N¹-benzyl-N⁴-butylbenzene-1,4-diamine | 1194828-79-9

• 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: N¹-benzyl-N⁴-butylbenzene-1,4-diamine
• 英文别名: N-butyl-N'-benzyl-p-phenylenediamine；4-N-benzyl-1-N-butylbenzene-1,4-diamine
• CAS: 1194828-79-9
• 化学式: C₁₇H₂₂N₂
• 分子量: 254.375
• InChiKey: INKJHEFRWBZYNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甘油三丁酸酯 、 N1-苄基苯-1,4-二胺 在 三(乙酰丙酮酸)钌(III) 、 氢气 、 双三氟甲烷磺酰亚胺 、 1,1,1-三(二苯基膦甲基)乙烷 作用下， 以 四氢呋喃 为溶剂， 130.0 ℃ 、6.0 MPa 条件下， 反应 18.0h， 以80%的产率得到N¹-benzyl-N⁴-butylbenzene-1,4-diamine
  参考文献：
  名称：

  酯，包括甘油三酸酯和氢，用作钌催化的胺的直接N-烷基化的原料

  摘要：

  甘油三酸酯首次用于胺与分子氢的直接N-烷基化。在原位形成的Ru / Triphos配合物的存在下，可获得广泛的有趣且与工业相关的仲胺和叔胺。值得注意的是，植物油可以有效地应用于此单步过程中。此外，在氢存在下，各种其他甲酯也可用作N-烷基化剂，用于合成更高级的结构单元。

  DOI：

  10.1002/anie.201603681

文献信息

• [EN] SILICA-BASED ZINC CATALYSTS. THEIR PREPARATION AND USE IN THE ALKOXYCARBONYLATION OF AMINES<br/>[FR] CATALYSEURS AU ZINC À BASE DE SILICE, LEUR PRÉPARATION ET LEUR UTILISATION DANS L'ALCOXYCARBONYLATION D'AMINES
  申请人：COVESTRO DEUTSCHLAND AG

  公开号：WO2018210711A1

  公开（公告）日：2018-11-22

  The present invention relates to silica-based heterogeneous zinc compounds which are suitable as catalysts in the reaction of amines with dialkyl carbonates to produce carbamates. The catalysts have the formula [SiO2]-CH2-CHR-X-COOZn[Y], wherein [SiO2] represents a silica carrier selected from the group consisting of ordered mesoporous silica and irregular amorphous narrow pore silica, R represents a moiety selected from the group consisting of hydrogen, -CH3, and -CH2CH3, preferably hydrogen, X is an aliphatic chain of 2 to 11 carbon atoms that optionally comprises ether moieties and [Y] represents a mono anion. The invention is also directed towards a method for the preparation of the aforementioned compounds and towards method for the alkoxycarbonylation of amines.

  本发明涉及硅基杂化锌化合物，适用于作为催化剂在胺与二烷基碳酸酯反应中产生氨基甲酸酯。催化剂的化学式为[SiO2]-CH2-CHR-X-COOZn[Y]，其中[SiO2]代表从有序介孔硅和不规则非晶窄孔硅组成的硅载体，R代表从氢、-CH3和-CH2CH3组成的基团，优选为氢，X是由2至11个碳原子组成的脂肪链，可选地包含醚基团，[Y]代表单阴离子。该发明还涉及上述化合物的制备方法以及胺的烷氧羰基化方法。
• Hydrogenation of aromatic amines to alicyclic amines using a lithium aluminate-based catalyst
  申请人：Vedage Ananda Gamini

  公开号：US20070066849A1

  公开（公告）日：2007-03-22

  The present invention relates to processes for the catalytic hydrogenation of aromatic amines to their acyclic counterparts using a ruthenium catalyst on a lithium aluminate support. The hydrogenation process comprises contacting an aromatic amine with hydrogen in the presence of a ruthenium catalyst under temperature and pressure conditions suitable to effect ring hydrogenation. The process is especially useful for hydrogenating aniline to cyclohexylamine.

