6-chloro-1-methyl-1,4-diazaspiro[4.5]deca-3,6,9-triene-2,8-dione | 1448363-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 6-chloro-1-methyl-1,4-diazaspiro[4.5]deca-3,6,9-triene-2,8-dione
• CAS: 1448363-28-7
• 化学式: C₉H₇ClN₂O₂
• 分子量: 210.62
• InChiKey: FBTPZDHIBFQQMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.49
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  49.74
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-azido-N-(2-chlorophenyl)-N-methylacetamide 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以10%的产率得到(8S,9R,10R)-8,9,10-tribromo-6-chloro-1-methyl-1,4-diazaspiro[4.5]deca-3,6-dien-2-one
  参考文献：
  名称：

  Photoinduced and N-Bromosuccinimide-Mediated Cyclization of 2-Azido-N-phenylacetamides

  摘要：

  An efficient synthesis of quinoxalin-2(1H)-ones or spiro[cyclohexene-1,2'-imidazol]-4'-cones has been achieved in moderate to high yields by the visible light-induced and N-bromosuccinimide-mediated cyclization reaction of 2-azido-N-phenylacetamides at ambient temperature. Both the regioselectivity and the speed of cyclization are affected by the substituents attached to the phenyl ring. For example, quinoxalin-2-ones are produced as the main products when the substrates bear electron-withdrawing groups at the para-position of the phenyl ring; in contrast, spiro[cyclohexene-1,2'-imidazol]-4'cones are obtained as the main products when the substrates bear electron-donating groups at the para-position.

  DOI：

  10.1021/ol401338e