methyl ester of 4-phenyl-2-phenylamino-4-oxo-2-butenoic acid | 113416-21-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl ester of 4-phenyl-2-phenylamino-4-oxo-2-butenoic acid
• 英文别名: methyl 4-oxo-4-phenyl-2-(phenylamino)but-2-enoate；Methyl 2-anilino-4-oxo-4-phenyl-2-butenoate；methyl (Z)-2-anilino-4-oxo-4-phenylbut-2-enoate
• CAS: 113416-21-0
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: CJYNPCXYNBSISU-QINSGFPZSA-N

物化性质

• 熔点：
  59 °C
• 沸点：
  425.3±45.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl ester of 4-phenyl-2-phenylamino-4-oxo-2-butenoic acid 在 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-Butenoic acid, 2-hydroxy-4-oxo-4-phenyl-, methyl ester, (2Z)-
  参考文献：
  名称：

  Kozlov; Perevozchikov; Kozlova, Russian Journal of Organic Chemistry, 1997, vol. 33, # 3, p. 353 - 358

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Butenoic acid, 2-hydroxy-4-oxo-4-phenyl-, methyl ester, (2Z)- 、 苯胺 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 methyl ester of 4-phenyl-2-phenylamino-4-oxo-2-butenoic acid
  参考文献：
  名称：

  Kozlov, A. P.; Varkentin, L. I.; Andreichikov, Yu. S., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 2002 - 2007

  摘要：

  DOI：

文献信息

• Synthesis of<i>meta</i>-substituted anilines<i>via</i>a three-component reaction of acetone, amines, and 1,3-diketones
  作者：Andrew R. Galeev、Maksim V. Dmitriev、Ivan G. Mokrushin、Irina V. Mashevskaya、Andrey N. Maslivets、Michael Rubin

  DOI：10.1039/c9ob02120e

  日期：——

  facile method for the synthesis of meta-substituted arylamines from acyclic precursors was developed. This method is based on three-component cyclo-condensation/aromatization of in situ generated imines of acetone with 1,3-diketones either under conventional heating or under microwave irradiation. The utility of this methodology is illustrated by the possibility of a gram scale synthesis of various anilines

  开发了一种从无环前体合成间位取代芳基胺的简便方法。该方法基于在常规加热或微波辐射下，将原位生成的丙酮亚胺与1,3-二酮进行三组分环缩合/芳构化。这种方法的实用性可以通过从容易获得的试剂中克合成各种苯胺的可能性来说明。
• Spirobisheterocyclization of 5-(Methoxycarbonyl)-1H-pyrrol-2,3-diones by the action of enaminoesters. Crystal and molecular structure of 1,7-diazaspiro[4.4]nonane
  作者：A. Yu. Dubovtsev、E. S. Denislamova、M. V. Dmitriev、A. N. Maslivets

  DOI：10.1134/s1070428016050158

  日期：2016.5

  1-Aryl-4-aroyl-5-(methoxycarbonyl)-1Н-pyrrole-2,3-diones react with methyl 4-aryl-2-(arylamino)-4-oxobut-2-enoates with the formation of methyl 1,7-diaryl-4,9-diaroyl-3-hydroxy-2,6-dioxo-1,7-diazaspiro[4.4]nona-3,8-diene-8-carboxylates.

  1-芳基-4-芳酰基-5-（甲氧基羰基）-1--吡咯-2,3-二酮与4-芳基-2-（芳基氨基）-4-氧代丁-2-烯酸甲酯反应形成甲基1 ，7，7-二芳基-4，9-二芳基-3-羟基-2，6-二氧代-1，7-二氮杂螺[4.4]壬娜-3，8-二烯-8-羧酸盐。
• 1,3,4,6-tetracarbonyl compounds. part 2. 1 synthesis of biologically active 2-hydroxy-2,3-dihydro-3-pyrrolones and substituted amides of aroylpyruvic acids
  作者：E. N. Koz'minykh、N. M. Igidov、E. S. Berezina、G. A. Shavkunova、I. B. Yakovlev、S. A. Shelenkova、V. É. Kolla、É. V. Voronina、V. O. Koz'minykh

  DOI：10.1007/bf02219683

  日期：1996.7

  acetoacetic, and cyanoacetic esters readily interact with 5-aryl2,3-dihydro-2,3-furandiones (I) in the presence of base catalysts with the formation of 2-aeylmethyl-2-hydroxy2,3-dihydro-3-furanones-stable products of regioselective aldol condensation at the lactone carbonyl [1 7]. It was established that these cyclic semiacetals occur in solution in equilibrium with linear oxotautomeric forms, enolyzed at

  众所周知，CH 酸如芳甲基酮、乙酰乙酸和氰乙酸酯在碱催化剂存在下很容易与 5-芳基 2,3-二氢-2,3-呋喃二酮 (I) 相互作用，形成 2-芳基甲基-2-羟基2,3-二氢-3-呋喃酮-内酯羰基区域选择性羟醛缩合的稳定产物[1 7]。已确定这些环状半缩醛在溶液中以平衡的形式存在，具有线性氧化异构形式，在 3 和 4 位的羰基处被烯醇化，并与 1,3,4,6-四羰基化合物 [I, 3, 5 -7] 一起存在。后一种化合物和闭环杂官能衍生物的结构，以及它们在溶液中的互变异构平衡，已经得到了足够详细的研究 [1, 3, 8 12]。
• Koz'minykh; Armaginova; Shavkunova, Russian Journal of Organic Chemistry, 1997, vol. 33, # 2, p. 224 - 227
  作者：Koz'minykh、Armaginova、Shavkunova、Igidov、Berezina、Koz'minykh

  DOI：——

  日期：——
• Five-membered 2,3-dioxo heterocycles: LXI. Reaction of 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with α-enamino esters. Crystalline and molecular structure of methyl 11-benzoyl-2-o-hydroxyphenyl-3,4,10-trioxo-6,9-diphenyl-7-oxa-2,9-diazatricyclo[6.2.1.01,5]undec-5-ene-8-carboxylate
  作者：N. L. Racheva、Z. G. Aliev、A. N. Maslivets

  DOI：10.1134/s1070428008080137

  日期：2008.8

  3-Aroyl-1H-pyrrolo[2.1-c][1,4]benzoxazine-1,2,4-triones react with methyl 4-aryl-2-arylamino-4-oxobut-2-enoate to give substituted methyl 7-aryl-4,9-bis(aroyl)-3-hydroxy-1-(2-hydroxyphenyl)-2,6-dioxo-1,7-diazaspiro[4.4]nona-3,8-diene-8-carboxylates which undergo thermal cyclization to methyl 9-aroyl-4,7-diaryl-1-(2-hydroxyphenyl)-2,3.9-trioxo-2,3,7,8-tetrahydro-1H,6H-6,8a-methanopyrrolo[2,3-e][1,3]oxazepine-6- carboxylates. The crystalline and molecular structures of methyl 9-benzoyl-1-(2-hydroxyphenyl)-2,3,8-trioxo-4,7-diphenyl-2,3.7,8-letrahydro-1H,6H-6,8a-methanopyrrolo[2,3-e][1,3]oxazepine-6-carboxylate was studied by X-ray analysis.