2-(4-甲氧基苯甲酰基)苯甲腈 | 750633-78-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(4-甲氧基苯甲酰基)苯甲腈
• 英文名称: 2-(4-methoxybenzoyl)benzonitrile
• 英文别名: 2-Cyano-4'-methoxybenzophenone
• CAS: 750633-78-4
• 化学式: C₁₅H₁₁NO₂
• mdl: MFCD01311592
• 分子量: 237.258
• InChiKey: QAOUFVQLMFMIDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  2-(4-甲氧基苯甲酰基)苯甲腈 在 三氟乙酸 、 水 作用下， 反应 1.0h， 以92%的产率得到3-hydroxy-3-(4-methoxyphenyl)isoindolin-1-one
  参考文献：
  名称：

  o-Acylbenzonitriles: Synthesis and Heterocyclization under Acid Hydrolysis of the Cyano Group

  摘要：

  2-Cyanobenzophenones were synthesized by reaction of 2-bromobenzophenones with copper(I) cyanide in DMF, and their transformations involving acid hydrolysis of the cyano group were studied. Reactions of o-benzoylbenzonitriles with trifluoroacetic acid in the presence or in the absence of sulfuric acid afforded 3-hydroxyphthalimidines in high yields. Under analogous conditions, benzonitriles having no acyl group in the ortho position were converted to the corresponding benzamides. 2-Cyanobenzophenones reacted with sulfuric acid in the absence of trifluoroacetic acid to give only substituted anthraquinones.

  DOI：

  10.1134/s1070428018030065
• 作为产物：
  描述：

  (2-溴苯基)(4-甲氧基苯基)甲酮 在 copper(l) cyanide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 2-(4-甲氧基苯甲酰基)苯甲腈
  参考文献：
  名称：

  Reductive Heterocyclization of 2-Cyanobenzophenones by the Action of NaBH4. New Efficient Synthesis of 3-Arylphthalides

  摘要：

  The reduction of 2-cyclopropylcarbonyl-, 2-(thiophen-2-yl)carbonyl-, and 2-arylcarbonylbenzonitriles with sodium tetrahydridoborate afforded 3-cyclopropyl-, 3-(2-thiophen-2-yl)-, and 3-arylphthalides, respectively, in high yields. Under analogous conditions, 3-cyanobenzophenones were converted to the corresponding 3-cyanobenzhydrols.

  DOI：

  10.1134/s1070428018040085

文献信息

• Synthesis of 1-Aminonaphthalene-2-carbonitrile Derivatives by the Reaction of 2-Vinylbenzonitriles with 2-Lithioacetonitrile
  作者：Kazuhiro Kobayashi、Kenichi Hashimoto、Takahiro Ukon、Shuhei Fukamachi、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.1055/s-2008-1032153

  日期：2008.2

  A new and simple method for the preparation of 1-aminonaphthalene-2-carbonitrile derivatives has been developed. When 2-(1-arylethenyl)benzonitriles are treated with 2-lithioacetonitrile, 1-amino-4-aryl-3,4-dihydronaphthalene-2-carbonitriles are obtained in good yields. The reaction of 2-(1-aryl-2-methoxyethenyl)benzonitriles with 2-lithioacetonitrile leads to the formation of 1-amino-4-arylnaphthalene-2-carbonitriles in fair-to-good yields.

  我们开发了一种制备 1-氨基萘-2-甲腈衍生物的简便新方法。当 2-(1-芳基乙烯基)苯腈与 2-二硫代乙腈反应时，可获得 1-氨基-4-芳基-3,4-二氢萘-2-甲腈，且收率良好。2-(1-芳基-2-甲氧基乙烯基)苯腈与 2-二硫代乙腈反应可生成 1-氨基-4-芳基萘-2-甲腈，收率尚可。
• A Facile Synthesis of 1,1-Disubstituted Isoindoline Derivatives by Intramolecular Iodoamination of 2-Vinylbenzylamine Derivatives
  作者：Kazuhiro Kobayashi、Shizuka Kondo、Kenichi Hashimoto、Shuhei Fukamachi、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.3987/com-07-11072

  日期：——

  The intramolecular iodoamination of N-(2-vinylbenzyl)acetamide derivatives, derived from cc-substituted 2-vinylbenzonitriles in two steps, afforded the corresponcling 2-acetyl-1-iodomethylisoindoline derivatives, which were transformed into the 1-methyl or 1-Sulfenylmethyl derivatives by tributyltin hydride reduction or substitution by sodium thiolates, respectively, in reasonable yields.
• o-Acylbenzonitriles: Synthesis and Heterocyclization under Acid Hydrolysis of the Cyano Group
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s1070428018030065

  日期：2018.3

  2-Cyanobenzophenones were synthesized by reaction of 2-bromobenzophenones with copper(I) cyanide in DMF, and their transformations involving acid hydrolysis of the cyano group were studied. Reactions of o-benzoylbenzonitriles with trifluoroacetic acid in the presence or in the absence of sulfuric acid afforded 3-hydroxyphthalimidines in high yields. Under analogous conditions, benzonitriles having no acyl group in the ortho position were converted to the corresponding benzamides. 2-Cyanobenzophenones reacted with sulfuric acid in the absence of trifluoroacetic acid to give only substituted anthraquinones.
• Reductive Heterocyclization of 2-Cyanobenzophenones by the Action of NaBH4. New Efficient Synthesis of 3-Arylphthalides
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s1070428018040085

  日期：2018.4

  The reduction of 2-cyclopropylcarbonyl-, 2-(thiophen-2-yl)carbonyl-, and 2-arylcarbonylbenzonitriles with sodium tetrahydridoborate afforded 3-cyclopropyl-, 3-(2-thiophen-2-yl)-, and 3-arylphthalides, respectively, in high yields. Under analogous conditions, 3-cyanobenzophenones were converted to the corresponding 3-cyanobenzhydrols.