  本发明涉及使用锂铝酸盐支撑上的钌催化剂进行芳香胺的催化氢化反应，将其转化为其非环状对应物的过程。氢化过程包括在适宜于环氢化的温度和压力条件下，在钌催化剂存在下将芳香胺与氢气接触。该过程特别适用于将苯胺氢化为环己胺。
• PROCESS FOR HYDROGENATING AROMATIC DI- AND POLYAMINES
  申请人：Bayer MaterialScience AG

  公开号：US20150218082A1

  公开（公告）日：2015-08-06

  A catalytic process for hydrogenating aromatic di- and polyamines with the aid of a selected catalyst system is provided, which comprises a mixture of a first heterogeneous catalyst and a second heterogeneous catalyst and a nitro compound (nitrate and/or nitrite salt). The first and second heterogeneous catalyst each independently comprise a metal selected from the group consisting of Cr, Mo, W, Mn, Re, Fe, Ru, Os, Co, Rh, Ir, Ni, Pd and/or Pt and the metal selected for the second heterogeneous catalyst is different from the metal selected for the first heterogeneous catalyst. Hydrogenation of aromatic rings having two or more amino groups bound to the aromatic ring produces cycloaliphatic di- and polyamines, which are useful chemical intermediates, e.g., for further reaction with epoxides or isocyanates. The amino groups may also be converted to isocyanates via reaction with phosgene. The resulting cycloaliphatic di- and polyisocyanates may also be used as monomers for making polymers.

  提供了一种催化氢化芳香族二元和多元胺的过程，该过程借助于一个选定的催化剂系统，其中包括第一异相催化剂和第二异相催化剂的混合物以及硝基化合物（硝酸盐和/或亚硝酸盐）。第一和第二异相催化剂各自独立地包含从Cr、Mo、W、Mn、Re、Fe、Ru、Os、Co、Rh、Ir、Ni、Pd和/或Pt组成的金属，并且第二异相催化剂选择的金属与第一异相催化剂选择的金属不同。氢化具有两个或更多氨基固定在芳香环上的芳香环产生环脂肪族二元和多元胺，这些是有用的化学中间体，例如，用于与环氧化物或异氰酸酯进一步反应。氨基团也可以通过与光气反应转化为异氰酸酯。所得到的环脂肪族二元和多元异氰酸酯也可以用作制造聚合物的单体。
• Silica-based zinc catalysts, their preparation and use in the alkoxycarbonylation of amines
  申请人：Covestro Deutschland AG

  公开号：US10807084B2

  公开（公告）日：2020-10-20

  The present invention relates to silica-based heterogeneous zinc compounds which are suitable as catalysts in the reaction of amines with dialkyl carbonates to produce carbamates. The catalysts have the formula [SiO2]—CH2—CHR—X—COOZn[Y], wherein [SiO2] represents a silica carrier selected from the group consisting of ordered mesoporous silica and irregular amorphous narrow pore silica, R represents a moiety selected from the group consisting of hydrogen, —CH3, and —CH2CH3, preferably hydrogen, X is an aliphatic chain of 2 to 11 carbon atoms that optionally comprises ether moieties and [Y] represents a mono anion. The invention is also directed towards a method for the preparation of the aforementioned compounds and towards method for the alkoxycarbonylation of amines.

  本发明涉及硅基异质锌化合物，该化合物适合作为胺与二烷基碳酸盐反应生成氨基甲酸酯的催化剂。该催化剂具有式[SiO2]-CH2-CHR-X-COOZn[Y]，其中[SiO2]代表从有序介孔二氧化硅和不规则无定形窄孔二氧化硅组成的组中选出的二氧化硅载体，R代表从氢、-CH3和-CH2CH3组成的组中选出的分子，优选氢，X是2至11个碳原子的脂肪族链，可选择包括醚分子，[Y]代表单阴离子。本发明还涉及上述化合物的制备方法和胺的烷氧基羰基化方法。
• Hydrogenation of aromatic amines to alicyclic amines using a ruthenium catalyst supported on lithium aluminate
  申请人：Air Products and Chemicals, Inc.

  公开号：EP1767520B1

  公开（公告）日：2011-06-08