Phenyl-2 benzothieno<3,2-b>pyrannone-4 | 57840-13-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: Phenyl-2 benzothieno<3,2-b>pyrannone-4
• 英文别名: 2-phenylbenzo[4,5]thieno[3,2-b]pyran-4-one；2-phenyl-benzo[4,5]thieno[3,2-b]pyran-4-one；2-Phenyl-[1]benzothiolo[3,2-b]pyran-4-one
• CAS: 57840-13-8
• 化学式: C₁₇H₁₀O₂S
• 分子量: 278.331
• InChiKey: PZJAJQDMUYZKNA-UHFFFAOYSA-N

物化性质

• 熔点：
  178 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  463.9±45.0 °C(Predicted)
• 密度：
  1.371±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Phenyl-2 benzothieno<3,2-b>pyrannone-4 在 tetraphosphorus decasulfide 作用下， 以 乙醇 、 xylene 为溶剂， 反应 5.0h， 生成 Phenyl-2 benzothieno<3,2-b>pyrannone-4 thiosemicarbazone
  参考文献：
  名称：

  Netchitailo, Pierre; Decroix, Bernard; Morel, Jean, Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 327 - 333

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二乙基苯甲酰胺 在 selenium(IV) oxide 、 四甲基乙二胺 、 仲丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 异戊醇 为溶剂， 反应 15.0h， 生成 Phenyl-2 benzothieno<3,2-b>pyrannone-4
  参考文献：
  名称：

  Application of directed metalation in synthesis. Part 8: Interesting example of chemoselectivity in the synthesis of thioaurones and hydroxy ketones and a novel anionic ortho-Fries rearrangement used as a tool in the synthesis of thienopyranones and thiafluorenones

  摘要：

  Chemoselective synthesis of thioaurones or 3-hydroxy benzo[b]thiophen-2-aryl ketones, 1-hydroxy naphtho[2,1-b]thiophen-2aryl ketones and chalcones from N,N-diethyl-ortho-methyl sulfanyl aryl amides were described. (Benzo[b]thiophen-2-yl) alkylates and (naphtho[2, 1-b]thiophen-2-yl) alkylates undergo a novel anionic ortho-Fries rearrangement leading to (3-hydroxy benzo[b]thiophen-2-yl) and (1-hydroxy naphtho[2, 1 -b]thiophen-2-yl) alkyl ketones. The hydroxy ketones were used as intermediates in the synthesis of wide range of benzothienopyranones and thiafluorenones. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.050

文献信息

• NETCHITAILO, P.;DECROIX, B.;MOREL, J., J. HETEROCYCL. CHEM., 1982, 19, N 2, 327-333
  作者：NETCHITAILO, P.、DECROIX, B.、MOREL, J.

  DOI：——

  日期：——
• TOMINAGA Y.; MORITA Y.; MATSUDA Y.; KOBAYASHI G., CHEM. AND PHARM. BULL.<CPBT-AL>, 1975, 23, NO 10, 2390-2396
  作者：TOMINAGA Y.、 MORITA Y.、 MATSUDA Y.、 KOBAYASHI G.

  DOI：——

  日期：——
• NETCHITAILO P.; DECROIX B.; MOREL J.; PASTOUR P., J. HETEROCYCL. CHEM., 1978, 15, NO 2, 337-342
  作者：NETCHITAILO P.、 DECROIX B.、 MOREL J.、 PASTOUR P.

  DOI：——

  日期：——
• Application of directed metalation in synthesis. Part 8: Interesting example of chemoselectivity in the synthesis of thioaurones and hydroxy ketones and a novel anionic ortho-Fries rearrangement used as a tool in the synthesis of thienopyranones and thiafluorenones
  作者：Tarun Kanti Pradhan、Asish De、Jacques Mortier

  DOI：10.1016/j.tet.2005.07.050

  日期：2005.9

  Chemoselective synthesis of thioaurones or 3-hydroxy benzo[b]thiophen-2-aryl ketones, 1-hydroxy naphtho[2,1-b]thiophen-2aryl ketones and chalcones from N,N-diethyl-ortho-methyl sulfanyl aryl amides were described. (Benzo[b]thiophen-2-yl) alkylates and (naphtho[2, 1-b]thiophen-2-yl) alkylates undergo a novel anionic ortho-Fries rearrangement leading to (3-hydroxy benzo[b]thiophen-2-yl) and (1-hydroxy naphtho[2, 1 -b]thiophen-2-yl) alkyl ketones. The hydroxy ketones were used as intermediates in the synthesis of wide range of benzothienopyranones and thiafluorenones. (c) 2005 Elsevier Ltd. All rights reserved.
• Netchitailo, Pierre; Decroix, Bernard; Morel, Jean, Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 327 - 333
  作者：Netchitailo, Pierre、Decroix, Bernard、Morel, Jean

  DOI：——

  日期：——