1,1-二甲基-3-糠基脲 | 70628-26-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 1,1-二甲基-3-糠基脲
• 英文名称: 3-(furan-2-ylmethyl)-1,1-dimethylurea
• 英文别名: 1,1-Dimethyl-3-furfurylurea
• CAS: 70628-26-1
• 化学式: C₈H₁₂N₂O₂
• mdl: MFCD01676228
• 分子量: 168.195
• InChiKey: OBWYFVTZRZQKNQ-UHFFFAOYSA-N

物化性质

• 熔点：
  90.0-91.9 °C
• 沸点：
  349.7±25.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-二甲基-3-糠基脲 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 hexanes 为溶剂， 以44%的产率得到1,1-dimethyl-3-((1E,3E)-5-oxopenta-1,3-dienyl)urea
  参考文献：
  名称：

  Synthesis of N-Acyl-5-aminopenta-2,4-dienals via Base-Induced Ring-Opening of N-Acylated Furfurylamines: Scope and Limitations

  摘要：

  N-Acylation of furfurylamines provided 1, which on double deprotonation with LDA led to the formation of N-acyl-5-aminopenta-2,4-dienals 2 via an isomerization involving opening of the furan ring. The scope and limitations of the procedure were examined by considering the influence of substituents on the carbonyl group and also on the heterocycle moiety. The efficacy of the reaction was shown to be very dependent on the nature of these groups.

  DOI：

  10.1021/jo100634z
• 作为产物：
  描述：

  2-呋喃甲胺 、 二甲氨基甲酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以79%的产率得到1,1-二甲基-3-糠基脲
  参考文献：
  名称：

  Synthesis of N-Acyl-5-aminopenta-2,4-dienals via Base-Induced Ring-Opening of N-Acylated Furfurylamines: Scope and Limitations

  摘要：

  N-Acylation of furfurylamines provided 1, which on double deprotonation with LDA led to the formation of N-acyl-5-aminopenta-2,4-dienals 2 via an isomerization involving opening of the furan ring. The scope and limitations of the procedure were examined by considering the influence of substituents on the carbonyl group and also on the heterocycle moiety. The efficacy of the reaction was shown to be very dependent on the nature of these groups.

  DOI：

  10.1021/jo100634z

文献信息

• Process for the preparation of substituted 2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
  申请人：Muller W. George

  公开号：US20080064876A1

  公开（公告）日：2008-03-13

  The present invention provides processes for the preparation of substituted 2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-diones which are useful, for example, for preventing or treating diseases or conditions related to an abnormally high level or activity of TNF-α. The invention can provide cost-effective and efficient processes for the commercial production of substituted 2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-diones, including, but not limited to, 4-[(N,N-dimethylhydrazono)methyl]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione, 4-aminomethyl-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione, and 4-[(acylamino)methyl]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-diones.

  本发明提供了制备取代的2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮的方法，该方法可用于预防或治疗与TNF-α水平或活性异常高相关的疾病或病况。该发明可以提供成本效益高且高效的方法，用于商业生产取代的2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮，包括但不限于4-[(N,N-二甲基肼)甲基]-2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮、4-氨甲基-2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮和4-[(酰胺基)甲基]-2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮。
• [EN] PROCESSES FOR THE PREPARATION OF SUBSTITUTED 2-(2,6-DIOXOPIPERIDIN-3-YL)ISOINDOLE-1,3-DIONE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE 2-(2,6-DIOXOPIPÉRIDIN-3-YL)ISOINDOLE-1,3-DIONE SUBSTITUÉ
  申请人：CELGENE CORP

  公开号：WO2007136640A2

  公开（公告）日：2007-11-29

  [EN] The present invention provides processes for the preparation of substituted 2-(2,6- dioxopiperidin-3-yl)isoindole-l,3-diones which are useful, for example, for preventing or treating diseases or conditions related to an abnormally high level or activity of TNF-a.The invention can provide cost-effective and efficient processes for the commercial production of substituted 2-(2,6-dioxopiperidin-3-yl)isoindole-l,3-diones, including, but not limited to, 4- [(N,N-dimethylhydrazono)methyl]-2-(2,6-dioxopiperidin-3-yl)isoindole-1.3-dione, 4-aminornethyl-2-(2,6-dioxopiperidin-3-yl)isoindole-l,3-dione, and 4-[(acylamino)methyl]-2- (2,6-dioxopiperidin-3-yl)isoindole-l,3-diones.
  [FR] La présente invention concerne des procédés de préparation de 2-(2,6- dioxopipéridin-3-yl)isoindole-1,3-dione substitués utiles, par exemple, pour prévenir ou traiter des maladies ou de conditions pathologiques associées à un niveau ou une activité anormalement élevé(e) de TNF-a. L'invention peut fournir des procédés économiques et efficaces de production commerciale de 2-(2,6-dioxopipéridin-3-yl)isoindole-1,3-diones substitués, comprenant, entre autres, 4- [(N,N-diméthylhydrazono)méthyl]-2-(2,6-dioxopipéridin-3-yl)isoindole-1.3-dione, 4-aminométhyl-2-(2,6-dioxopipéridin-3-yl)isoindole-1,3-dione, et 4-[(acylamino)méthyl]-2- (2,6-dioxopipéridin-3-yl)isoindole-1,3-diones.
• Synthesis of <i>N</i>-Acyl-5-aminopenta-2,4-dienals via Base-Induced Ring-Opening of <i>N</i>-Acylated Furfurylamines: Scope and Limitations
  作者：Cécile Ouairy、Patrick Michel、Bernard Delpech、David Crich、Christian Marazano

  DOI：10.1021/jo100634z

  日期：2010.6.18

  N-Acylation of furfurylamines provided 1, which on double deprotonation with LDA led to the formation of N-acyl-5-aminopenta-2,4-dienals 2 via an isomerization involving opening of the furan ring. The scope and limitations of the procedure were examined by considering the influence of substituents on the carbonyl group and also on the heterocycle moiety. The efficacy of the reaction was shown to be very dependent on the nature of these groups.