N,N'-二(4-甲基苯基)草酰胺 | 3299-61-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N,N'-二(4-甲基苯基)草酰胺
• 英文名称: N,N'-Di-p-tolyloxalamide
• 英文别名: Oxalsaeure-di-p-toluidid；N¹,N²-di-p-tolyloxalamide；p-Oxalotoluidide；N,N'-bis(4-methylphenyl)oxamide
• CAS: 3299-61-4
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: FBWIMFFAXHJMSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N,N'-二(4-甲基苯基)草酰胺 在 硝酸 作用下， 生成 N,N'-bis-(4-methyl-2,6-dinitro-phenyl)-oxalamide
  参考文献：
  名称：

  Perkin, Journal of the Chemical Society, 1892, vol. 61, p. 462

  摘要：

  DOI：
• 作为产物：
  描述：

  p-Toluidinium-oxalat 生成 N,N'-二(4-甲基苯基)草酰胺
  参考文献：
  名称：

  Reitzenstein; Breuning, Justus Liebigs Annalen der Chemie, 1910, vol. 372, p. 282

  摘要：

  DOI：

文献信息

• [2+2] Photodimerization in the Solid State Aided by Molecular Templates of Rectangular Macrocycles Bearing Oxamidato Ligands
  作者：Wan-Zheng Zhang、Ying-Feng Han、Yue-Jian Lin、Guo-Xin Jin

  DOI：10.1021/om901125r

  日期：2010.7.12

  A series of binuclear half-sandwich iridium and rhodium complexes bearing oxamidato ligands [Cp*2M2(μ-N,N′-bis(aryl)oxamidato)Cl2] (1a, M = Ir, aryl = Ph; 1b, M = Ir, aryl = C6H4-p-Me; 2a, M = Rh, aryl = Ph; 2b, M = Rh, aryl = C6H4-p-Me) functioned as potential ‘‘organometallic clip’’ linear templates were synthesized by the reactions of the lithium salts of oxamide with [Cp*MCl2]2 (M = Ir or Rh),

  一系列带有草酰胺基配体[Cp * 2 M 2（μ- N，N'-双（芳基）草酰胺基）Cl 2 ]的双核半三明治铱和铑配合物（1a，M = Ir，芳基= Ph; 1b， M = Ir，芳基= C 6 H 4 - p -Me; 2a，M = Rh，芳基= Ph; 2b，M = Rh，芳基= C 6 H 4 - p -Me）起潜在的``有机金属夹''作用通过乙酰胺的锂盐与[Cp * MCl 2 ] 2的反应合成线性模板（M = Ir或Rh）。在AgOTf（OTf = CF 3 SO 3）存在下，用反式-1,2-双（4-吡啶基）乙烯（4,4'-bpe）处理双核配合物（1a - 2b），得到相应的四核配合物通式[Cp * 4 M 4（μ- N，N'-双（芳基）草酰胺）2（μ-4,4'-bpe）2 ]（OTf）4（3a，M = Ir，芳基= Ph ;图3b，M =铱，芳基= C 6 H ^ 4 - p -Me;图4a，M
• A New Synthesis of Bis-Enaminones via Acylation of Ketones
  作者：Rainer Beckert、Gunther Buehrdel、Eva Petrlikova、Petra Herzigova、Vera Klimesova、Jan Fleischhauer、Helmar Goerls

  DOI：10.1055/s-2008-1067269

  日期：2008.10

  with bis-electrophiles into the corresponding bis- enaminones. Treatment of 2-acetylpyridine with N,N¢-bis(4- tolyl)ethanebis(imidoyl) dichloride yielded not only the expected bis-enaminone, but also a new quinolizine derivative which was structurally characterized by single crystal X-ray analysis. Analo- gously, pinacolone and cyclopropyl methyl ketone can readily be converted into bis-enaminones. Monoimidoyl

  开发了一系列 1,6-二芳基-3,4-二芳基氨基六-2,4-二烯-1,6-二酮的短而有效的合成方法。基于各种芳基甲基酮与双亚胺酰氯反应过程中的酰化-原质性序列，产物以良好的收率分离。取代的苯乙酮、乙酰噻吩、3-乙酰吡啶和乙酰二茂铁可以作为酮组分整合到该反应中。类似地，α-四氢萘酮可以用双亲电子试剂转化为相应的双烯胺酮。用N,N¢-双(4-甲苯基)乙烷双(亚氨基)二氯化物处理2-乙酰基吡啶，不仅得到了预期的双烯胺酮，而且通过单晶X射线分析得到了一种新的喹啉衍生物。类似地，频哪酮和环丙基甲基酮可以很容易地转化为双烯胺酮。单亚胺酰氯表现出相同的反应性，以高产率提供衍生物。
• Synthesis and characterization of molecular rectangles of half-sandwich p-cymene ruthenium complexes bearing oxamidato ligands
  作者：Wan-Zheng Zhang、Ying-Feng Han、Yue-Jian Lin、Guo-Xin Jin

