N-(2,3-dichlorophenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione | 126070-12-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(2,3-dichlorophenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione
• 英文别名: 2-(2,3-dichlorophenyl)-4H-isoquinoline-1,3-dione
• CAS: 126070-12-0
• 化学式: C₁₅H₉Cl₂NO₂
• 分子量: 306.148
• InChiKey: ZUJOTEPCEUXWRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2,3-dichlorophenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione 生成 2-(2,3-Dichloro-phenyl)-isoquinoline-1,3,4-trione
  参考文献：
  名称：

  Herbicidal activity of 2-substituted 1,3,4-(2H)-isoquinolinetriones

  摘要：

  A series of 2-substituted 1,3,4-isoquinolinetriones (B) 1-15, precursors of the phthalamic acids and of the 1,3-dihydro-1-hydroxy-3-oxo-1-isobenzofurancarboxamides (F), possessing root antigravitropic activities, were prepared and evaluated for herbicidal activity on weeds and crops. Among the compounds examined, several derivatives were very active against weeds, in many cases more active than the commercially available herbicides used as the reference standards. Phytotoxicities on crops, selectivity and persistence of herbicidal effect were observed. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00037-3
• 作为产物：
  描述：

  邻羧基苯乙酸 、 2-溴-4-甲基苯胺 以68%的产率得到N-(2,3-dichlorophenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione
  参考文献：
  名称：

  Three tetrahydroisoquinolinedione derivatives

  摘要：

  N-(2-Chlorobenzyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione, C16H12ClNO2, crystallizes in P2(1)/n with three crystallographically independent molecules in the asymmetric unit, which differ slightly in conformation, N-(2-bromo-4-methylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione, C16H12BrNO2, crystallizes in P2(1)/n with one molecule in the asymmetric unit and N-(2,3-dichlorophenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione, C15H9Cl2NO2, crystallizes in P2(1)/c with one molecule in the asymmetric unit. In all three structures, the heterocyclic rings adopt approximately planar conformations. The pyridine rings are orthogonal to the substituted phenyl rings. In all three structures, the crystal packing is stabilized by intermolecular C-H....O hydrogen bonds.

  DOI：

  10.1107/s0108270102000896

文献信息

• Modena, T.; Azzolina, O.; Genta, I., Il Farmaco, 1989, vol. 44, # 7-8, p. 721 - 730
  作者：Modena, T.、Azzolina, O.、Genta, I.、Mazza, M.

  DOI：——

  日期：——
• Photochemical synthesis of benzoxazolo[3,2-b]isoquinolin-11-one and isoquinolino[3,2-b][1,3]benzoxazin-11-one under basic conditions
  作者：A. Senthilvelan、D. Thirumalai、V.T. Ramakrishnan

  DOI：10.1016/j.tet.2005.02.068

  日期：2005.4

  Irradiation of N-phenyl substituted isoquinolines in acetonitrile containing 1 M NaOH in a multilamp reactor (MLR) furnished benzoxazolo[3,2-b]isoquinolin-11-ones. In contrast, irradiation of the N-benzyl substituted isoquinoline derivative under the same conditions afforded the hydrolysed N-benzylbenzamide derivative. The isoquinolinobenzoxazine was obtained by irradiating the N-benzyl substituted isoquinoline derivative at higher basic conditions. The required isoquinolines were synthesized under solvent-free, solid supported microwave conditions. (c) 2005 Elsevier Ltd. All rights reserved.
• A new photochemical synthesis of benzoxazolo[3,2-b]isoquinolin-11-one and isoquinolino[3,2-b][1,3]benzoxazin-11-one
  作者：Annamalai Senthilvelan、Vayalakkavoor T. Ramakrishnan

  DOI：10.1016/s0040-4039(02)01955-x

  日期：2002.11

  Photocyclization of substituted tetrahydroisoquinoline-1,3-diones, under base-mediated conditions, afforded benzoxazolo[3,2-b]isoquinotin-11-ones and an isoquinolino[3,2-b]benzoxazin-11-one. (C) 2002 Elsevier Science Ltd. All rights reserved.
• MODENA, T.;AZZOLINA, O.;GENTA, I.;MAZZA, M., FARMACO, 44,(1989) N-8, C. 721-729
  作者：MODENA, T.、AZZOLINA, O.、GENTA, I.、MAZZA, M.

  DOI：——

  日期：——
• Herbicidal activity of 2-substituted 1,3,4-(2H)-isoquinolinetriones
  作者：Marco Mazza、Tiziana Modena

  DOI：10.1016/s0014-827x(99)00037-3

  日期：1999.6

  A series of 2-substituted 1,3,4-isoquinolinetriones (B) 1-15, precursors of the phthalamic acids and of the 1,3-dihydro-1-hydroxy-3-oxo-1-isobenzofurancarboxamides (F), possessing root antigravitropic activities, were prepared and evaluated for herbicidal activity on weeds and crops. Among the compounds examined, several derivatives were very active against weeds, in many cases more active than the commercially available herbicides used as the reference standards. Phytotoxicities on crops, selectivity and persistence of herbicidal effect were observed. (C) 1999 Elsevier Science S.A. All rights reserved.