5,6,7,8-Tetrahydrocinnol-3-on-4-carbonsaeure | 32078-89-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5,6,7,8-Tetrahydrocinnol-3-on-4-carbonsaeure
• 英文别名: 3-oxo-2,3,5,6,7,8-hexahydro-cinnoline-4-carboxylic acid；3-Oxo-2,3,5,6,7,8-hexahydrocinnoline-4-carboxylic acid；3-oxo-5,6,7,8-tetrahydro-2H-cinnoline-4-carboxylic acid
• CAS: 32078-89-0
• 化学式: C₉H₁₀N₂O₃
• 分子量: 194.19
• InChiKey: MQSWPIBEHRDXHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  78.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氨基苯硫醇 、 5,6,7,8-Tetrahydrocinnol-3-on-4-carbonsaeure 在 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 以64%的产率得到N,N'-[dithiobis(2,1-phenylene)]bis(3-oxo-2,3,5,6,7,8-hexahydrocinnoline-4-carboxamide)
  参考文献：
  名称：

  New 2-functionalized 2H-3,4-dihydro-1,4-benzothiazin-3-ones and their application in the synthesis of spiro heterocycles

  摘要：

  The reaction of 2-chloro-3,4-dihydro-2H-1,4-benzothiazin-3-ones 1 with enamines is an efficient synthetic method to produce 2-substituted derivatives. The resulting bifunctional compounds such as 6a, b, 7c, d and 8b react with hydrazines to furnish the spiro derivatives of N-aminopyrrole or 3-pyridazinone depending on the direction of the primary nucleophilic attack and the nature of the nucleophile. Under the reaction conditions, spiro pyridazinones 13 are converted into the 3-pyridazinone-4-carboxylic acid derivatives 9 via the 1,4-thiazine ring opening. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.084