2-acetyl-1-amino-1-benzoylaminoethene | 122603-83-2

• 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: 2-acetyl-1-amino-1-benzoylaminoethene
• 英文别名: N-(1-amino-3-oxobut-1-enyl)benzamide
• CAS: 122603-83-2
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: NJYJHZDFLBQPGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  72.19
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-acetyl-1-amino-1-benzoylaminoethene 在 sodium methylate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 27.25h， 生成 N,N-二甲基苯甲酰胺
  参考文献：
  名称：

  从单酰基乙烯酮胺类合成功能化的嘧啶-4-硫酮和吡啶并[2,3-d]嘧啶-5-酮衍生物

  摘要：

  含有未取代 NH2 基团的单酰基烯酮缩醛胺作为 C-亲核试剂与异硫氰酸苯甲酰酯反应得到相应的硫代酰胺，然后在甲醇中通过甲醇钠进行环化，得到 6-R-氨基-5-乙酰基-2-苯基-3H-嘧啶-4-硫酮。提供了一种由烯酮胺构建吡啶并[2,3-d]嘧啶系统的方案。6-R-氨基-5-乙酰基-2-苯基-3H-嘧啶-4-硫酮与二甲基甲酰胺二甲基缩醛的反应生成8-RN-4-甲硫基-8H-吡啶并-[2,3-d]嘧啶- 5个。5-乙酰基-6-苯甲酰氨基-4-甲硫基-2-苯基嘧啶被甲醇钠环化产生N-未取代的4-甲硫基-8H-吡啶并-[2,3-d]嘧啶-5-one。

  DOI：

  10.1007/bf00699001

文献信息

• Synthesis of new trichloromethyl- and alkoxy-substituted pyrido[2,3-d]pyrimidine derivatives
  作者：A. V. Komkov、T. V. Potapova、M. I. Zuev、S. V. Baranin、Yu. N. Bubnov

  DOI：10.1007/s11172-019-2394-6

  日期：2019.2

  A series of new trichloromethyl- and alkoxy-substituted pyrido[2,3-d]pyrimidine derivatives were obtained from trichloromethyl-substituted pyrimidines with vicinal amino and acyl groups synthesized based on the reaction of trichloroacetonitrile with β-diketone diaminomethylidene derivatives.

  以三氯乙腈与β-二酮二氨基亚甲基衍生物反应合成的具有邻氨基和酰基的三氯甲基取代嘧啶为原料，获得了一系列新的三氯甲基和烷氧基取代的吡啶并[2,3-d]嘧啶衍生物。
• Synthesis of 4-aminopyrazolo[3,4-d]pyrimidine derivatives from 5-acetyl-6-amino-4-methylsulfanyl- or 5-acetyl-6-amino-4-methylsulfonylpyrimidines
  作者：A. V. Komkov、V. A. Voronkova、A. S. Shashkov、V. A. Dorokhov

  DOI：10.1007/s11172-012-0046-1

  日期：2012.2

  synthesis of 5-acetyl-6-amino-4-methylsulfanylpyrimidines substituted at the exocyclic nitrogen atom, which were further oxidized with m-chloroperbenzoic acid to the corresponding methylsulfonylpyrimidines. Reactions of hydrazines with these pyrimidines containing vicinal Ac and MeS (or MeSO2) groups were used for the preparation of new 4-aminopyrazolo[3,4-d]pyrimidine derivatives.

  二乙酰乙烯酮 N,S-乙缩醛用于合成环外氮原子取代的 5-乙酰基-6-氨基-4-甲基硫基嘧啶，再用间氯过苯甲酸将其进一步氧化成相应的甲基磺酰基嘧啶。肼与这些含有邻位 Ac 和 MeS (或 MeSO2) 基团的嘧啶的反应用于制备新的 4-氨基吡唑并 [3,4-d] 嘧啶衍生物。
• Acetyl ketene aminals in Nenitzescu reaction
  作者：L. M. Alekseeva、T. I. Mukhanova、E. K. Panisheva、O. S. Anisimova、K. F. Turchin、A. V. Komkov、V. A. Dorokhov、V. G. Granik

  DOI：10.1007/bf02494420

  日期：1999.1

  Nenitzescu reaction of acetyl ketene aminals (N,N-acetals) was investigated. The interaction of 2-acetyl-1-amino-1-anilinoethene with benzoquinone gave 3-acetyl-2-amino-7a-hydroxy-1-phenyl-5,7a-dihydro-1H-indol-5-one, which was then transformed into 3-acetyl-2-amino-6-chloro-5-hydroxy-1-phenylindole. The reaction of benzoquinone with 2-acetyl-1-amino-1-benzoylaminoethene led to the corresponding hydroquinone-adduct

  研究了乙酰基烯酮缩醛（N，N-缩醛）的 Nenitzescu 反应。2-乙酰-1-氨基-1-苯胺乙烯与苯醌相互作用得到3-乙酰-2-氨基-7α-羟基-1-苯基-5,7α-二氢-1H-吲哚-5-酮，然后转化为 3-乙酰基-2-氨基-6-氯-5-羟基-1-苯基吲哚。苯醌与 2-乙酰基-1-氨基-1-苯甲酰氨基乙烯反应生成相应的氢醌加合物，该加合物被氧化为 4-乙酰氨基-5-(2,5-二羟基苯基)-2-苯基恶唑。
• Structures of boron chelates of mono- and diacylketene aminals
  作者：V. A. Dorokhov、L. G. Vorontsova、M. G. Kurella

  DOI：10.1007/bf01435394

  日期：1996.10

  The molecular and crystal structures of diphenylboron chelates of acetylketene N-benzoylaminal and 2-(N-benzoyl)diaminomethylene-4-dimethylaminomethylenecyclohexane-1,3-dione and the structure of the difluoroboron complex of diacetylketene N-benzoylaminal were established. It was found that the aminovinylcarbonyl fragment of the ligand is involved in the formation of a boron-containing ring. A delocalized It-electron system over the NCCCO fragment of the chelate ring is characteristic of the molecules studied both in crystals and solutions.
• Synthesis of derivatives of 5-amino-4-acyl-1,2,3-triazole, 8-azapurine, and 1,2,3-triazolo[4,5-b]pyridin-7-one using N,N-acetals of acylketenes and tosylazide
  作者：M. F. Gordeev、A. V. Komkov、V. S. Bogdanov、V. A. Dorokhov

  DOI：10.1007/bf00962394

  日期：1990.6

  By reaction of N,N-acetals of acylketenes with tosylazide there were synthesized 5-amino-4-acyl-1,2,3-triazoles substituted at the endo(N1)- or exocyclic nitrogen atom. Triazoles containing a free NH2 group were used in the synthesis of the corresponding 8-azapurines and 4-acetyl-5-benzoylamino-1,2,3-triazole afforded 2-methyl-2H,4H-1,2,3-triazolo[4,5-b]pyridin-7-one.