ethyl 3-oxo-2-(2-oxocyclopentl)-3,4-dihydro-2H-1,4-benzothiazine-2-carboxylate | 926242-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: ethyl 3-oxo-2-(2-oxocyclopentl)-3,4-dihydro-2H-1,4-benzothiazine-2-carboxylate
• 英文别名: ethyl 3-oxo-2-(2-oxocyclopentyl)-4H-1,4-benzothiazine-2-carboxylate
• CAS: 926242-73-1
• 化学式: C₁₆H₁₇NO₄S
• 分子量: 319.381
• InChiKey: MRXSSZUHZHGJGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  97.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 3-oxo-2-(2-oxocyclopentl)-3,4-dihydro-2H-1,4-benzothiazine-2-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 N,N'-[dithiobis(2,1-phenylene)]bis(3-oxo-3,5,6,7-tetrahydro-2H-cyclopenta[c]pyridazine-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
• 作为产物：
  描述：

  N-(1-环戊烯基)吗啉 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 ethyl 3-oxo-2-(2-oxocyclopentl)-3,4-dihydro-2H-1,4-benzothiazine-2-carboxylate
  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

文献信息

• New 2-functionalized 2H-3,4-dihydro-1,4-benzothiazin-3-ones and their application in the synthesis of spiro heterocycles
  作者：K.G. Nazarenko、N.A. Shtil、M.O. Lozinskii、A.A. Tolmachev

  DOI：10.1016/j.tet.2007.04.084

  日期：2007.8

  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.