N,N-dimethyl-(4-ethoxycarbonyl)benzamide | 142207-17-8

• 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: N,N-dimethyl-(4-ethoxycarbonyl)benzamide
• 英文别名: ethyl 4-(dimethylcarbamoyl)benzoate；Benzoic acid, 4-[(dimethylamino)carbonyl]-, ethyl ester
• CAS: 142207-17-8
• 化学式: C₁₂H₁₅NO₃
• mdl: MFCD25969875
• 分子量: 221.256
• InChiKey: OJMPEVBWOQMLNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-(4-ethoxycarbonyl)benzamide 在 哌啶 、 sodium hydride 、 一水合肼 、 溶剂黄146 、 三氟乙酸 、 锌 作用下， 以 乙醇 、 正己烷 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 77.5h， 生成 2-(3-(4-(dimethylcarbamoyl)phenyl)-5-methyl-4-(2-(phenylsulfonyl)benzyl)-1H-pyrazol-1-yl)acetic acid
  参考文献：
  名称：

  2-(1H-Pyrazol-1-yl)acetic acids as chemoattractant receptor-homologous molecule expressed on Th2 lymphocytes (CRTh2) antagonists

  摘要：

  In this manuscript, the synthesis and biological activity of a series of pyrazole acetic acid derivatives as CRTh2 antagonists is presented. Biological evaluation in vitro revealed that the pyrazole core showed in several cases a different structure activity relationship (SAR) to that of related indole acetic acid. A potent series of ortho-sulfonyl benzyl substituents was found, from which compounds 27 and 63 were advanced to in vivo profiling. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.10.072
• 作为产物：
  描述：

  对碘苯甲酸乙酯 、 N,N-二甲基甲酰胺 在 tris(dibenzylideneacetone)dipalladium (0) 三氯氧磷 作用下， 反应 18.0h， 以78%的产率得到N,N-dimethyl-(4-ethoxycarbonyl)benzamide
  参考文献：
  名称：

  Carbon Monoxide Free Aminocarbonylation of Aryl and Alkenyl Iodides Using DMF as an Amide Source

  摘要：

  [GRAPHIC]Palladium-catalyzed coupling reaction of N,N-dimethylformamide with aryl or alkenyl halides successfully proceeded in the presence of phosphoryl chloride to afford the corresponding tertiary amides in good yields.

  DOI：

  10.1021/ol026236k

文献信息

• Cobalt carbonyl as an effective CO source in one-pot synthesis of esters from aryl halides
  作者：P. Baburajan、R. Senthilkumaran、Kuppanagounder P. Elango

  DOI：10.1039/c3nj00548h

  日期：——

  For the first time, we have successfully applied Co2(CO)8 as an effective carbonyl source for the Pd catalysed alkoxycarbonylation of aryl halides affording the corresponding aryl esters under mild microwave conditions. A wide variety of esters and carbonyl derivatives were prepared using this protocol.

  首次成功地将Co2(CO)8作为有效的羰基源用于Pd催化下温和微波条件中的芳基卤化物的烷氧羰基化反应，合成了相应的芳基酯。利用这一方案，制备了多种酯和羰基衍生物。
• Titanium-magnesium/manganese-aluminum catalyst and process for olefin polymerization
  申请人：PHILLIPS PETROLEUM COMPANY

  公开号：EP0002521A1

  公开（公告）日：1979-06-27

  Polymerization of alpha monoolefins employing a catalyst comprising (A) a component formed by intensive mixing (milling) of titanium halide, a Lewis base, anhydrous magnesium or manganese chloride, and an unsaturated additive, (B) trihydrocarbylaluminum and, optionally, a Lewis base, and optionally (C) a dihydrocarbyl aluminum halide.

  使用一种催化剂聚合α-单烯烃，该催化剂包括（A）由卤化钛、路易斯碱、无水氯化镁或氯化锰和不饱和添加剂经强化混合（研磨）形成的组分，（B）三氢羰基铝和可选的路易斯碱，以及可选的（C）二氢羰基卤化铝。
• Process for polymerizing butene-1
  申请人：PHILLIPS PETROLEUM COMPANY

  公开号：EP0002522A1

  公开（公告）日：1979-06-27

  Butene-1 is polymerized employing a catalyst system comprising (A) a component formed by intensive mixing (milling) of titanium halide, a Lewis base, anhydrous magnesium or manganese chloride, and an unsaturated additive (B) a trihydrocarbylaluminum, a further Lewis base and a dialkylaluminum halide.

  丁烯-1 采用一种催化剂体系进行聚合，该催化剂体系包括 (A) 一种由卤化钛、一种路易斯碱、无水氯化镁或氯化锰和一种不饱和添加剂通过强化混合（研磨）形成的组分 (B) 一种三氢羰基铝、另一种路易斯碱和一种二烷基卤化铝。
• Photo‐Excited Nickel‐Catalyzed Silyl‐Radical‐Mediated Direct Activation of Carbamoyl Chlorides To Access (Hetero)aryl Carbamides**
  作者：Sudip Maiti、Sayan Roy、Pintu Ghosh、Aashi Kasera、Debabrata Maiti

  DOI：10.1002/anie.202207472

  日期：2022.11.2

  AbstractAmide bonds connect the amino acids in proteins and exist as a prevalent structural motif in biomolecules. Herein, we have exploited the concept of cross‐electrophile coupling by merging the photo‐redox and transition‐metal catalysis to construct carbamides from superabundant (hetero)aryl halides along with commercially feasible carbamoyl chlorides. The success of this method relies on the prior formation of NiII‐aryl halide intermediates, which involves in a photoexcited Ni‐halide homolysis event by energy transfer from aryl bromide and single‐electron transfer from aryl chloride to assist generation of the vital carbamoyl radical. The breadth of application of this technique is demonstrated both in inter‐ as well as intramolecular routes for the synthesis of a plethora of (hetero)aryl carbamides with diverse functionalities, and biologically important benzolactams.
• US4242480A
  申请人：——

  公开号：US4242480A

  公开（公告）日：1980-12-30