1-bromo-3-cyano-2-N,N-dimethylformamidinylazulene | 1174232-06-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1-bromo-3-cyano-2-N,N-dimethylformamidinylazulene
• 英文别名: N'-(1-bromo-3-cyanoazulen-2-yl)-N,N-dimethylmethanimidamide
• CAS: 1174232-06-4
• 化学式: C₁₄H₁₂BrN₃
• 分子量: 302.173
• InChiKey: URUPUSREXJECTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-bromo-3-cyano-2-N,N-dimethylformamidinylazulene 、 4-氯-3-氟苯胺 以 甲苯 为溶剂， 反应 12.0h， 以30%的产率得到10-bromo-4-N-(3-fluoro-4-chlorophenyl)aminoazuleno[2,1-d]-pyrimidine
  参考文献：
  名称：

  New Synthetic Approach to 4-N-Arylaminoazuleno[2,1-d]pyrimides

  摘要：

  1-Cyano-2-N,N-dimethylformamidinylazulenes as new synthons directed to heterocycle-fused azulenes were obtained by the condensation of 2-amino-1-cyanoazulenes and N,N-dimethylformamide dimethyl acetal (DMFDMA). 1-Cyano-2-N,N-dimethylformamidinylazulene (2a) and 1-bromo-3-cyano-2-N,N-dimethylformamidinylazulene (2b) reacted with anilines (3a-h) to give 4-N-arylaminoazuleno-[2,1-d]pyrimidines in moderate yields. This reaction provides a new procedure for synthesis of pyrimidine-fused azulenes.

  DOI：

  10.1080/00397910802654807
• 作为产物：
  描述：

  2-amino-3-bromo-1-cyanoazulene 、 N,N-二甲基甲酰胺二甲基缩醛 以 甲苯 为溶剂， 反应 8.0h， 以73%的产率得到1-bromo-3-cyano-2-N,N-dimethylformamidinylazulene
  参考文献：
  名称：

  New Synthetic Approach to 4-N-Arylaminoazuleno[2,1-d]pyrimides

  摘要：

  1-Cyano-2-N,N-dimethylformamidinylazulenes as new synthons directed to heterocycle-fused azulenes were obtained by the condensation of 2-amino-1-cyanoazulenes and N,N-dimethylformamide dimethyl acetal (DMFDMA). 1-Cyano-2-N,N-dimethylformamidinylazulene (2a) and 1-bromo-3-cyano-2-N,N-dimethylformamidinylazulene (2b) reacted with anilines (3a-h) to give 4-N-arylaminoazuleno-[2,1-d]pyrimidines in moderate yields. This reaction provides a new procedure for synthesis of pyrimidine-fused azulenes.

  DOI：

  10.1080/00397910802654807

文献信息

• New Synthetic Approach to 4-<i>N</i>-Arylaminoazuleno[2,1-<i>d</i>]pyrimides
  作者：Dao-Lin Wang、Zheng Gu、Jiao Xu、Shan Han、Kimiaki Imafuku

  DOI：10.1080/00397910802654807

  日期：2009.6.9

  1-Cyano-2-N,N-dimethylformamidinylazulenes as new synthons directed to heterocycle-fused azulenes were obtained by the condensation of 2-amino-1-cyanoazulenes and N,N-dimethylformamide dimethyl acetal (DMFDMA). 1-Cyano-2-N,N-dimethylformamidinylazulene (2a) and 1-bromo-3-cyano-2-N,N-dimethylformamidinylazulene (2b) reacted with anilines (3a-h) to give 4-N-arylaminoazuleno-[2,1-d]pyrimidines in moderate yields. This reaction provides a new procedure for synthesis of pyrimidine-fused azulenes.