2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one | 95476-30-5

• 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-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one
• 英文别名: 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one；2-(4-Methyl-benzyliden)-2,4-dihydro-benzo<1.4>thiazin-3-on；2H-1,4-Benzothiazin-3(4H)-one, 2-[(4-methylphenyl)methylene]-；2-[(4-methylphenyl)methylidene]-4H-1,4-benzothiazin-3-one
• CAS: 95476-30-5
• 化学式: C₁₆H₁₃NOS
• mdl: MFCD03492294
• 分子量: 267.351
• InChiKey: DOUWJSBULVQEQA-UHFFFAOYSA-N

物化性质

• 沸点：
  490.4±45.0 °C(Predicted)
• 密度：
  1.259±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  肌氨酸 、 5-氯靛红 、 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one 以 甲苯 为溶剂， 反应 1.33h， 以81%的产率得到
  参考文献：
  名称：

  A facile synthetic approach to novel spiro-oxindoles/acenaphthylen-1-ones containing benzo[1,4]thiazin-3-one ring via 1,3-dipolar cycloaddition

  摘要：

  A series of spiro-oxindole derivatives containing spirobenzol[1,4]thiazin-3-one ring were synthesized regioselectively via a multicomponent 1,3-dipolar cycloaddition of isatin, 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one and sarcosine or L-proline in toluene under reflux condition. Also spiro-acenaphthylen-1-ones containing spirobenzo[1,4]thiazin-3-one ring have been synthesized using 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one as dipolarophile. The methodology affords high yields of products in short reaction time. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.003
• 作为产物：
  描述：

  4-Methyl-α-<2-nitro-phenylthio>-zimtsaeure 在 锌 作用下， 以 溶剂黄146 为溶剂， 生成 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one
  参考文献：
  名称：

  Baliah,V.; Rangarajan,T., Journal of the Chemical Society, 1960, p. 4703 - 4704

  摘要：

  DOI：

文献信息

• McCarthy, Eileen T.; Tyndall, D. Vivian; Meegan, Mary J., Journal of Chemical Research, Miniprint, 1988, # 5, p. 1332 - 1352
  作者：McCarthy, Eileen T.、Tyndall, D. Vivian、Meegan, Mary J.

  DOI：——

  日期：——
• Baliah,V.; Rangarajan,T., Journal of the Chemical Society, 1960, p. 4703 - 4704
  作者：Baliah,V.、Rangarajan,T.

  DOI：——

  日期：——
• A facile synthetic approach to novel spiro-oxindoles/acenaphthylen-1-ones containing benzo[1,4]thiazin-3-one ring via 1,3-dipolar cycloaddition
  作者：Neelakandan Vidhya Lakshmi、Rajendren Tamilisai、Paramasivan T. Perumal

  DOI：10.1016/j.tetlet.2011.08.003

  日期：2011.10

  A series of spiro-oxindole derivatives containing spirobenzol[1,4]thiazin-3-one ring were synthesized regioselectively via a multicomponent 1,3-dipolar cycloaddition of isatin, 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one and sarcosine or L-proline in toluene under reflux condition. Also spiro-acenaphthylen-1-ones containing spirobenzo[1,4]thiazin-3-one ring have been synthesized using 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one as dipolarophile. The methodology affords high yields of products in short reaction time. (C) 2011 Elsevier Ltd. All rights reserved.