2-imino-5,5-dimethyl-4-(2-phenylvinyl)-2,5-dihydrofuran-3-carboxamide | 1202751-57-2

• 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-imino-5,5-dimethyl-4-(2-phenylvinyl)-2,5-dihydrofuran-3-carboxamide
• 英文别名: 2-imino-5,5-dimethyl-4-(2-phenylethenyl)-2,5-dihydrofuran-3-carboxamide；2-imino-5,5-dimethyl-4-(2-phenylethenyl)furan-3-carboxamide
• CAS: 1202751-57-2
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: NCMCVKXBVFPFJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  76.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-imino-5,5-dimethyl-4-(2-phenylvinyl)-2,5-dihydrofuran-3-carboxamide 在 盐酸 、 水 作用下， 反应 3.0h， 以82%的产率得到5,5-dimethyl-2-oxo-4-(2-phenylvinyl)-2,5-dihydrofuran-3-carboxamide
  参考文献：
  名称：

  Synthesis of 2-imino-4-vinyl-2,5-dihydrofuran-3-carboxamides and some their chemical transformations

  摘要：

  2-Imino-2,5-dihydrofuran-3-carboxamides containing 2-phenyl- and 2-furylvinyl substituents in position 4 of the furan ring were synthesized by condensation of 2-imino-4-methyl-2,5-dihydrofuran-3-carboxamides with the corresponding aldehydes. Acid hydrolysis of 4-(2-arylvinyl)-2-imino-2,5-dihydrofuran-3-carboxamides gave 4-(2-arylvinyl)-2-oxo-2,5-dihydrofuran-3-carboxamides, and their condensation with malononitrile resulted in the formation of 2-dicyanomethylidene derivatives.

  DOI：

  10.1134/s1070428009070082
• 作为产物：
  描述：

  2-imino-4,5,5-trimethyl-2,5-dihydrofuran-3-carboxamide 、 苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以93%的产率得到2-imino-5,5-dimethyl-4-(2-phenylvinyl)-2,5-dihydrofuran-3-carboxamide
  参考文献：
  名称：

  Synthesis of 2-imino-4-vinyl-2,5-dihydrofuran-3-carboxamides and some their chemical transformations

  摘要：

  2-Imino-2,5-dihydrofuran-3-carboxamides containing 2-phenyl- and 2-furylvinyl substituents in position 4 of the furan ring were synthesized by condensation of 2-imino-4-methyl-2,5-dihydrofuran-3-carboxamides with the corresponding aldehydes. Acid hydrolysis of 4-(2-arylvinyl)-2-imino-2,5-dihydrofuran-3-carboxamides gave 4-(2-arylvinyl)-2-oxo-2,5-dihydrofuran-3-carboxamides, and their condensation with malononitrile resulted in the formation of 2-dicyanomethylidene derivatives.

  DOI：

  10.1134/s1070428009070082

文献信息

• Reaction of 2-Imino-2,5-dihydrofuran-3-carboxamides with Benzaldehyde
  作者：L. V. Karapetyan、G. G. Tokmajyan

  DOI：10.1134/s1070428020100280

  日期：2020.10

  two phenyl rings, 2-phenyl-5-(2-phenylethylidene)-5,6-dihydrofuro[2,3-d]pyrimidin-4(3H)-ones. The product structure was confirmed by spectroscopic methods (1H and 13C NMR) and independent synthesis from previously reported 2-imino-5,5-dimethyl-4-(2-phenylethenyl)-2,5-dihydrofuran-3-carboxamide and benzaldehyde under similar conditions.

  摘要 2-亚氨基-2,5-二氢呋喃-3-羧酰胺与戊醛在戊烷中的戊醛在哌啶存在下的反应生成了具有稠合嘧啶环和两个苯环的新二氢呋喃衍生物，2-苯基-5-（ 2-苯基亚乙基）-5，6-二氢呋喃并[2，3- d ]嘧啶-4（3 H）-ones。通过光谱方法（1 H和13 C NMR）以及由先前报道的2-亚氨基-5,5-二甲基-4-（2-苯基乙烯基）-2,5-二氢呋喃-3-羧酰胺和在类似条件下的苯甲醛。
• Synthesis of New Derivatives of 2-Imino-2,5-dihydrofuran-3-carboxamides, Containing Aromatic Substituents
  作者：L. V. Karapetyan、G. G. Tokmajyan

  DOI：10.1134/s1070428019050257

  日期：2019.5

  Novel derivatives of 2-imino-2,5-dihydrofuran-3-carboxamides containing aromatic substituents in positions 2 and 4 of the iminodihydrofuran ring were synthesized by the reaction of 2-imino-2,5-dihydrofuran-3-carboxamides with benzylamine in glacial acetic acid. The structure of the synthesized compounds was proved by spectral methods (1H and 13C NMR) and by an independent synthesis by the reaction

  通过2-亚氨基-2,5-二氢呋喃-3-羧酰胺与苄胺的反应，在亚氨基二氢呋喃环的2和4位上具有芳族取代基的2-亚氨基-2,5-二氢呋喃-3-羧酰胺的新型衍生物被合成。冰醋酸。合成的化合物的结构通过光谱方法（1 H和13 C NMR）以及通过先前合成的2-亚氨基-5,5-二甲基-4-（2-苯基乙烯基）-2的反应进行独立合成来证明。于冰醋酸中的苄基胺制备的5-5-二氢呋喃-3-羧酰胺。