N-(4-methylbenzyl)-1-(thiophen-2-yl)methanamine | 869945-35-7

• 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: N-(4-methylbenzyl)-1-(thiophen-2-yl)methanamine
• 英文别名: 1-(4-methylphenyl)-N-(thiophen-2-ylmethyl)methanamine
• CAS: 869945-35-7
• 化学式: C₁₃H₁₅NS
• mdl: MFCD04480777
• 分子量: 217.335
• InChiKey: JZGWNZOPMPEKGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  40.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-methylbenzyl)-1-(thiophen-2-yl)methanamine 、 benzene-1,3,5-triyl triformate 在 copper diacetate 、 palladium diacetate 、 三乙胺 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 16.0h， 以46%的产率得到6-methyl-2-(thiophen-2-ylmethyl)isoindolin-1-one
  参考文献：
  名称：

  用TFBen作为CO源，从杂环胺上进行定点羰基化合成结构多样的内酰胺。

  摘要：

  已经开发了钯催化的杂环胺的位点选择性CH羰基化反应，以合成内酰胺基序。3-噻吩甲胺，2-噻吩甲胺和色胺与苯-1,3,5-三甲酸酯三甲酸酯（TFBen）作为CO源的反应可提供一系列结构多样的内酰胺，中度至高产率，具有出色的区域选择性。

  DOI：

  10.1021/acs.joc.9b02114
• 作为产物：
  描述：

  N-(4-methylbenzyl)-1-(thiophen-2-yl)methanimine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 N-(4-methylbenzyl)-1-(thiophen-2-yl)methanamine
  参考文献：
  名称：

  Synthesis and characterization of some triorgano, diorgano, monoorganotin and a triorganolead heteroaromatic dithiocarbamate complexes

  摘要：

  The reactions of benzyl-thiophen-2-ylmethyldithiocarbamate and 4-methyl-benzyl-thiophen-2-ylmethyldithiocarbamate with six organotin compounds and one organolead compound resulted in seven dithiocarbamate complexes exhibiting different structural forms. The compounds have been characterized by multinuclear NMR and IR spectral studies. X-ray crystallographic study of the compounds were made to understand the structure and bonding in these molecules. The dithiocarbamate ligands in all the organotin and organolead complexes showed anisobidentate bonding mode, however, in case of dichlorotin bis(dithiocarbamate)symmetrically bidentate mode of bonding was observed. Representative compounds [Ph3Sn{(C6H5)(CH2)}{(C4H3S)(CH2)}NCS2] 1 and [Ph3Pb {(C6H5)(CH2)}{(C4H3S)(CH2)}NCS2] 7 on pyrolysis yielded corresponding sulfides, SnS and PbS showing the usefulness of these dithiocarbamate complexes as single source precursors for the preparation of metal sulfides. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.11.015

文献信息

• Synthesis and characterization of some triorgano, diorgano, monoorganotin and a triorganolead heteroaromatic dithiocarbamate complexes
  作者：Neetu Singh、Subrato Bhattacharya

  DOI：10.1016/j.jorganchem.2011.11.015

  日期：2012.3

  The reactions of benzyl-thiophen-2-ylmethyldithiocarbamate and 4-methyl-benzyl-thiophen-2-ylmethyldithiocarbamate with six organotin compounds and one organolead compound resulted in seven dithiocarbamate complexes exhibiting different structural forms. The compounds have been characterized by multinuclear NMR and IR spectral studies. X-ray crystallographic study of the compounds were made to understand the structure and bonding in these molecules. The dithiocarbamate ligands in all the organotin and organolead complexes showed anisobidentate bonding mode, however, in case of dichlorotin bis(dithiocarbamate)symmetrically bidentate mode of bonding was observed. Representative compounds [Ph3Sn(C6H5)(CH2)}(C4H3S)(CH2)}NCS2] 1 and [Ph3Pb (C6H5)(CH2)}(C4H3S)(CH2)}NCS2] 7 on pyrolysis yielded corresponding sulfides, SnS and PbS showing the usefulness of these dithiocarbamate complexes as single source precursors for the preparation of metal sulfides. (C) 2011 Elsevier B.V. All rights reserved.
• Site-Selective Carbonylative Synthesis of Structurally Diverse Lactams from Heterocyclic Amines with TFBen as the CO Source
  作者：Jun Ying、Qian Gao、Xiao-Feng Wu

  DOI：10.1021/acs.joc.9b02114

  日期：2019.11.1

  A palladium-catalyzed site-selective C-H carbonylation of heterocyclic amines for the synthesis of lactam motifs has been developed. The reaction of 3-thiophene methylamines, 2-thiophene methylamines, and tryptamines with benzene-1,3,5-triyl triformate (TFBen) as the CO source provides a series of structurally diverse lactams in moderate to high yields with excellent regioselectivities.

  已经开发了钯催化的杂环胺的位点选择性CH羰基化反应，以合成内酰胺基序。3-噻吩甲胺，2-噻吩甲胺和色胺与苯-1,3,5-三甲酸酯三甲酸酯（TFBen）作为CO源的反应可提供一系列结构多样的内酰胺，中度至高产率，具有出色的区域选择性。