N,N'-bis(5-methylfurfurylidene)-1,4-phenylenediamine

• 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,N'-bis(5-methylfurfurylidene)-1,4-phenylenediamine
• 化学式: C₁₈H₁₆N₂O₂
• 分子量: 292.337
• InChiKey: JJSYFXZBCOKJCD-AYKLPDECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.99
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  51.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  亚磷酸二乙酯 、 N,N'-bis(5-methylfurfurylidene)-1,4-phenylenediamine 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以51%的产率得到1,4-bis{N-methyl(diethoxyphosphonyl)-1-[(5-methyl)-2-furyl]}diaminobenzene
  参考文献：
  名称：

  SYNTHESIS AND NMR SPECTROSCOPIC STUDY OF NEW 5-METHYLFURYL-CONTAINING SCHIFF BASES AND RELATED BIS(AMINOPHOSPHONATES)

  摘要：

  The synthesis of three novel 5-methylfuryl-containing Schiff bases: N,N'-bis(5-methylfurfurylidene)-4,4'-diaminodiphenylmethane, N,N'bis(5-methylfurfurylidene)-1,4-phenylenediamine, and N,N'-bis(5-methylfurfurylidene)benzidine and the corresponding bis(aminophosphonates) derived from them, 4,4'-bis{N-methyl(diethoxy-phosponyl)-1-[(5-methyl)-2-furyl]}diaminodiphenylmethane, 1,4-bis {N-methyl(diethoxyphosphonyl)-1-[(5-methyl)-2-furyl]}diaminobenzene, and bis{N-methyl(diethoxyphosphonyl)-1-[(5-methyl)-2-furyl]}-benzidine, is reported. The compounds have been characterized by elemental analysis, TLC, JR, and NMR (H-1, C-13, and P-31) spectra. For comparison, new C-13 and P-31 NMR data of three furyl-containing analogues of the above bis(aminophosphonates) are also regarded. The NMR studies of the two series of bis(aminophosphonates) reveal the presence of one diastereomer (meso or racemic form).

  DOI：

  10.1080/10426500490485093
• 作为产物：
  描述：

  5-甲基呋喃醛 、 对苯二胺 以 乙醚 为溶剂， 反应 4.0h， 以85%的产率得到N,N'-bis(5-methylfurfurylidene)-1,4-phenylenediamine
  参考文献：
  名称：

  SYNTHESIS AND NMR SPECTROSCOPIC STUDY OF NEW 5-METHYLFURYL-CONTAINING SCHIFF BASES AND RELATED BIS(AMINOPHOSPHONATES)

  摘要：

  The synthesis of three novel 5-methylfuryl-containing Schiff bases: N,N'-bis(5-methylfurfurylidene)-4,4'-diaminodiphenylmethane, N,N'bis(5-methylfurfurylidene)-1,4-phenylenediamine, and N,N'-bis(5-methylfurfurylidene)benzidine and the corresponding bis(aminophosphonates) derived from them, 4,4'-bis{N-methyl(diethoxy-phosponyl)-1-[(5-methyl)-2-furyl]}diaminodiphenylmethane, 1,4-bis {N-methyl(diethoxyphosphonyl)-1-[(5-methyl)-2-furyl]}diaminobenzene, and bis{N-methyl(diethoxyphosphonyl)-1-[(5-methyl)-2-furyl]}-benzidine, is reported. The compounds have been characterized by elemental analysis, TLC, JR, and NMR (H-1, C-13, and P-31) spectra. For comparison, new C-13 and P-31 NMR data of three furyl-containing analogues of the above bis(aminophosphonates) are also regarded. The NMR studies of the two series of bis(aminophosphonates) reveal the presence of one diastereomer (meso or racemic form).

  DOI：

  10.1080/10426500490485093

文献信息

• [EN] METHODS FOR PREPARING ALKYLFURANS<br/>[FR] PROCÉDÉS DE PRÉPARATION D'ALKYLFURANNES
  申请人：MICROMIDAS INC

  公开号：WO2014151100A1

  公开（公告）日：2014-09-25

  Provided herein are methods for preparing alkylfurans, such as 2,5-dialkylfurans and 2-alkylfurans. Furfural or 5-alkylfurfural can be reacted with aniline or diaminobenzene, or derivatives thereof, to form the corresponding imine, which can be reduced to form alkylfurans and to regenerate the aniline or diaminobenzene, or derivatives thereof. The alkylfuran may be, for example, 2,5-dimethylfuran or 2-methylfuran.

  本文提供了制备烷基呋喃的方法，例如2,5-二烷基呋喃和2-烷基呋喃。糠醛或5-烷基糠醛可以与苯胺或二氨基苯等衍生物反应，形成相应的亚胺，亚胺可以还原成烷基呋喃，并再生苯胺或二氨基苯等衍生物。烷基呋喃可以是例如2,5-二甲基呋喃或2-甲基呋喃。
• METHODS FOR PREPARING ALKYLFURANS
  申请人：Micromidas, Inc.

  公开号：EP2970037A1

  公开（公告）日：2016-01-20
• US9556137B2
  申请人：——

  公开号：US9556137B2

  公开（公告）日：2017-01-31
• SYNTHESIS AND NMR SPECTROSCOPIC STUDY OF NEW 5-METHYLFURYL-CONTAINING SCHIFF BASES AND RELATED BIS(AMINOPHOSPHONATES)
  作者：I. Kraicheva、P. Finocchiaro、S. Failla

  DOI：10.1080/10426500490485093

  日期：2004.11.1

  The synthesis of three novel 5-methylfuryl-containing Schiff bases: N,N'-bis(5-methylfurfurylidene)-4,4'-diaminodiphenylmethane, N,N'bis(5-methylfurfurylidene)-1,4-phenylenediamine, and N,N'-bis(5-methylfurfurylidene)benzidine and the corresponding bis(aminophosphonates) derived from them, 4,4'-bisN-methyl(diethoxy-phosponyl)-1-[(5-methyl)-2-furyl]}diaminodiphenylmethane, 1,4-bis N-methyl(diethoxyphosphonyl)-1-[(5-methyl)-2-furyl]}diaminobenzene, and bisN-methyl(diethoxyphosphonyl)-1-[(5-methyl)-2-furyl]}-benzidine, is reported. The compounds have been characterized by elemental analysis, TLC, JR, and NMR (H-1, C-13, and P-31) spectra. For comparison, new C-13 and P-31 NMR data of three furyl-containing analogues of the above bis(aminophosphonates) are also regarded. The NMR studies of the two series of bis(aminophosphonates) reveal the presence of one diastereomer (meso or racemic form).