N,N'-bis(n-butyl)oxamide | 14040-75-6

• 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
• 英文名称: N,N'-bis(n-butyl)oxamide
• 英文别名: N,N'-dibutyloxamide；N.N'-Dibutyl-oxamid；N,N′-dibutyloxamide；N,N'-Dibutyl-oxalamid
• CAS: 14040-75-6
• 化学式: C₁₀H₂₀N₂O₂
• mdl: MFCD00462442
• 分子量: 200.281
• InChiKey: YUUVWMFUVGZOHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  N,N'-bis(n-butyl)oxamide 在 potassium tert-butylate 、 氢气 、 [Ru(P^tBuNNH^Bn)H(CO)Cl] 作用下， 以 甲苯 为溶剂， 135.0 ℃ 、4.0 MPa 条件下， 反应 24.0h， 以95%的产率得到正丁胺
  参考文献：
  名称：

  乙二醇和胺的无受体脱氢偶联合成和钌催化的逆氢化合成草酰胺

  摘要：

  提出了一种可持续的，新的草酰胺的合成方法，该方法通过乙二醇与胺的无受体脱氢偶联，生成由钌夹钳络合物均匀催化的H 2。逆氢化反应也使用相同的催化剂完成。基于化学计量反应，NMR研究，X射线晶体学以及对合理中间体的观察，提出了合理的反应机理。

  DOI：

  10.1039/d0sc02065f
• 作为产物：
  描述：

  methyl butyloxamate 在 silver nitrate 氢氧化钾 、 ammonium peroxydisulfate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 N,N'-bis(n-butyl)oxamide
  参考文献：
  名称：

  Reactivity of Carbamoyl Radicals. A New, General, Convenient Free-Radical Synthesis of Isocyanates from Monoamides of Oxalic Acid

  摘要：

  A new, general, simple synthesis of isocyanates was developed by oxidation of monoamides of oxalic acid with peroxydisulfate catalyzed by Ag and Cu salts. The reaction was carried out in a two-phase system (water and an organic solvent), and it is suitable also for practical applications, due to the simple experimental conditions and the inexpensive as well as nontoxic reagents. The first example of homolytic intramolecular aromatic carbamoylation is also reported.

  DOI：

  10.1021/jo00122a020

文献信息

• Method of preparation of oxalic acid esters and amides
  申请人：Enichem Anic S.p.A.

  公开号：US04981963A1

  公开（公告）日：1991-01-01

  A new process is described for the preparation of oxalic acid esters and amides of general formula (I) ##STR1## wherein Z designates an --OR or --NR.sup.1 R.sup.2 group, wherein R represents substituted or unsubstituted alkyl, alkenyl, cycloalkyl, aryl, or aryl-alkyl, R.sup.1 is hydrogen or substituted or unsubstituted alkyl, alkenyl, cycloalkyl, aryl, or aryl-alkyl, R.sup.2 represents substituted or unsubstituted alkyl, alkenyl, cycloalkyl, aryl, or aryl-alkyl, or R.sup.1 and R.sup.2 taken together with the adjacent nitrogen atom represent a saturated 5-, 6-, 7-, or 8-membered heterocyclic ring, which may contain an additional heteroatom selected from --O--, --S--, and --N(H, Alkyl)--, and optionally bear one or more alkyl or alkenyl substituents, and Z.sup.1 designates an --OR or --NR.sup.1 R.sup.2 group, wherein R, R.sup.1, and R.sup.2 are as defined before, or a group --NHCOCH.sub.3, which comprises the base-catalysed reaction of diacetyloxamide with an alcohol ROH or/and an amine HNR.sup.1 R.sup.2. The compounds of formula (I) have many industrial utilities, mainly as intermediates and stabilizers in the polymer field.

