(Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)-N-(4-methylphenyl)acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)-N-(4-methylphenyl)acetamide
• 英文别名: (2Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)-N-(4-methylphenyl)ethanamide；(2Z)-2-(3,3-dimethyl-2,4-dihydroisoquinolin-1-ylidene)-N-(4-methylphenyl)acetamide
• 化学式: C₂₀H₂₂N₂O
• 分子量: 306.407
• InChiKey: BXCCVZJYGJIDAV-PDGQHHTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯佐卡因 、 (Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)-N-(4-methylphenyl)acetamide 在 盐酸 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 以63%的产率得到ethyl 4-{(Z)-2-[1-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-2-(4-methylanilino)-2-oxoethylidene]hydrazinyl}benzoate
  参考文献：
  名称：

  Azo Coupling of Enamino Amides of the 3,3-Dimethyl-1,2,3,4-tetrahydroisoquinoline Series with Arenediazonium Salts

  摘要：

  The azo coupling of arenediazonium chlorides with (Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)- ylidene)-N-(4-methylphenyl)acetamide afforded (Z)-2-(2-arylhydrazinylidene)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-N-(4-methylphenyl)acetamides whose structure was confirmed by H-1 NMR and X-ray diffraction data. The azo coupling products containing no p-tolyl substituent on the amide nitrogen atom exist in solution as mixtures of azo and hydrazone tautomers. Electronic absorption spectra of the synthesized compounds were studied.

  DOI：

  10.1134/s1070428019100051
• 作为产物：
  描述：

  1,3,3-三甲基-3,4-二氢异喹啉 、 Propanediamide, N,N'-bis(4-methylphenyl)-2-(3,4-dihydro-3,3-dimethyl-1(2H)-isoquinolinylidene)- 反应 2.0h， 以79%的产率得到(Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)-N-(4-methylphenyl)acetamide
  参考文献：
  名称：

  Synthesis and biological activity of substituted (3,3-dimethyl-1,2,3,4-tetrahydroisoquinolylidene-1) acetanilides and malonanilides

  摘要：

  DOI：

  10.1007/bf02219028

文献信息

• Thiocarbamoylation of 1,2,3,4-tetrahydroisoquinoline enamines with phenyl isothiocyanate
  作者：O. V. Surikova、A. G. Mikhailovskii

  DOI：10.1134/s1070428014090127

  日期：2014.9

  Reactions of 1,3,3-trimethyl-3,4-dihydroisoquinoline and its benzo[f] derivative with phenyl isothiocyanate gave the corresponding enamino thioamides. Enamino ester, enamino amides, and enamino nitriles of the 1,2,3,4-tetrahydroisoquinoline series reacted with phenyl isothiocyanate in a similar way. The resulting enamino thioamides underwent acylation with acid chlorides at the beta-carbon atom of the enamino fragment. The structure of the obtained enamino thioamides is stabilized by intramolecular H-bonding.
• Azo Coupling of Enamino Amides of the 3,3-Dimethyl-1,2,3,4-tetrahydroisoquinoline Series with Arenediazonium Salts
  作者：A. G. Mikhailovskii、E. S. Pogorelova、N. N. Pershina、E. N. Lyust、M. V. Dmitriev

  DOI：10.1134/s1070428019100051

  日期：2019.10

  The azo coupling of arenediazonium chlorides with (Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)- ylidene)-N-(4-methylphenyl)acetamide afforded (Z)-2-(2-arylhydrazinylidene)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-N-(4-methylphenyl)acetamides whose structure was confirmed by H-1 NMR and X-ray diffraction data. The azo coupling products containing no p-tolyl substituent on the amide nitrogen atom exist in solution as mixtures of azo and hydrazone tautomers. Electronic absorption spectra of the synthesized compounds were studied.
• Synthesis and biological activity of substituted (3,3-dimethyl-1,2,3,4-tetrahydroisoquinolylidene-1) acetanilides and malonanilides
  作者：E. S. Boronenkova、B. Ya. Syropyatov、A. A. Gorbunov、V. S. Shklyaev、Yu. V. Shklyaev

  DOI：10.1007/bf02219028

  日期：1994.8