N-methyl-1-(thiophen-2-yl)-N-(thiophen-2-ylmethyl)methanamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-methyl-1-(thiophen-2-yl)-N-(thiophen-2-ylmethyl)methanamine
• 英文别名: methyl-bis-[2]thienylmethyl-amine；N-methyl-1-thiophen-2-yl-N-(thiophen-2-ylmethyl)methanamine
• 化学式: C₁₁H₁₃NS₂
• 分子量: 223.363
• InChiKey: QJEAERURDKSXHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  59.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯甲基噻吩 在 乙醚 作用下， 生成 N-methyl-1-(thiophen-2-yl)-N-(thiophen-2-ylmethyl)methanamine
  参考文献：
  名称：

  The Disproportionation of Tertiary Amines

  摘要：

  DOI：

  10.1021/ja01634a031

文献信息

• Novel synthesis of N-alkyl amines from tandem coupling of either methylamine or nitroalkane with aldehyde
  作者：Shuanglong Lu、Jie Peng、Junjie Wu、Chao Li、Xueqin Cao、Hongwei Gu

  DOI：10.1039/c5cc07807e

  日期：——

  A novel tandem method was developed to synthesizeN-alkyl amines from coupling of either methylamine or nitroalkane with aldehyde.

  开发了一种新的串联方法，用于合成N-烷基胺，通过甲胺或硝基烷与醛的偶联反应。
• METHOD FOR PRODUCING TETRAHYDROPYRAN COMPOUND AND INTERMEDIATE THEREOF
  申请人：Kawanami Hirotaka

  公开号：US20120046476A1

  公开（公告）日：2012-02-23

  Disclosed is a method for producing a tetrahydropyran compound represented by general formula (5) shown in the scheme. Accordingly, a tetrahydropyran derivative is obtained in high yield and with high selectivity without using a highly toxic reagent, and an industrially useful method for producing a tetrahydropyran derivative and an intermediate thereof can be provided. In formulae (1) to (5), R 1 and R 2 each independently represent a hydrogen atom, a linear, branched, or cyclic alkyl group, or an aromatic group which may have a substituent, and R 1 and R 2 may be combined to form an alkylene group, thereby forming a ring; and R 3 and R 4 each independently represent a hydrogen atom or a linear, branched, or cyclic alkyl group, and R 3 and R 4 may be combined to form an alkylene group, thereby forming a ring.

  本公开了一种用于制备在方案中所示的通式（5）所代表的四氢吡喃化合物的方法。因此，可以在不使用高毒性试剂的情况下，高产率和高选择性地获得四氢吡喃衍生物，并且可以提供一种工业上有用的制备四氢吡喃衍生物及其中间体的方法。在通式（1）至（5）中，R1和R2分别独立表示氢原子、直链、支链或环烷基基团，或者可能具有取代基的芳香基团，R1和R2可以结合形成亚烷基基团，从而形成环；R3和R4分别独立表示氢原子或直链、支链或环烷基基团，R3和R4可以结合形成亚烷基基团，从而形成环。
• Tandem synthesis of <i>N</i>-methylated tertiary amines <i>via</i> three-component coupling of carbonyl compounds, amines, and methanol
  作者：Ishani Borthakur、Sameer Srivastava、Saloni Kumari、Sabuj Kundu

  DOI：10.1039/d2cc03115a

  日期：——

  An Ir-catalyzed tandem synthesis of various N-methylated tertiary amines from three-component coupling of carbonyl compounds, amines, and methanol following reductive amination/N-methylation is reported for the first time. A wide array of substrates with tolerance of different functional groups was demonstrated. The protocol was extended to the synthesis of N-methyl containing pharmaceutically important

  首次报道了还原胺化/ N-甲基化后由羰基化合物、胺和甲醇的三组分偶联合成各种N-甲基化叔胺的 Ir 催化串联合成。展示了具有不同官能团耐受性的多种底物。该方案扩展到合成含有N-甲基的药学上重要的药物分子。基于各种控制实验和不同的分析技术（如 NMR、IR 和 ESI-MS）提出了可能的催化循环。
• Reductive Aminomethylation Using Ammonium Formate and Methanol as N1 and C1 Source: Direct Synthesis of Mono- and Di-Methylated Amines
  作者：Ishani Borthakur、Srabani Nandi、Yuvraj Bilora、Biswajit Sadhu、Sabuj Kundu

  DOI：10.1021/acscatal.4c00346

  日期：2024.4.19

  single and dual reductive amination followed by N-methylation of aldehydes and ketones to synthesize N,N-dimethyl as well as N-methyl tertiary amines, respectively, utilizing ammonium formate and methanol as N1 and C1 sources is reported. The protocol was efficiently extended to a tandem reductive amination/N-methylation/cyclization of keto acids/esters leading to N-methyl lactams. A broad substrate

  Ir(III)配合物催化单还原胺化和双还原胺化，然后利用甲酸铵和甲醇作为N1和C1源，对醛和酮进行N-甲基化，分别合成N、N-二甲基和N-甲基叔胺：报道称。该方案被有效地扩展到酮酸/酯的串联还原胺化/ N-甲基化/环化，产生N-甲基内酰胺。还展示了广泛的底物范围、生物活性分子的合成。进行了控制实验、动力学研究和 DFT 计算，并在此基础上提出了合理的机制。
• Quaternary thenyl compounds
  申请人：MONSANTO CHEMICALS

  公开号：US02548898A1

  公开（公告）日：1951-04-17