N-(5-Methylfurfurylidene)-p-methylaniline | 95124-22-4

• 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-(5-Methylfurfurylidene)-p-methylaniline
• 英文别名: 4-methyl-N-(5-methyl-furan-2-ylmethylene)-aniline；N-<5-Methyl-furfuryliden>-p-toluidin；1-(5-methylfuran-2-yl)-N-(4-methylphenyl)methanimine
• CAS: 95124-22-4
• 化学式: C₁₃H₁₃NO
• 分子量: 199.252
• InChiKey: FMZVUQPKTKKTTJ-UHFFFAOYSA-N

物化性质

• 沸点：
  325.3±37.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  25.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(5-Methylfurfurylidene)-p-methylaniline 在 甲醇 、 碘 、 magnesium 作用下， 生成 Picric acid; compound with (5-methyl-furan-2-ylmethyl)-p-tolyl-amine
  参考文献：
  名称：

  呋喃系列研究。22.N-芳基糠基和5-甲基糠基胺及其N-烯丙基衍生物

  摘要：

  DOI：

  10.1021/je00040a034
• 作为产物：
  描述：

  5-甲基呋喃醛 、 乙烷,三氯氟- 以 苯 为溶剂， 反应 2.0h， 生成 N-(5-Methylfurfurylidene)-p-methylaniline
  参考文献：
  名称：

  呋喃环开口-吡咯环封闭。1,2,3,4-四氢吡咯并[1,2 - a ]吡嗪-3-酮的简单路线

  摘要：

  我们在这里报告了呋喃开环-Paal-Knorr吡咯合成序列在将糠胺转化为1,2,3,4-四氢吡咯并[1,2 - a ]吡嗪-3-酮中的应用。

  DOI：

  10.1016/j.tetlet.2013.05.066

文献信息

• Furan ring opening–pyrrole ring closure. A simple route to 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-3-ones
  作者：Igor V. Trushkov、Tatyana A. Nevolina、Vitaly A. Shcherbinin、Lyudmila N. Sorotskaya、Alexander V. Butin

  DOI：10.1016/j.tetlet.2013.05.066

  日期：2013.7

  We report here an application of a furan ring opening-Paal–Knorr pyrrole synthesis sequence for the transformation of furfurylamines into 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-3-ones.

  我们在这里报告了呋喃开环-Paal-Knorr吡咯合成序列在将糠胺转化为1,2,3,4-四氢吡咯并[1,2 - a ]吡嗪-3-酮中的应用。
• New Substituted Alkenyl-Furfuryl-Aryl Amines: Synthesis and Their Characterization
  作者：Ana Dunja Mance、Kresimir Jakopcić、Marija Šindler-Kulyk

  DOI：10.1080/00397919608003697

  日期：1996.3

  Reaction of several N-(5-substituted-2-furfuryl)-p-toluidines with the appropriate substituted allyl bromide gave new examples of tertiary amines (3a-e, 4a-e) with unique capability to react spontaneously in a sense of intramolecular [4+2]cycloaddition (IMDA) reaction.
• Studies in the furan series. 22. N-Arylfurfuryl- and 5-methylfurfurylamines and their N-allyl derivatives
  作者：Zivko Klepo、Kresimir Jakopcic

  DOI：10.1021/je00040a034

  日期：1985.4
• Complexes of Organyltellurium(IV) with Neutral [N,O] Donor Schiff Base Derived from Substituted Furfuraldehyde and Toluidine: Synthesis, Structural Characterization, Computational Studies and Biological Evaluation
  作者：Nidhi Antil、Manish Kumar、K.K. Verma、Sapana Garg

  DOI：10.14233/ajchem.2022.23615

  日期：——

  Organyltellurium(IV) complexes of Schiff base (MeFPT = 4-methyl-N-((5-methylfuran-2- yl)methylene)aniline) derived from condensation reaction of 5-methyl furan-2-carboxaldehyde with p-toluidine having formula of type MeFPT·RTeCl3 and MeFPT·R2TeCl2 (R = 4-hydroxy-phenyl, 4-methoxyphenyl or 3-methyl-4-hydroxyphenyl) were reported. These complexes have been characterized by elemental analysis, IR, 1H NMR, 13C NMR, UV-Vis, DFT, molecular modelling and mass spectra. The experimental data demonstrated that formed Schiff base complexes behaved as bidentate ligand with R1TeCl3 and R2TeCl2 chelated by neutral N and O atoms having distorted octahedral stereochemistry in all organyltellurium(IV) complexes. Schiff base and its organyltellurium(IV) complexes exhibited considerable biological activity. The antibacterial and antifungal activity have been carried out and the results were compared with some known antibiotics.