2-{[(2-furanylmethyl)amino]methyl}-6-(methoxy)phenol | 827328-42-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-{[(2-furanylmethyl)amino]methyl}-6-(methoxy)phenol
• 英文别名: 2-[(Furan-2-ylmethylamino)methyl]-6-methoxyphenol
• CAS: 827328-42-7
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: SJBBMLXSJOSKBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  54.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-{[(2-furanylmethyl)amino]methyl}-6-(methoxy)phenol 在 六氯环三磷腈 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 55.0h， 生成 4',4',6',6'-tetra(1,4,7-dioxazonan-7-yl)-3-(2-furanylmethyl)-8-(methoxy)-3H,4H-spiro{[1,3,2-benzoxazaphosphinine-2,2'-[1,3,5,2,4,6]triazatriphosphinine]}
  参考文献：
  名称：

  Phosphorus–nitrogen compounds. Part 23: Syntheses, structural investigations, biological activities, and DNA interactions of new N/O spirocyclotriphosphazenes

  摘要：

  The Schiff base compounds (1 and 2) are synthesized by the condensation reactions of 2-furan-2-yl-methylamine with 2-hydroxy-3-methoxy- and 2-hydroxy-5-methoxy-benzaldehydes and reduced with NaBH4 to give the new N/O-donor-type ligands (3 and 4). The monospirocyclotriphosphazenes containing 1,3,2-oxazaphosphorine rings (5 and 6) are prepared from the reactions of N3P3Cl6 with 3 and 4, respectively. The reactions of 5 and 6 with excess pyrrolidine, morpholine, and 1,4-dioxa-8-azaspiro [4,5] decane (DASD) produce tetrapyrrolidino (5a and 6a), morpholino (5b and 6b), and 1,4-dioxa-8-azaspiro [4,5] deca (5c and 6c) spirocyclotriphosphazenes. The structural investigations of the compounds are examined by H-1, C-13, P-31 NMR, DEPT, HSQC, and HMBC techniques. The solid-state structures of 5, 5a, and 6 are determined using X-ray crystallography. The compounds 5a, 5b, 5c, 6a, 6b, and 6c are subjected to antimicrobial activity against six patojen bacteria and two yeast strains. In addition, interactions between these compounds and pBR322 plasmid DNA are presented by agarose gel electrophoresis. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2011.10.027
• 作为产物：
  描述：

  邻香草醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 2-{[(2-furanylmethyl)amino]methyl}-6-(methoxy)phenol
  参考文献：
  名称：

  Phosphorus–nitrogen compounds. Part 23: Syntheses, structural investigations, biological activities, and DNA interactions of new N/O spirocyclotriphosphazenes

  摘要：

  The Schiff base compounds (1 and 2) are synthesized by the condensation reactions of 2-furan-2-yl-methylamine with 2-hydroxy-3-methoxy- and 2-hydroxy-5-methoxy-benzaldehydes and reduced with NaBH4 to give the new N/O-donor-type ligands (3 and 4). The monospirocyclotriphosphazenes containing 1,3,2-oxazaphosphorine rings (5 and 6) are prepared from the reactions of N3P3Cl6 with 3 and 4, respectively. The reactions of 5 and 6 with excess pyrrolidine, morpholine, and 1,4-dioxa-8-azaspiro [4,5] decane (DASD) produce tetrapyrrolidino (5a and 6a), morpholino (5b and 6b), and 1,4-dioxa-8-azaspiro [4,5] deca (5c and 6c) spirocyclotriphosphazenes. The structural investigations of the compounds are examined by H-1, C-13, P-31 NMR, DEPT, HSQC, and HMBC techniques. The solid-state structures of 5, 5a, and 6 are determined using X-ray crystallography. The compounds 5a, 5b, 5c, 6a, 6b, and 6c are subjected to antimicrobial activity against six patojen bacteria and two yeast strains. In addition, interactions between these compounds and pBR322 plasmid DNA are presented by agarose gel electrophoresis. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2011.10.027

文献信息

• The mechanochemical synthesis of environmentally benign fully biobased 4^th generation benzoxazines and their polymers: mechanistic insights into the catalytic activity of latent catalysts
  作者：Vaishaly Duhan、Shivani Yadav、Christophe Len、Bimlesh Lochab

  DOI：10.1039/d3gc03522k

  日期：——

  °C) and thermal stability (Tmax of 348 °C and char yield of 36%). Furthermore, it also revealed an excellent storage modulus and good adhesion properties compared to many classical petroleum-based polybenzoxazines. Overall, we showcased the viability of employing the benefits of copolymerizing two generations of benzoxazines at low temperature and explored this new class of latest benzoxazine monomers

  机械化学混合器等可持续方法彻底改变了在最短的时间内以更高的产率合成化合物的方式。在这项工作中，通过简便、高度可扩展、高效的机械化学球磨工艺合成了一系列最新的第四代苯并恶嗪单体，使其比通过传统合成路线合成的单体更可行。第四代苯并嗪 (BZ) 单体含有 100% 生物合成物（香草醛、邻香草醛和糠胺），无需繁琐的分离技术即可纯化。我们发现，活性恶嗪 C 2中心的芳基取代（有或没有酚-OH）性质的变化决定着聚合温度、单体挥发、聚合动力学、热性能和机械性能。正如预期的那样，不含固有酚-OH 的对照单体表现出较高的聚合温度，并且香草醛区域异构体提供的优势促进了聚合，且挥发物释放最少。温度依赖性 NMR 和 SCXRD 研究证实了单体中的潜在催化作用。有趣的是，发现远端酚-OH比邻位时更不稳定，并且在较低温度下更容易聚合。此外，前一种单体结构形成了清晰的聚合物网络，具有可观的T g (116 °C) 和热稳定性（T