N-(2-hydroxy-1-naphthylidene)-4-aminomorpholine | 109651-06-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(2-hydroxy-1-naphthylidene)-4-aminomorpholine
• 英文别名: 1-(Morpholinoimino-methyl)-[2]naphthol；1-[(E)-morpholin-4-yliminomethyl]naphthalen-2-ol
• CAS: 109651-06-1
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: XFRQZEWLEHBGFE-LFIBNONCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  45.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氨基吗啉 、 2-羟基-1-萘甲醛 以 四氢呋喃 为溶剂， 反应 2.0h， 以52%的产率得到N-(2-hydroxy-1-naphthylidene)-4-aminomorpholine
  参考文献：
  名称：

  Spectroscopic study, antimicrobial activity and crystal structures of N-(2-hydroxy-5-nitrobenzalidene)4-aminomorpholine and N-(2-hydroxy-1-naphthylidene)4-aminomorpholine

  摘要：

  Schiff bases N-(2-hydroxy-3-nitrobenzalidene)4-aminomorpholine (1) and N-(2-hydroxy- I -naphthylidene)4-aminomorpholine (2) were synthesized from the reaction of 4-aminomorpholine with 2-hydroxy-5-nitrobenzaldehyde and 2-hydroxy- 1 -naphthaldehyde. Compounds 1 and 2 were characterized by elemental analysis, IR, H-1 NMR, C-13 NMR and UV-Visible techniques. The UV-Visible spectra of the Schiff bases with OH group in ortho position to the imino group were studied in polar and nonpolar solvents in acidic and basic media. The structures of compounds 1 and 2 have been examined cyrstallographically, for two compounds exist as dominant form of enol-imines in both the solutions and solid state. The title compounds 1 and 2 crystallize in the monoclinic space group P2(1)/c and P2(1)/n with unit cell parameters: a=8.410(1) and 11.911(3), b=6.350(9) and 4.860(9), c=21.728(3) and 22.381(6) angstrom, beta=90.190(1) and 95.6(2)degrees, V=1160.6(3) and 1289.5(5) angstrom(3), D-x = 1.438 and 1.320 g cm(-3), respectively. The crystal structures were solved by direct methods and refined by full-matrix least squares. The antimicrobial activities of compounds 1 and 2 have also been studied. The antimicrobial activities of the ligands have been screened in vitro against the organisms Escherichia coli ATCC 11230, Staphylococcus aureus ATCC 6538, Klebsiella pneumoniae UC57, Micrococcus luteus La 297 1, Proteus vulgaris ATCC 8427, Pseudomonas aeruginosa ATCC 27853, Mycobacterium smegmatis CCM 2067, Bacillus cereus ATCC 7064, Listeria monocytogenes ATCC 15313, Candida albicans ATCC 1023 1, Kluyveromyces fragilis NRRL 2415, Rhodotorula rubra DSM 70403, Debaryomyces hansenii DSM 70238 and Hanseniaspora guilliennondii DSM 3432. 0 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2004.10.029