2-imino-3-carbamoyl-4-methyl-5,5-pentamethylene-2,5-dihydrofuran | 1108179-88-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 2-imino-3-carbamoyl-4-methyl-5,5-pentamethylene-2,5-dihydrofuran
• 英文别名: 2-Imino-4-methyl-1-oxaspiro[4.5]dec-3-ene-3-carboxamide
• CAS: 1108179-88-9
• 化学式: C₁₁H₁₆N₂O₂
• 分子量: 208.26
• InChiKey: JKEVUVUYPZOMNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 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-3-carbamoyl-4-methyl-5,5-pentamethylene-2,5-dihydrofuran 在 盐酸 作用下， 以 苯 为溶剂， 以99%的产率得到2-imino-3-carbamoyl-4-methyl-5,5-pentamethylene-2,5-dihydrofuran hydrochloride
  参考文献：
  名称：

  The Synthesis of New 2-Iminoderivatives of 2,5-Dihydrofurans and Their Chemical Transformations

  摘要：

  The new 2-iminoderivatives of 2,5-dihydrofurans, their salts, and some products of their transformations have been synthesized by the interaction of accessible tertiary alpha-ketols with amides of cyanoacetic acid. It was showed that the data and the supposed mechanism of the above-mentioned interaction described previously in literature are incorrect and do not correspond to the reality.

  DOI：

  10.1080/00397910701739022
• 作为产物：
  描述：

  1-乙酰基环己醇 、 氰乙酰胺 反应 5.0h， 以95%的产率得到2-imino-3-carbamoyl-4-methyl-5,5-pentamethylene-2,5-dihydrofuran
  参考文献：
  名称：

  The Synthesis of New 2-Iminoderivatives of 2,5-Dihydrofurans and Their Chemical Transformations

  摘要：

  The new 2-iminoderivatives of 2,5-dihydrofurans, their salts, and some products of their transformations have been synthesized by the interaction of accessible tertiary alpha-ketols with amides of cyanoacetic acid. It was showed that the data and the supposed mechanism of the above-mentioned interaction described previously in literature are incorrect and do not correspond to the reality.

  DOI：

  10.1080/00397910701739022

文献信息

• A Convenient and Efficient Approach for the Synthesis of New 2-<i>N</i>-substituted 2,5-dihydrofuran-3-carboxamides
  作者：Gayane Tokmajyan、Lusine Karapetyan

  DOI：10.1002/jhet.2713

  日期：2017.3

  In order to obtain potent biological active compounds, a convenient and efficient method for the synthesis of compounds comprising 2‐imino‐2,5‐dihydrofuran, aromatic, sulfamoyl, and heterocyclic fragments has been presented. This environmentally friendly method was based on the reaction of 2‐imino‐2,5‐dihydrofuran‐3‐carboxamides with analgesic and sulfanilamide drugs and 4‐aminoantipyrine in glacial

  为了获得有效的生物活性化合物，已经提出了一种方便有效的合成方法，该方法包括2-亚氨基-2,5-二氢呋喃，芳香族，氨磺酰基和杂环片段。这种环境友好的方法基于2-亚氨基-2-5,2-二氢呋喃-3-羧酰胺与止痛药和磺胺药以及4-氨基安替比林在冰醋酸中的反应，可提供高收率的产品。
• Synthesis of new derivatives of 2-imino-2,5-dihydrofurans
  作者：Aida Avetisyan、Lusine Karapetyan

  DOI：10.1515/hc-2012-0113

  日期：2012.12.1

  New N-substituted 2-imino-2,5-dihydrofurans were synthesized by using several efficient approaches starting from readily available 2-imino-2,5-dihydrofurans. All new compounds were characterized by NMR and IR spectral data and elemental analysis.

  通过使用几种高效方法，从易得的2-亚亚胺-2,5-二氢呋喃合成了新的N-取代的2-亚亚胺-2,5-二氢呋喃。所有新化合物均通过核磁共振和红外光谱数据以及元素分析进行了表征。

• Synthesis of New Polyconjugated Systems Containing Iminodihydrofuran and Benzene Rings
  作者：L. V. Karapetyan、G. G. Tokmajyan

  DOI：10.1134/s1070428021040230

  日期：2021.4

  Abstract New polyconjugated systems containing iminodihydrofuran and benzene rings were successfully synthesized by reaction of 2-imino-2,5-dihydrofuran-3-carboxamide with 4-aminobenzohydrazide in acetic acid.

  摘要 通过2-亚氨基-2,5-二氢呋喃-3-羧酰胺与4-氨基苯并肼在乙酸中的反应成功地合成了包含亚氨基二氢呋喃和苯环的新的共轭体系。
• 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。