3-anilino-acrylic acid | 19123-03-6

• 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-anilino-acrylic acid
• 英文别名: 3-Anilino-acrylsaeure；β-Anilino-acrylsaeure；β-Phenylimino-propionsaeure；Malonaldehydsaeure-anil；(E)-3-anilinoprop-2-enoic acid
• CAS: 19123-03-6
• 化学式: C₉H₉NO₂
• 分子量: 163.176
• InChiKey: IKSXNDYFMZEAJF-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 3-anilino-acrylic acid
  参考文献：
  名称：

  Reissert, Chemische Berichte, 1886, vol. 19, p. 1644

  摘要：

  DOI：

文献信息

• Process for preparation of 4-amino-3-quinolinecarbonitriles
  申请人：Sutherland Wiggins Karen

  公开号：US20050043537A1

  公开（公告）日：2005-02-24

  This invention discloses a process for the preparation of a 4-amino-3-quinolinecarbonitrile comprising combining an amine compound with a cyanoacetic acid and an acid catalyst to yield a cyanoacetamide; condensing the cyanoacetamide with an optionally up to tetra-substituted aniline in an alcoholic solvent and a trialkylorthoformate to yield a 3-amino-2-cyanoacrylamide; combining the 3-amino-2-cyanoacrylamide with phosphorus oxychloride in acetonitrile, butyronitrile, toluene or xylene, optionally in the presence of a catalyst to yield a 4-amino-3-quinolinecarbonitrile and also discloses a process for the preparation of a 7-amino-thieno[3,2-b]pyridine-6-carbonitrile comprising combining a disubstituted 3-amino thiophene with a cyanoacetamide and trialkylorthoformate in an alcoholic solvent to obtain a 3-amino-2-cyanoacrylamide; and combining the 3-amino-2-cyanoacrylamide with phosphorus oxychloride and acetonitrile, butyronitrile, toluene or xylene, optionally in the presence of a catalyst to yield a 7-amino-thieno[3,2-b]pyridine-6-carbonitrile and also discloses a process for the preparation of a 4-amino-3-quinolinecarbonitrile by combining an amine compound with a cyanoacetic acid and a peptide coupling reagent to obtain a suspension; filtering the suspension to yield a cyanoacetamide; condensing the cyanoacetamide with an optionally up to tetra-substituted aniline, an alcoholic solvent, and triethylorthoformate to yield a 3-amino-2-cyanoacrylamide; and combining the 3-amino-2-cyanoacrylamide with phosphorus oxychloride to yield a 4-amino-3-quinolinecarbonitrile.

  这项发明揭示了一种制备4-氨基-3-喹啉碳腈的过程，包括将胺化合物与氰乙酸和酸催化剂结合以产生氰乙酰胺；将氰乙酰胺与醇溶剂和三烷基正甲酸酯中的一个或多个取代苯胺缩合以产生3-氨基-2-氰基丙烯酰胺；将3-氨基-2-氰基丙烯酰胺与氯化磷在乙腈、丁腈、甲苯或二甲苯中结合，可选地在催化剂存在的情况下以产生4-氨基-3-喹啉碳腈，并且还揭示了一种制备7-氨基噻吩[3,2-b]吡啶-6-碳腈的过程，包括将二取代的3-氨基噻吩与氰乙酰胺和三烷基正甲酸酯在醇溶剂中结合以获得3-氨基-2-氰基丙烯酰胺；将3-氨基-2-氰基丙烯酰胺与氯化磷和乙腈、丁腈、甲苯或二甲苯结合，可选地在催化剂存在的情况下以产生7-氨基噻吩[3,2-b]吡啶-6-碳腈，并且还揭示了一种通过将胺化合物与氰乙酸和肽偶联试剂结合以获得悬浮液；过滤悬浮液以产生氰乙酰胺；将氰乙酰胺与一个或多个取代苯胺、醇溶剂和三乙基正甲酸酯缩合以产生3-氨基-2-氰基丙烯酰胺；将3-氨基-2-氰基丙烯酰胺与氯化磷结合以产生4-氨基-3-喹啉碳腈的制备过程。
• PYRAZOLE SYNTHESIS BY COUPLING OF CARBOXYLIC ACID DERIVATIVES AND ENAMINES
  申请人：Neumann Julia

  公开号：US20130012715A1

  公开（公告）日：2013-01-10

  The invention describes a novel process for synthesizing pyrazoles by means of oxidative conversion of enamines with suitable N-containing carboxylic acid derivatives.

  这项发明描述了一种通过氧化转化烯胺和适当的含氮羧酸衍生物合成吡唑的新方法。
• Process for the synthesis of 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile
  申请人：Daigneault Sylvain

  公开号：US20050065181A1

  公开（公告）日：2005-03-24

  The present invention provides a process for the preparation of 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile comprising the steps and products disclosed within this application.

