ethyl 2-methyl-4-oxo-4H-3-thiochromenecarboxylate | 91903-23-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: ethyl 2-methyl-4-oxo-4H-3-thiochromenecarboxylate
• 英文别名: 3-ethoxycarbonyl-2-methylthiochromone；Ethyl 2-methyl-4-oxothiochromene-3-carboxylate
• CAS: 91903-23-0
• 化学式: C₁₃H₁₂O₃S
• 分子量: 248.302
• InChiKey: JYXQNNMUZQORIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-methyl-4-oxo-4H-3-thiochromenecarboxylate 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以84%的产率得到2-甲基-4H-1-苯并噻喃-4-酮
  参考文献：
  名称：

  Efficient and Practical Syntheses of Benzothiopyran Derivatives

  摘要：

  Concise and inexpensive methods for the preparation of 4-hydroxy-1-thiocoumarin and 2-methylthiochromone from 2-mercaptobenzoic acid are described, which should be readily amenable to large scale synthesis.

  DOI：

  10.1080/00397910008087139
• 作为产物：
  描述：

  2-(乙酰基硫代)苯甲酸 在 盐酸 、 氯化亚砜 、 sodium hydride 、 尿素 作用下， 以 乙醚 、 乙醇 、 甲苯 为溶剂， 反应 7.0h， 生成 ethyl 2-methyl-4-oxo-4H-3-thiochromenecarboxylate
  参考文献：
  名称：

  Efficient and Practical Syntheses of Benzothiopyran Derivatives

  摘要：

  Concise and inexpensive methods for the preparation of 4-hydroxy-1-thiocoumarin and 2-methylthiochromone from 2-mercaptobenzoic acid are described, which should be readily amenable to large scale synthesis.

  DOI：

  10.1080/00397910008087139

文献信息

• A prominent C-acylation–cyclisation synthetic sequence and X-ray structure elucidation of benzothiopyranone derivatives
  作者：Stefanos Kikionis、Vickie McKee、John Markopoulos、Olga Igglessi-Markopoulou

  DOI：10.1016/j.tet.2008.04.009

  日期：2008.6

  A novel short-step methodology to benzothiopyranone derivatives has been developed starting from an activated precursor, N-hydroxysuccinimide ester of thiosalicylic acid. The procedure is based on a tandem C-acylation-cyclisation process under mild reaction conditions in good yields. The structure elucidation has been established using X-ray crystallography and NMR spectral data. (C) 2008 Elsevier Ltd. All rights reserved.
• Efficient and Practical Syntheses of Benzothiopyran Derivatives
  作者：Jae-Chul Jung、Ju-Cheun Kim、Oee-Sook Park

  DOI：10.1080/00397910008087139

  日期：2000.4

  Concise and inexpensive methods for the preparation of 4-hydroxy-1-thiocoumarin and 2-methylthiochromone from 2-mercaptobenzoic acid are described, which should be readily amenable to large scale synthesis.