  DOI：10.1039/b909357e

  日期：——

  A series of binuclear half-sandwich p-cymene ruthenium complexes bearing oxamidato ligands [(p-cymene)2Ru2(μ-N,N′-bis(aryl)oxamidato)Cl2] (1–3) was synthesized by the reactions of the lithium salts of oxamide with [(p-cymene)RuCl2]2, respectively. Treatment of the binuclear complexes (1–3) with bidentate ligands such as 4,4′-bipyridine (4,4′-bpy) and trans-1,2-bis(4-pyridyl)ethylene (bpe) in the presence of AgOTf (OTf = CF3SO3) gave the corresponding tetranuclear complexes generally formulated as [(p-cymene)4Ru4(μ-N,N′- bis(aryl)oxamidato)2(μ-4,4′-bpy)2](OTf)4 (4a–c) and [(p-cymene)4Ru4(μ-N,N′-bis(aryl)oxamidato)2(μ-bpe)2](OTf)4 (5a–c) in high yields. All compounds (1–3, 4a–5c) have been characterized by NMR and IR spectra and elemental analyses. The molecular structures of 1, 4a and 5a have been determined by single-crystal X-ray analyses. The molecular structures of tetranuclear complexes 4a and 5a showed that two binuclear fragments as building blocks were connected by 4,4′-bpy or bpe to construct a rectangular cavity with the dimensions 5.57 × 11.28 Å (4a) and 5.56 × 13.65 Å (5a).

  一系列含有oxamidato配体的双核半三明治结构的二茂铁配合物[(p-cymene)2Ru2(μ-N,N′-双(芳基)oxamidato)Cl2]（1–3）通过oxamide的锂盐与[(p-cymene)RuCl2]2反应合成。在AgOTf (OTf = CF3SO3)存在下，双核配合物（1–3）与二齿配体如4,4′-联吡啶（4,4′-bpy）和反式-1,2-双(4-吡啶基)乙烯（bpe）反应，得到相应的四核配合物，一般表示为[(p-cymene)4Ru4(μ-N,N′-双(芳基)oxamidato)2(μ-4,4′-bpy)2](OTf)4 (4a–c)和[(p-cymene)4Ru4(μ-N,N′-双(芳基)oxamidato)2(μ-bpe)2](OTf)4 (5a–c)，产率较高。所有化合物（1–3, 4a–5c）均通过NMR和IR光谱以及元素分析进行了表征。通过单晶X射线分析确定了1、4a和5a的分子结构。四核配合物4a和5a的分子结构显示，两个双核片段作为构建模块通过4,4′-bpy或bpe连接，形成一个尺寸为5.57 × 11.28 Å（4a）和5.56 × 13.65 Å（5a）的长方形空腔。
• SmI₂Promoted Coupling Reaction of Isocyanates to Oxamides
  作者：Yun-Shan Liu、Mei-Zhi Bei、Zhi-Hua Zhou、Ken Takaki、Yuzo Fujiwara

  DOI：10.1246/cl.1992.1143

  日期：1992.7

  Oxamides were obtained in moderate to good yields by the reaction of isocyanates with the SmI2/HMPA/THF system under mild conditions. The system also caused desulfurization of isothiocyanates to give isocyanides in good yields.

  在温和条件下，利用异氰酸酯与SmI2/HMPA/THF体系反应，可以中等至良好产率获得草酰胺。该体系还能引发异硫氰酸酯的去硫反应，良好产率地生成异氰化物。
• METHOD FOR CONVERTING HYDROXYL GROUP OF ALCOHOL
  申请人：Takasago International Corporation

  公开号：US20210047254A1

  公开（公告）日：2021-02-18

  The present invention relates to: a method for converting a hydroxyl group of an alcohol; and a catalyst which makes the method possible. A method for converting a hydroxyl group of an alcohol according to the present invention is characterized by producing a compound represented by CH(R 1 )(R 2 )Nu (wherein R 1 , R 2 and Nu are as defined below) by reacting an alcohol represented by CH(R 1 )(R 2 )OH (wherein each of R 1 and R 2 represents a hydrogen atom, an optionally substituted alkyl group, or the like) and a compound having an active proton, which is represented by H-Nu (wherein Nu represents a group represented by —CHX 1 -EWG 1 or —NR 3 R 4 ; X 1 represents a hydrogen atom or the like; EWG 1 represents an electron-withdrawing group; and each of R 3 and R 4 represents a hydrogen atom, an optionally substituted alkyl group, or the like), with each other in the presence of a complex of a group 7-11 metal of the periodic table and at least one solid base that is selected from the group consisting of layered double hydroxides, composite oxides and calcium hydroxide.

  本发明涉及：将醇的羟基转化为的方法；以及使该方法成为可能的催化剂。根据本发明的将醇的羟基转化为的方法的特征在于，在周期表的7-11族金属群的复合物存在下，通过将一个由CH(R1)(R2)OH（其中R1和R2分别表示氢原子、可选择取代的烷基基团或类似物）表示的醇与一个具有活性质子的化合物（其中Nu表示由—CHX1-EWG1或—NR3R4表示的基团；X1表示氢原子或类似物；EWG1表示电子吸引基团；R3和R4分别表示氢原子、可选择取代的烷基基团或类似物）反应，从而产生一个由CH(R1)(R2)Nu（其中R1、R2和Nu如下定义）表示的化合物。同时，所述反应中至少选择一种来自层状双氢氧化物、复合氧化物和氢氧化钙的固体碱作为催化剂。