3-amino-4'-methoxy-6-methyl-[1,1'-biphenyl]-2,4-dicarbonitrile | 1338442-76-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-amino-4'-methoxy-6-methyl-[1,1'-biphenyl]-2,4-dicarbonitrile
• 英文别名: 3-(4-methoxyphenyl)-4-methyl-2,6-dicyanoaniline；2-Amino-4-(4-methoxyphenyl)-5-methylbenzene-1,3-dicarbonitrile；2-amino-4-(4-methoxyphenyl)-5-methylbenzene-1,3-dicarbonitrile
• CAS: 1338442-76-4
• 化学式: C₁₆H₁₃N₃O
• 分子量: 263.299
• InChiKey: PZPLIGHTOXXLHX-UHFFFAOYSA-N

物化性质

• 熔点：
  199 °C
• 沸点：
  486.0±45.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  82.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-amino-4'-methoxy-6-methyl-[1,1'-biphenyl]-2,4-dicarbonitrile 、 溴乙酸乙酯 在 potassium hydroxide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以69.2%的产率得到ethyl 3-amino-7-cyano-1-(2-ethoxy-2-oxoethyl)-6-(4-methoxyphenyl)-5-methyl-1H-indole-2-carboxylate
  参考文献：
  名称：

  One-step synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines and their use in the synthesis of highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles

  摘要：

  A three-component, one-step method for the synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines involving reaction of alkyl aldehyde, malononitrile and aryl aldehyde in presence of morpholine is reported. Highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles were prepared from these dicyanoanilines by reaction with ethyl bromoacetate. These substituted dicyanoanilines and indoles have a potential to be converted into various other compounds taking advantage of various functional groups present in these molecules. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.064
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 丙醛 、 丙二腈 在 吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以77%的产率得到3-amino-4'-methoxy-6-methyl-[1,1'-biphenyl]-2,4-dicarbonitrile
  参考文献：
  名称：

  One-step synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines and their use in the synthesis of highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles

  摘要：

  A three-component, one-step method for the synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines involving reaction of alkyl aldehyde, malononitrile and aryl aldehyde in presence of morpholine is reported. Highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles were prepared from these dicyanoanilines by reaction with ethyl bromoacetate. These substituted dicyanoanilines and indoles have a potential to be converted into various other compounds taking advantage of various functional groups present in these molecules. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.064

文献信息

• One-step method for the synthesis of aryl olefins from aryl aldehydes and aliphatic aldehydes
  作者：Hanumant B. Borate、Supriya H. Gaikwad、Ananada S. Kudale、Subhash P. Chavan、Shrikant G. Pharande、Vitthal D. Wagh、Vikram S. Sawant

  DOI：10.1016/j.tetlet.2013.01.008

  日期：2013.3

  A conceptually new one-step reaction affording unexpected aryl olefinic product from aromatic aldehyde, aliphatic aldehyde and malononitrile in the presence of acetic acid-ammonium acetate under mild reaction conditions without using any metal catalyst is reported. This novel reaction was used to prepare a number of substituted aryl olefins including new molecules.

  据报道，在乙酸-乙酸铵存在下，在温和的反应条件下，无需使用任何金属催化剂，即可从芳香族醛，脂肪族醛和丙二腈得到意想不到的芳基烯烃产物，这是一种概念上新颖的一步反应。该新颖的反应用于制备包括新分子在内的许多取代的芳基烯烃。
• [EN] SINGLE-STEP PROCESS FOR THE PREPARATION OF ARYL OLEFINS<br/>[FR] PROCÉDÉ EN UNE ÉTAPE POUR LA PRÉPARATION D'ARYLOLÉFINES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2014073003A1

  公开（公告）日：2014-05-15

  The present invention relates to the single-step process for the synthesis of aryl olefin compounds of Formula (1) by reacting aryl aldehydes with alkyl aldehydes in presence of malononitrile and acid or base or salt, optionally in presence of solvent.

  本发明涉及一种一步法合成芳基烯烃化合物的过程，该过程通过在存在丙二腈和酸或碱或盐的条件下，使芳基醛与烷基醛反应，可选地在溶剂的存在下进行。
• One-step synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines and their use in the synthesis of highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles
  作者：Sangmeshwer P. Sawargave、Ananada S. Kudale、Jaydeep V. Deore、Dattatry S. Bhosale、Jaisingh M. Divse、Subhash P. Chavan、Hanumant B. Borate

  DOI：10.1016/j.tetlet.2011.08.064

  日期：2011.10

  A three-component, one-step method for the synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines involving reaction of alkyl aldehyde, malononitrile and aryl aldehyde in presence of morpholine is reported. Highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles were prepared from these dicyanoanilines by reaction with ethyl bromoacetate. These substituted dicyanoanilines and indoles have a potential to be converted into various other compounds taking advantage of various functional groups present in these molecules. (C) 2011 Elsevier Ltd. All rights reserved.