N-[(3,4-二甲氧基苯基)甲基]萘-2-胺 | 65958-18-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: N-[(3,4-二甲氧基苯基)甲基]萘-2-胺
• 英文名称: N-(3,4-Dimethoxybenzyl)-β-naphthylamin
• 英文别名: 2-Naphthalenamine, N-[(3,4-dimethoxyphenyl)methyl]-；N-[(3,4-dimethoxyphenyl)methyl]naphthalen-2-amine
• CAS: 65958-18-1
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: CYVPUQILZNCAFR-UHFFFAOYSA-N

物化性质

• 熔点：
  118 °C(Solv: methanol (67-56-1))
• 沸点：
  463.5±30.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 N-[(3,4-二甲氧基苯基)甲基]萘-2-胺 、 5,5-二甲基-1,3-环己二酮 以 乙醇 为溶剂， 反应 0.17h， 以93%的产率得到4-(3,4-dimethoxybenzyl)-4',4'dimethyl-1,4-dihydro-3H-spiro[benzo[f]quinoline-2,1'-cyclohexane]2',6'-dione
  参考文献：
  名称：

  Condensation of N-monosubstituted 2-naphthylamines, formaldehyde, and cyclic β-diketones. One-pot synthesis of 2,4-disubstituted derivatives of 1,2,3,4-tetrahydrobenzo[f]quinoline

  摘要：

  Various spirocyclic derivatives of 1,2,3,4-tetrahydrobenzo[f]quinoline containing substituents in the positions 2 and 4 of the ring were obtained by one-pot multicomponent condensation of available N-benzyl-2-naphthylamines, formaldehyde, and cyclic beta-diketones of cyclohexanedione series.

  DOI：

  10.1134/s1070428010090113
• 作为产物：
  描述：

  在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 苯 为溶剂， 以49%的产率得到N-[(3,4-二甲氧基苯基)甲基]萘-2-胺
  参考文献：
  名称：

  Condensation of 2-naphthylamine or N-benzyl-2-naphthylamines with formaldehyde and methyl 2,2-dimethyl-4,6-dioxocyclohexane-3-carboxylate

  摘要：

  Condensation of 2-naphthylamine with formaldehyde and methyl 2,2-dimethyl-4,6-dioxocyclohexanecarboxylate afforded depending on the reaction conditions methyl 9,9-dimethyl-11-oxo-8,9,10,12-tetrahydro-7H-benzo[a]acridine-10-carboxylate or 4-alkoxymethyl-1,4-dihydro-2',6'-dioxo-4',4'-dimethyl-2'H,3H,6'Hspirobenzo[f]quinoline-2,1'-cyclohexyl-3'-carboxylate. The condensation of N-benzyl-2-naphthylamines with formaldehyde and methyl 2,2-dimethyl-4,6-dioxocyclohexanecarboxylate provided with the quantitative yield the corresponding methyl 4-benzyl-1,4-dihydro-2',6'-dioxo-4',4'-dimethyl-2'H,3H,6'H-spirobenzo[f]quinoline-2,1'-cyclohexyl-3'-carboxylates.

  DOI：

  10.1134/s1070428012110085

文献信息

• Reaction of Methylcyclohexanones with Substituted Benzaldehydes and 2-Naphthylamine
  作者：N. G. Kozlov、L. I. Basalaeva、S. I. Firgang、A. S. Shashkov

  DOI：10.1023/b:rujo.0000036073.49961.28

  日期：2004.4

  Cascade heterocyclization of 3(4)-methylcyclohexanone, substituted benzaldehyde, and 2-naphthyl-amine in a polar solvent in the presence of hydrochloric acid afforded the corresponding 5-aryl-2(3)-methyl-1,2,3,4-tetrahydrobenzo[a]phenanthridines and 12-aryl-9(10)-methyl-8,9,10,11-tetrahydrobenz[a]acridines having an asymmetric carbon atom in position 2 or 3.
• MIXALEVA M. A.; CHERNIKOVA G. N.; MAMAEV V. P., XIMIYA GETEROTSIKL. SOEDIN., 1978, HO 1, 100-104
  作者：MIXALEVA M. A.、 CHERNIKOVA G. N.、 MAMAEV V. P.

  DOI：——

  日期：——
• Condensation of 2-naphthylamine or N-benzyl-2-naphthylamines with formaldehyde and methyl 2,2-dimethyl-4,6-dioxocyclohexane-3-carboxylate
  作者：N. G. Kozlov、A. P. Kadutskii、A. V. Baranovskii

  DOI：10.1134/s1070428012110085

  日期：2012.11

  Condensation of 2-naphthylamine with formaldehyde and methyl 2,2-dimethyl-4,6-dioxocyclohexanecarboxylate afforded depending on the reaction conditions methyl 9,9-dimethyl-11-oxo-8,9,10,12-tetrahydro-7H-benzo[a]acridine-10-carboxylate or 4-alkoxymethyl-1,4-dihydro-2',6'-dioxo-4',4'-dimethyl-2'H,3H,6'Hspirobenzo[f]quinoline-2,1'-cyclohexyl-3'-carboxylate. The condensation of N-benzyl-2-naphthylamines with formaldehyde and methyl 2,2-dimethyl-4,6-dioxocyclohexanecarboxylate provided with the quantitative yield the corresponding methyl 4-benzyl-1,4-dihydro-2',6'-dioxo-4',4'-dimethyl-2'H,3H,6'H-spirobenzo[f]quinoline-2,1'-cyclohexyl-3'-carboxylates.
• Condensation of N-monosubstituted 2-naphthylamines, formaldehyde, and cyclic β-diketones. One-pot synthesis of 2,4-disubstituted derivatives of 1,2,3,4-tetrahydrobenzo[f]quinoline
  作者：A. P. Kadutskii、N. G. Kozlov

  DOI：10.1134/s1070428010090113

  日期：2010.9

  Various spirocyclic derivatives of 1,2,3,4-tetrahydrobenzo[f]quinoline containing substituents in the positions 2 and 4 of the ring were obtained by one-pot multicomponent condensation of available N-benzyl-2-naphthylamines, formaldehyde, and cyclic beta-diketones of cyclohexanedione series.