：US03996381A1

  公开（公告）日：1976-12-07

  Compounds having the general formula ##STR1## or pharmaceutically acceptable salts thereof, in which formula R.sup.1 and R.sup.2 are the same or different and each represents a hydrogen atom, a lower alkyl group or a halogen atom, R.sup.3 represents a lower alkyl group or a benzyl group, R.sup.4 represents a hydrogen atom, a lower alkyl group, a benzyl group or a CH.sub.2 CH.sub.2 CH.sub.2 --bridge connected to the phenyl ring in ortho-position relative to the N-substituent, R.sup.5 represents a hydrogen atom or a methyl group and R.sup.6 represents a lower alkyl group, provided that R.sup.1 and/or R.sup.2 represents a lower alkyl group or a halogen atom when R.sup.3 represents a methyl group, R.sup.4 represents a methyl group and R.sup.5 represents a hydrogen atom; methods for the preparation thereof; intermediates useful for their preparation; pharmaceutical preparations containing at least one of these compounds; and the use thereof in the treatment of depressive states and alleviating anxiety.

  具有一般式##STR1##或其药用盐的化合物，其中式中R.sup.1和R.sup.2相同或不同，分别代表氢原子、较低的烷基基团或卤原子，R.sup.3代表较低的烷基基团或苄基团，R.sup.4代表氢原子、较低的烷基基团、苄基团或连接到苯环上与N取代基相对的邻位的CH.sub.2 CH.sub.2 CH.sub.2--桥，R.sup.5代表氢原子或甲基基团，R.sup.6代表较低的烷基基团，前提是当R.sup.3代表甲基基团时，R.sup.1和/或R.sup.2代表较低的烷基基团或卤原子，R.sup.4代表甲基基团，R.sup.5代表氢原子；其制备方法；用于其制备的中间体；含有这些化合物中至少一种的药物制剂；以及在治疗抑郁状态和缓解焦虑中的应用。
• Synthesis of β,β-Disubstituted Styrenes via Trimethylsilyl Trifluoromethanesulfonate-Promoted Aldehyde-Aldehyde Aldol Coupling-Elimination
  作者：Grant J. Dixon、Michael R. Rodriguez、Tyler G. Chong、Kevin Y. Kim、C. Wade Downey

  DOI：10.1021/acs.joc.2c01458

  日期：2022.11.4

  α-disubstituted aldehydes condense with electron-rich aromatic aldehydes to yield β,β-disubstituted styrenes. More electron-rich aromatic aldehydes react more rapidly and in higher yield. Preliminary results suggest that the reaction may proceed via the ionization and formal deformylation of an aldol intermediate.

  在三甲基甲硅烷基三氟甲磺酸酯 (TMSOTf) 和 2,6-二甲基吡啶存在下，α,α-二取代醛与富电子芳香醛缩合生成 β,β-二取代苯乙烯。更多的富电子芳香醛反应更快，产率更高。初步结果表明，该反应可能通过醛醇中间体的离子化和形式去甲酰化进行。
• Treatment of amyotrophic lateral sclerosis
  申请人：Kirsch Donald R.

  公开号：US10167263B2

  公开（公告）日：2019-01-01

  The present invention relates to the identification of compounds and pharmaceutical compositions thereof for treating subjects with amyotrophic lateral sclerosis (ALS) and other neurodegenerative diseases. The invention also provides methods of preparing the provided compounds.

  本发明涉及用于治疗肌萎缩性脊髓侧索硬化症（ALS）和其他神经退行性疾病的化合物及其药物组合物的鉴定。本发明还提供了制备所提供化合物的方法。