m-草酰甲苯胺 | 3551-75-5

• 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: m-草酰甲苯胺
• 英文名称: N,N'-bis(3-methylphenyl)oxalamide
• 英文别名: N,N'-bis(3-methylphenyl)oxamide；N,N'-Bis-(m-tolyl)-oxalsaeurediamid；N,N'-di-m-tolyloxalamide；Oxalsaeure-di-m-toluidid；N,N'-Di-m-tolyl-oxalamid；N.N'-Di-m-tolyl-oxamid；Ethanediamide, N,N'-bis(3-methylphenyl)-
• CAS: 3551-75-5
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: SGPZWRDIDBJXET-UHFFFAOYSA-N

物化性质

• 熔点：
  135 °C
• 密度：
  1.241±0.06 g/cm3(Predicted)

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：

  m-草酰甲苯胺 在 五氯化磷 、 苯 作用下， 生成 oxalic acid-bis(3-tolylimidoyl)chloride
  参考文献：
  名称：

  Bauer, Chemische Berichte, 1907, vol. 40, p. 2653

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲基苯胺 生成 m-草酰甲苯胺
  参考文献：
  名称：

  Bauer, Chemische Berichte, 1907, vol. 40, p. 2653

  摘要：

  DOI：

文献信息

• Highly Productive α-Alkylation of Ketones with Alcohols Mediated by an Ir–Oxalamidato/Solid Base Catalyst System
  作者：Hideo Shimizu、Hironori Maeda、Hideki Nara

  DOI：10.1021/acs.oprd.0c00362

  日期：2020.11.20

  An Ir–oxalamidato complex in combination with a solid base (e.g., magnesium aluminometasilicate/Ca(OH)2) significantly improved the catalyst productivity in α-alkylation of methyl ketones with primary alcohols. Optimization through systematic variation of the oxalamidato ligand led to a practical turnover number (TON) of 10 000–40 000.

  Ir-草胺酰胺配合物与固体碱（例如，铝硅酸镁/ Ca（OH）2）结合可显着提高甲基酮与伯醇的α-烷基化反应的催化剂生产率。通过系统改变草酰胺的配体而进行的优化导致实际营业额（TON）为10,000至40,000。
• Reagent Design and Ligand Evolution for the Development of a Mild Copper-Catalyzed Hydroxylation Reaction
  作者：Patrick S. Fier、Kevin M. Maloney

  DOI：10.1021/acs.orglett.7b01403

  日期：2017.6.2

  modular ligand library, high-throughput experimentation, and rational ligand evolution have led to a novel copper catalyst for the synthesis of phenols with a traceless hydroxide surrogate. The mild reaction conditions reported here enable the late-stage synthesis of numerous complex, druglike phenols.

  模块化配体库的并行合成和质量导向纯化，高通量实验和合理的配体演化，已经导致了一种新型的铜催化剂，可用于合成具有无痕氢氧化物的苯酚。此处报道的温和的反应条件使许多复杂的类药物酚的后期合成成为可能。
• A Convenient One-Pot Synthesis of Symmetric Secondary and Tertiary Vicinal Diamines
  作者：Charles F. Nutaitis

  DOI：10.1080/00397919208019300

  日期：1992.4

  Abstract A convenient one-pot synthesis of symmetric vicinal diamines utilizing sodium borohydride/trifluoroacetic acid reduction methodology is described .

  摘要 描述了一种利用硼氢化钠/三氟乙酸还原方法方便地一锅法合成对称连二胺的方法。
• 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。
• Synthesis of N,N’-Diarylalkanediamides and Their Antimycobacterial and Antialgal Activity
  作者：Lenka Kubicova、Karel Waisser、Jiri Kunes、Katarina Kralova、Zelmira Odlerova、Milan Slosarek、Jiri Janota、Zbynek Svoboda

  DOI：10.3390/50500714

  日期：——

  A set of N,N'-diarylalkanediamides was synthesized. The compounds were tested for their antimycobacterial and antialgal activity. The antimycobacterial activity of N,N'-diarylalkanediamides depends on the lipophilicity of the respective acid. Antimycobacterially active substances were found only in the series of N,N'-diarylethanediamides and N,N'-diarylbutanediamides. Other compounds (derivatives of pentane-, hexane-, octane- and nonanediamide) were inactive against various strains of mycobacteria. The compounds inhibited growth and chlorophyll production in Chlorella vulgaris. Their relatively low antialgal activity is probably connected with their lowered aqueous solubility, and hence by a restricted passage of the inhibitor through the hydrophilic regions of thylakoid membranes.

  合成了一组N,N'-二芳基烷二胺。对这些化合物进行了抗分枝杆菌和抗藻类活性的测试。N,N'-二芳基烷二胺的抗分枝杆菌活性取决于相应酸的脂溶性。抗分枝杆菌活性物质仅在N,N'-二芳基乙二胺和N,N'-二芳基丁二胺系列中被发现。其他化合物（戊烷、己烷、辛烷和壬烷二胺的衍生物）对各种分枝杆菌株无活性。这些化合物抑制了小球藻（Chlorella vulgaris）的生长和叶绿素的产生。它们相对较低的抗藻类活性可能与其疏水性溶解度降低有关，因此抑制剂通过类囊体膜的亲水区域的通透性受到限制。