  描述了一种制备一般式（I）的草酸酯和酰胺的新工艺##STR1##其中Z代表--OR或--NR.sup.1 R.sup.2基团，其中R代表取代或未取代的烷基、烯基、环烷基、芳基或芳基-烷基，R.sup.1为氢或取代或未取代的烷基、烯基、环烷基、芳基或芳基-烷基，R.sup.2代表取代或未取代的烷基、烯基、环烷基、芳基或芳基-烷基，或R.sup.1和R.sup.2与相邻氮原子一起代表饱和的5、6、7或8元杂环，该环可能含有另外选择自--O--、--S--和--N(H，烷基)--的杂原子，并且可选地带有一个或多个烷基或烯基取代基，Z.sup.1代表--OR或--NR.sup.1 R.sup.2基团，其中R、R.sup.1和R.sup.2如前所定义，或一个--NHCOCH.sub.3基团，它包括二乙酰氧胺与醇ROH和/或胺HNR.sup.1 R.sup.2的碱催化反应。一般式（I）的化合物在聚合物领域中具有许多工业用途，主要用作中间体和稳定剂。
• 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。
• A novel ZrO2–SO42− supported palladium catalyst for syntheses of disubstituted ureas from amines by oxidative carbonylation
  作者：Feng Shi、Youquan Deng、Tianlong SiMa、Hongzhou Yang

  DOI：10.1016/s0040-4039(01)00124-1

  日期：2001.3

  The syntheses of disubstituted ureas by carbonylation of a series of amines in the presence of a sulfate modified zirconia supported palladium catalyst was investigated at an initial total pressure of 4.0 MPa and 135°C. High conversions and yields were achieved for the synthesis of symmetric dialkylureas. This supported catalyst could also be easily separated and recovered after reaction.

  在初始总压力为4.0 MPa和135°C的条件下，研究了在硫酸盐改性的氧化锆负载的钯催化剂的存在下，通过一系列胺的羰基化反应合成的二取代脲。合成对称的二烷基脲可实现高转化率和收率。该负载的催化剂也可以在反应后容易地分离和回收。
• Oxalsäurederivate durch oxidative kupplung von kohlenmonoxid an nickel
  作者：Heinz Hoberg、F. Javier Fañanás、Hans Josef RiegeI

  DOI：10.1016/s0022-328x(00)99113-7

  日期：1983.9

  Carbon monoxide is oxidatively coupled by ligand nickel(II) compounds with secondary, primary amines and with alkali alkoxides to give oxalic acid derivatives. In the case of secondary amines the CO coupling can be run catalytically by adding oxidants like copper(II) salts. The yield of oxalic esters depends on the types of ligands and anions.

  一氧化碳通过配体镍（II）化合物与仲伯胺和碱金属醇盐氧化偶联，得到草酸衍生物。在仲胺的情况下，CO偶联可通过添加氧化剂（如铜（II）盐）来催化进行。草酸酯的产率取决于配体和阴离子的类型。
• Visible‐Light‐Induced Palladium‐Catalyzed Dehydrogenative Carbonylation of Amines to Oxalamides
  作者：Tim Meyer、Jabor Rabeah、Angelika Brückner、Xiao‐Feng Wu

  DOI：10.1002/chem.202100009

  日期：2021.3.26

  The palladium‐catalyzed oxidative carbonylation of amines toward the synthesis of oxalamides has been established around 30 years ago and it usually needs the presence of (over)stoichiometric amounts of oxidant. In this work, the first transformation of this type in which the oxidant was replaced by visible light is described. The new approach uses a simple robust Pd complex, which can even be partially

  钯催化草胺的氧化羰基化反应已在30年前建立，通常需要化学计量（过量）的氧化剂存在。在这项工作中，描述了这种类型的第一种转化，其中氧化剂被可见光替代。新方法使用了一个简单而健壮的钯络合物，甚至可以部分回收。对照实验和EPR研究提供并支持了机理原因，表明形成了Pd I，而Pd 0是活性种。氮和中间酰基都可以被检测到。另外，通过气体GC确认了氢的形成。

表征谱图