3-chloro-5,N,N-trimethyl-aniline | 40233-54-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-chloro-5,N,N-trimethyl-aniline
• 英文别名: 3-Chlor-5,N,N-trimethyl-anilin；5-chloro-N,N-dimethyl-m-toluidine；3-Chlor-5-methyl-phenyl(dimethyl)amin；N,N,3-Trimethyl-5-chloranilin；3-chloro-N,N,5-trimethylaniline
• CAS: 40233-54-3
• 化学式: C₉H₁₂ClN
• 分子量: 169.654
• InChiKey: KKJAWCXOFKECOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  1
• 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

反应信息

• 作为产物：
  描述：

  2-Chlor-6-dimethylamino-4-methylbenzoesaeure 生成 3-chloro-5,N,N-trimethyl-aniline
  参考文献：
  名称：

  The reaction of β-N,N-Dialkylaminocrotonates with phosphorus oxychloride

  摘要：

  β-二烷基氨基巴豆酸盐 在室温下，在过量的氧氯化磷中自缩合，得到 高产率的 N,N-二烷基黄原酸酯。当使用一定量的 反应在苯中进行，温度为 时，也会产生大量的酚类副产物。 在 β-吗啉巴豆酸盐的情况下，这些副产物会成为主要产物。这些 这些化合物经过多次转化，在确定其结构的同时 它们的结构，同时也为 N,N-二烷基酰胺的合成提供了方法。 N,N-二烷基苯胺衍生物的合成方法。

  DOI：

  10.1071/ch9772213

文献信息

• Substituted anthranilates
  申请人：Commonwealth Scientific and Industrial Research Organization

  公开号：US04182877A1

  公开（公告）日：1980-01-08

  Anthranilic acid derivatives exhibiting fungicidal properties and useful as synthesis intermediates have the formula: ##STR1## wherein R is selected from the group consisting of a hydrogen atom; a --COOR.sup.3 group and a --CH.sub.2 OH group; R.sup.1 and R.sup.2 are the same or different and selected from the group consisting of a hydrogen atom and alkyl and cycloalkyl groups (provided that R.sup.1 and R.sup.2 are not both hydrogen atoms), or R.sup.1 and R.sup.2, together with the nitrogen atom to which they are attached, form a non-aromatic heterocyclic ring structure; R.sup.3 is selected from the group consisting of a hydrogen atom and an alkyl group; R.sup.4 is selected from the group consisting of a hydrogen atom, a halogen atom and a hydroxyl group; R.sup.6 is selected from the group consisting of a hydrogen atom and a halogen atom; and R.sup.5 is selected from the group consisting of a hydrogen atom, a halogen atom, and nitro, thiocyano and formyl groups. A process for production of these compounds by self-condensation of a substituted aminocrotonate by phosphorous oxychloride is also disclosed.

  具有杀真菌性能并且作为合成中间体有用的邻氨基苯甲酸衍生物具有以下结构式：##STR1## 其中R选自包括氢原子；-COOR.sup.3基团和-CH.sub.2 OH基团的群体；R.sup.1和R.sup.2相同或不同，并选自包括氢原子和烷基和环烷基基团的群体（前提是R.sup.1和R.sup.2不都是氢原子），或者R.sup.1和R.sup.2连同它们附着的氮原子形成非芳香杂环环结构；R.sup.3选自包括氢原子和烷基基团的群体；R.sup.4选自包括氢原子、卤素原子和羟基的群体；R.sup.6选自包括氢原子和卤素原子的群体；R.sup.5选自包括氢原子、卤素原子和硝基、硫氰基和甲酰基的群体。还公开了通过磷氯制氯化物对取代氨基丙烯酸酯的自缩聚制备这些化合物的方法。
• Template Synthesis to Solve the Unreachable <i>Ortho</i> C–H Functionalization Reaction of Aryl Iodide
  作者：Bo-Sheng Zhang、Wan-Yuan Jia、Yi-Ming Wang、João C. A. Oliveira、Svenja Warratz、Ze-Qiang Zhang、Xue-Ya Gou、Yong-Min Liang、Xi-Cun Wang、Zheng-Jun Quan、Lutz Ackermann

  DOI：10.1021/acs.joc.3c02014

  日期：2023.12.1

  This report describes the use of a simple Pd/NBE catalytic system to achieve ortho C–H oxylation and phosphonylation and other functionalizations of aryl iodide through templated conversion reactions. Dimethylamine is introduced in the ortho-site of aryl iodide through C–H amination, and aryl dimethylamine is quickly converted to methyl quaternary ammonium salt precipitation. Methyl quaternary ammonium

  该报告描述了使用简单的 Pd/NBE 催化系统通过模板转化反应实现芳基碘的邻位C-H 氧基化和膦酰化以及其他功能化。通过C-H胺化在芳基碘化物的邻位引入二甲胺，芳基二甲胺迅速转化为甲基季铵盐沉淀。甲基季铵盐避免了后续官能化中的霍夫曼消除。该方法间接解决了Pd/NBE化学领域长期以来未能实现的各种芳基碘化物邻位官能化反应。
• 358. The cumulative effect of substituents on the reaction of NN-dimethylanilines with allyl bromide
  作者：H. P. Crocker、Brynmor Jones

  DOI：10.1039/jr9590001808

  日期：——
• US4182877A
  申请人：——

  公开号：US4182877A

  公开（公告）日：1980-01-08
• The reaction of β-N,N-Dialkylaminocrotonates with phosphorus oxychloride
  作者：RLN Harris、JL Huppatz、JN Phillips

  DOI：10.1071/ch9772213

  日期：——

  β-Dialkylaminocrotonates self-condense in excess phosphorus oxychloride at room temperature to give N,N-dialkylanthranilates in high yield. When stoichiometric amounts of phosphorus oxychloride are used and the reaction is carried out in benzene at 80�, significant amounts of phenolic by-products are also formed, which, in the case of β- morpholinocrotonates, become the major products. These compounds have been subjected to a number of transformations which establish their structure and at the same time provide methods of synthesis for N,N-dialkylaniline derivatives which are otherwise difficult to obtain.

  β-二烷基氨基巴豆酸盐 在室温下，在过量的氧氯化磷中自缩合，得到 高产率的 N,N-二烷基黄原酸酯。当使用一定量的 反应在苯中进行，温度为 时，也会产生大量的酚类副产物。 在 β-吗啉巴豆酸盐的情况下，这些副产物会成为主要产物。这些 这些化合物经过多次转化，在确定其结构的同时 它们的结构，同时也为 N,N-二烷基酰胺的合成提供了方法。 N,N-二烷基苯胺衍生物的合成方法。