2-bromo-6-diethylaminomethylpyridine | 174608-36-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-bromo-6-diethylaminomethylpyridine
• 英文别名: (6-bromopyridin-2-ylmethyl)diethylamine；2-(diethylaminomethyl)-6-bromopyridine；N-[(6-bromopyridin-2-yl)methyl]-N-ethylethanamine
• CAS: 174608-36-7
• 化学式: C₁₀H₁₅BrN₂
• 分子量: 243.146
• InChiKey: RVSWPNZWDONJKT-UHFFFAOYSA-N

物化性质

• 沸点：
  273.9±25.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromo-6-diethylaminomethylpyridine 在 copper(I) oxide 、 氨 作用下， 以 乙二醇 为溶剂， -30.0~110.0 ℃ 、1.01 MPa 条件下， 反应 24.0h， 生成 6-(diethylamino)methyl-2-aminopyridine
  参考文献：
  名称：

  Ethylene polymerization by PN3-type pincer chromium(III) complexes

  摘要：

  Chromium (III) complexes, Cr1, [2,6-((Bu2PNH)-Bu-t)(2)C5H4N]CrCl3; Cr2, [2,6-(Ph2PNH)(2)C5H4N]CrCl3; Cr3, [2-((Bu2PNH)-Bu-t)C5H4N]CrCl3 THF; Cr4, [6-((Bu2PNH)-Bu-t)C5H4N-2-CH2NEt2]CrCl3; Cr5, [6-((Bu2PNH)-Bu-t)C5H4N-2-C3H2N2]CrCl3; Cr6, [6-((Bu2PNH)-Bu-t)C5H4N-2-(3,5-Me-2)C3H2N2]CrCl3; Cr7, [6-((Bu2PNH)-Bu-t)C5H4N-2-(3,5-iPr(2))C-3 H2N2]CrCl3; Cr8, [6-((Bu2PNH)-Bu-t)C5H4N-2-(3,5-Ph-2)C3H2N2]CrCl3, bearing a family of neutral PN3-type pincer ligands have been prepared. The molecular structure of Cr2 was further elucidated by the X-ray crystallographic analysis, showing an octahedral geometry. Treatment of these complexes with MAO or alkylaluminum led to catalysts with moderate activities (about 10(5) g (PE)/Cr(mol)h) for ethylene polymerization, affording exclusively linear low molecular weight solid PE without any detectable oligomers. Among Cr1-Cr8, the highest activity was achieved for Cr1/MAO at room temperature with production of PE with highest molecular weight, indicating that replacement of both Bu-t groups in Cr1 with Ph groups, or one (PBu2)-Bu-t with the N (imine) arm, resulted in a lower catalytic activity and lower M-w. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2014.08.005
• 作为产物：
  描述：

  6-溴吡啶-2-甲醇 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 2-bromo-6-diethylaminomethylpyridine
  参考文献：
  名称：

  四齿联吡啶配体的钌配合物：用于羧酸酯和内酯加氢的高效催化剂

  摘要：

  已经开发了一种新型的易于获得的，四齿联吡啶配体的空气稳定钌络合物。这些络合物在非常温和的条件下以低至10 ppm的催化剂负载量显示出芳族和脂族羧酸酯和内酯加氢的卓越效率。

  DOI：

  10.1039/c4gc00835a

文献信息

• 联吡啶四齿配体钌络合物及其制备方法和应 用
  申请人：南开大学

  公开号：CN103980317B

  公开（公告）日：2017-01-25

  本发明涉及一种新型联吡啶四齿配体钌络合物及其制备方法和在酯类化合物氢化为醇类化合物反应中的应用。使用联吡啶四齿配体钌络合物催化氢化酯类化合物为醇类化合物方法的特征在于：以酯类化合物物质的量的0.001～0.3mol％的联吡啶四齿配体钌络合物为催化剂，加入酯类化合物物质的量的1～10mol％的碱，在25～100℃和1～10MPa氢气压力条件下催化氢化酯类化合物为相应的醇类化合物。本发明的联吡啶四齿配体钌络合物制备方便，结构稳定，在酯类化合氢化反应中表现出优异的催化活性。本发明克服了现有酯类化合物均相或非均相催化氢化体系需要高温高压反应条件和高催化剂用量的缺点，催化剂用量小，反应条件温和，反应的选择性好，提高了生产体系的经济性和安全性。
• Imidazole derivatives and processes for the preparation thereof
  申请人：Korea Research Institute of Chemical Technology