  本发明提供了一种制备6-氨基-4-(3-氯-4-氟苯胺基)-7-乙氧基喹啉-3-羧腈的方法，包括本申请中披露的步骤和产品。
• Process for the synthesis of 3-cyano-6-alkoxy-7-nitro-4-quinolones
  申请人：Wyeth Holdings Corporation

  公开号：US20040204587A1

  公开（公告）日：2004-10-14

  There is provided a process for the preparation of 3-cyano-6-alkoxy-7-nitro-4-quinolone intermediates useful for the preparation of protein tyrosine kinase (PTK) inhibitors which are useful in the treatment of cancer of the formula: 1 wherein R is alkyl(C 1 -C 3 ) prepared by reacting a substituted anthranilate with N,N-dimethylformamide dimethyacetal to obtain a N,N-dimethylamidine which is condensed with t-butylcyanoacetate to obtain a N-(2-cyano-2-t-butoxycarbonylvinyl)anthranilate, which is hydrolyzed to yield a N-(2-cyano-2-carboxyvinyl)anthranilate followed by decarboxylating to obtain a N-(2-cyano-2-carboxyvinyl)anthranilate followed by cyclizing to obtain a 3-cyano-6-alkoxy-7-nitro-4-quinolone.

  提供了一种制备3-氰基-6-烷氧基-7-硝基-4-喹啉酮中间体的方法，该中间体可用于制备蛋白酪氨酸激酶（PTK）抑制剂，该抑制剂对治疗癌症有用，其化学式为：1，其中R为烷基（C1-C3）。该方法包括以下步骤：将取代基蒽酸与N,N-二甲基甲酰胺二甲基乙醇缩合物反应，以获得一种N,N-二甲基胺，然后与叔丁基氰乙酸酯缩合，得到一种N-(2-氰基-2-叔丁氧羰基乙烯基)蒽酸酯，随后水解得到一种N-(2-氰基-2-羧基乙烯基)蒽酸酯，再脱羧得到一种N-(2-氰基-2-羧基乙烯基)蒽酸酯，最后环化得到一种3-氰基-6-烷氧基-7-硝基-4-喹啉酮。
• [EN] PROCESS FOR THE PREPARATION OF 4-AMINO-3-QUINOLINECARBONITRILES<br/>[FR] PROCEDE DE PREPARATION DE 4-AMINO-3-QUINOLEINECARBONITRILES
  申请人：WYETH CORP

  公开号：WO2005019201A2

  公开（公告）日：2005-03-03

  This invention discloses a process for the preparation of a 4-amino-3quinolinecarbonitrile comprising combining an amine compound with a cyanoacetic acid and an acid catalyst to yield a cyanoacetamide; condensing the cyanoacetamide with an optionally up-to tetra-substituted aniline in an alcoholic solvent and a trialkylorthoformate to yield an 2-amino-2-cyanoacrylamide; combining the 3-amino2-cyanoacrylamide with phosphorus oxychloride in acetonitrile, butyronitrile, toluene or xylene, optionally in the presence of a catalyst to yield a 4-amino-3quinolinecarbonitrile and also discloses a process for the preparation of a 7-amino-thieno[3,2-b]pyridine­6-carbonitrile comprising combining a 3-amino thiophene with a cyanoacetamide and trial kylorthoformate in an alcoholic solvent to obtain a 3-amino2-cyanoacrylamide; and combining the 3-amino-2-cyanoacrylamide with phosphorus oxychloride and acetonitrile, butyronitrile, toluene or xylene, optionally in the presence of a catalyst to yield a 7-amino-thieno[3,2-b]pyridine-6-carbonitrile and also discloses a process for the preparation of a 4 amino-3-quinolinecarbonitrile comprising: combining an amine compound with cyanoacetic acid and a peptide coupling reagent to obtain a suspension; filtering the suspension; to yield cyanoacetamide; condensing the cyanoacetamide with an optionally up to tetra-substituted aniline with an alcoholic solvent to yield a 4-amino-3-quinolinecarbonitrile, and the invention discloses a process for obtaining a cyanoacetamide.

  本发明公开了一种制备4-氨基-3-喹啉羧腈的方法，包括将胺化合物与氰乙酸和酸催化剂结合以得到氰乙酰胺；将氰乙酰胺与可选的高达四取代苯胺在醇溶剂和三烷基正酸酐中缩合，以得到2-氨基-2-氰基丙烯酰胺；将3-氨基-2-氰基丙烯酰胺与氧化磷酰氯在乙腈、丁腈、甲苯或二甲苯中结合，可选地在催化剂的存在下，以得到4-氨基-3-喹啉羧腈。本发明还公开了一种制备7-氨基噻吩[3,2-b]吡啶-6-羧腈的方法，包括将3-氨基噻吩与氰乙酰胺和三烷基正酸酐在醇溶剂中结合以得到3-氨基-2-氰基丙烯酰胺；将3-氨基-2-氰基丙烯酰胺与氧化磷酰氯和乙腈、丁腈、甲苯或二甲苯结合，可选地在催化剂的存在下，以得到7-氨基噻吩[3,2-b]吡啶-6-羧腈。本发明还公开了一种制备4-氨基-3-喹啉羧腈的方法，包括将胺化合物与氰乙酸和肽偶联试剂结合以得到悬浮液；过滤悬浮液以得到氰乙酰胺；将氰乙酰胺与可选的高达四取代苯胺在醇溶剂中缩合，以得到4-氨基-3-喹啉羧腈。本发明还公开了一种获得氰乙酰胺的方法。