2-phenyl-2,3-dihydro-1,4-benzothiazine-3-thione | 58553-41-6

• 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: 2-phenyl-2,3-dihydro-1,4-benzothiazine-3-thione
• 英文别名: 2-phenyl-2-(1H)-1,4H-benzothiazin-(3)-thione；2-phenyl-4H-benzo[1,4]thiazine-3-thione；2-phenyl-4H-1,4-benzothiazine-3-thione
• CAS: 58553-41-6
• 化学式: C₁₄H₁₁NS₂
• 分子量: 257.38
• InChiKey: OIBQUGLWNLRKKW-UHFFFAOYSA-N

物化性质

• 熔点：
  237-239 °C
• 沸点：
  402.9±55.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-phenyl-2,3-dihydro-1,4-benzothiazine-3-thione 生成 3-methylthio-2-phenyl-1,4-(2H)-benzothiazine
  参考文献：
  名称：

  AMBROGI, V.;GRANDOLINI, G.;PERIOLI, L.;RICCI, M.;ROSSI, C.;TUTTOBELLO, L., EUR. J. MED. CHEM., 25,(1990) N, C. 403-411

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(benzylsulfanyl)phenyl isothiocyanate 在 氯化铵 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以61%的产率得到2-phenyl-2,3-dihydro-1,4-benzothiazine-3-thione
  参考文献：
  名称：

  Synthesis of 2-Substituted 2,3-Dihydro-1,4-benzothiazine-3-thiones via Iminophosphoranes

  摘要：

  2-(Substituted methylsulfanyl)anilines (5) were treated with triphenylphosphine dibromide to yield iminophosphoranes (6), whose aza-Wittig reaction with carbon disulfide gave 2-(substituted methylsulfanyl)phenyl isothiocyanates(8). Cyclization of 8 by strong bases afforded 2-substituted 2,3-dihydro-1,4-benzothiazine-3-thiones (10).

  DOI：

  10.3987/com-95-7171

文献信息

• Olagbemiro, T.O.; Nyakutse, C.A.; Lajide, L., Bulletin des Societes Chimiques Belges, 1987, vol. 96, # 6, p. 473 - 480
  作者：Olagbemiro, T.O.、Nyakutse, C.A.、Lajide, L.、Agho, M.O.、Chukwu, C.E.

  DOI：——

  日期：——
• Synthesis, antibacterial and antifungal activities of several new benzo- naphtho- and quinolino-1,4-thiazine and 1,5-thiazepine derivatives
  作者：V Ambrogi、G Grandolini、L Perioli、M Ricci、C Rossi、L Tuttobello

  DOI：10.1016/0223-5234(90)90003-l

  日期：1990.6
• AMBROGI, V.;GRANDOLINI, G.;PERIOLI, L.;RICCI, M.;ROSSI, C.;TUTTOBELLO, L., EUR. J. MED. CHEM., 25,(1990) N, C. 403-411
  作者：AMBROGI, V.、GRANDOLINI, G.、PERIOLI, L.、RICCI, M.、ROSSI, C.、TUTTOBELLO, L.

  DOI：——

  日期：——
• OLAGBEMIRO T. O.; NYAKUTSE C. A.; LAJIDE L.; AGHO M. O.; CHUKWU C. E., BULL. SOC. CHIM. BELG., 96,(1987) N 6, 473-480
  作者：OLAGBEMIRO T. O.、 NYAKUTSE C. A.、 LAJIDE L.、 AGHO M. O.、 CHUKWU C. E.

  DOI：——

  日期：——
• Synthesis of 2-Substituted 2,3-Dihydro-1,4-benzothiazine-3-thiones via Iminophosphoranes
  作者：Masahiko Takahashi、Masaru Ohba

  DOI：10.3987/com-95-7171

  日期：——

  2-(Substituted methylsulfanyl)anilines (5) were treated with triphenylphosphine dibromide to yield iminophosphoranes (6), whose aza-Wittig reaction with carbon disulfide gave 2-(substituted methylsulfanyl)phenyl isothiocyanates(8). Cyclization of 8 by strong bases afforded 2-substituted 2,3-dihydro-1,4-benzothiazine-3-thiones (10).