  公开号：US05665738A1

  公开（公告）日：1997-09-09

  Novel imidazole derivatives of formula(I) inhibit effectively the action of angiotensin II and have a superior antihypertensive activity: ##STR1## wherein: A is a straight, branched or cyclic C.sub.1 -C.sub.6 alkyl group, or OR.sub.1 wherein R.sub.1 is a hydrogen, or a straight, branched or cyclic C.sub.1 -C.sub.6 alkyl radical; B is a halogen, CF.sub.3 or CF.sub.2 CF.sub.3 ; X is N or N-oxide; Y is --CH.sub.2 --, --CH(OR.sub.1)-- wherein R.sub.1 is the same as defined above, or --C(.dbd.O)--; n is 0 or an integer of 1 to 4; Z is a halogen, --OH, --OR.sub.1, --NR.sub.1 R.sub.2, --N(.dbd.O)R.sub.3 R.sub.4, --C(.dbd.O)R.sub.1, --C(.dbd.O)OR.sub.1, --CH(OR.sub.1).sub.2 or --C(.dbd.O)N.sub.1 N.sub.2 wherein R.sub.1 is the same as defined above, R.sub.2 is, independently of R.sub.1, a hydrogen, or a straight, branched or cyclic C.sub.1 -C.sub.6 alkyl radical, and R.sub.3 and R.sub.4 are independently a straight, branched or cyclic C.sub.1 -C.sub.6 alkyl radical; and D is a hydrogen, or a straight, branched or cyclic C.sub.1 -C.sub.6 alkyl radical.

  新型咪唑衍生物的化学式(I)有效抑制血管紧张素II的作用，并具有优越的降压活性：##STR1## 其中：A为直链、支链或环状的C.sub.1 -C.sub.6烷基基团，或OR.sub.1，其中R.sub.1为氢，或直链、支链或环状的C.sub.1 -C.sub.6烷基基团；B为卤素、CF.sub.3或CF.sub.2 CF.sub.3；X为N或N-氧化物；Y为--CH.sub.2--、--CH(OR.sub.1)--其中R.sub.1与上述定义相同，或--C(.dbd.O)--；n为0或1到4的整数；Z为卤素、--OH、--OR.sub.1、--NR.sub.1 R.sub.2、--N(.dbd.O)R.sub.3 R.sub.4、--C(.dbd.O)R.sub.1、--C(.dbd.O)OR.sub.1、--CH(OR.sub.1).sub.2或--C(.dbd.O)N.sub.1 N.sub.2其中R.sub.1与上述定义相同，R.sub.2是与R.sub.1独立的氢，或直链、支链或环状的C.sub.1 -C.sub.6烷基基团，R.sub.3和R.sub.4独立地是直链、支链或环状的C.sub.1 -C.sub.6烷基基团；D是氢，或直链、支链或环状的C.sub.1 -C.sub.6烷基基团。
• Structure–Function Relationship in Ester Hydrogenation Catalyzed by Ruthenium CNN-Pincer Complexes
  作者：Linh Le、Jiachen Liu、Tianyi He、Daniel Kim、Eric J. Lindley、Tia N. Cervarich、Jack C. Malek、John Pham、Matthew R. Buck、Anthony R. Chianese

  DOI：10.1021/acs.organomet.8b00470

  日期：2018.10.8

  A series of six pincer–ruthenium complexes has been synthesized and applied in the catalytic hydrogenation of esters. The ruthenium complexes have the formula Ru(pincer)HCl(CO), where the CNN-pincer ligands feature N-heterocyclic carbene (NHC), pyridine, and dialkylamino donor groups. Through systematic variation of the steric bulk of the NHC substituent and the amine substituents, a clear structure–function

  已经合成了一系列六种pin-钌配合物，并将其应用于酯的催化加氢中。钌配合物的分子式为Ru（pincer）HCl（CO），其中CNN-pincer的配体具有N-杂环卡宾（NHC），吡啶和二烷基氨基供体基团。通过NHC取代基和胺取代基的空间体积的系统变化，出现了清晰的结构-功能关系。该系列中活性最高的催化剂具有使用的最大的NHC取代基2，6-二异丙基苯基。对于二烷基氨基基团，被异丙基或乙基取代的催化剂活性最高，而被甲基基团取代的催化剂活性低得多。发现的活性最高的催化剂在0.05-0.2 mol％的负载量下催化一系列酯的完全氢化。
• Ester Hydrogenation Catalyzed by CNN-Pincer Complexes of Ruthenium
  作者：Daniel Kim、Linh Le、Myles J. Drance、Kelsey H. Jensen、Kristijan Bogdanovski、Tia N. Cervarich、Melissa G. Barnard、Natalie J. Pudalov、Spring Melody M. Knapp、Anthony R. Chianese

  DOI：10.1021/acs.organomet.6b00009

  日期：2016.4.11

  Ruthenium complexes supported by two new CNN-pincer ligands were synthesized. Both were tested as catalysts for the hydrogenation of esters under mild conditions (105 degrees C, 6 bar H-2). A striking dependence on ligand structure was observed, as a dimethylamino-substituted ligand gave a nearly inactive catalyst, while a diethylamino-substituted variant gave up to 980 catalytic turnovers for the hydrogenation of benzyl benzoate. This system catalyzes the hydrogenation of various substrates including ethyl, benzyl, and hexyl esters, but is surprisingly unreactive toward methyl esters. Experiments demonstrate that base-catalyzed transesterification is rapid under the reaction conditions and that methyl esters are effectively hydrogenated when benzyl alcohol is added to the reaction mixture. The reverse reaction, dehydrogenation of primary alcohols to give esters, was tested as well; up to 920 catalytic turnovers were observed for the dehydrogenation of 1-hexanol to hexyl hexanoate.
• IMIDAZOLE DERIVATIVES AND PROCESSES FOR THE PREPARATION THEREOF
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP0763033A1

  公开（公告）日：1997-03-19