4-Hydrazino-3-phenyl-3,4-dihydro-benzo[e][1,3]oxazine-2-thione | 647849-39-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 4-Hydrazino-3-phenyl-3,4-dihydro-benzo[e][1,3]oxazine-2-thione
• 英文别名: 2H-1,3-Benzoxazine-2-thione, 4-hydrazino-3,4-dihydro-3-phenyl-；4-hydrazinyl-3-phenyl-4H-1,3-benzoxazine-2-thione
• CAS: 647849-39-6
• 化学式: C₁₄H₁₃N₃OS
• 分子量: 271.343
• InChiKey: KGBHBHPECOKABH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  82.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Hydrazino-3-phenyl-3,4-dihydro-benzo[e][1,3]oxazine-2-thione 在 aluminum oxide 、 copper(II) sulfate 作用下， 反应 0.08h， 以76%的产率得到3-苯基-4H-1,3-苯并恶嗪-2-硫酮
  参考文献：
  名称：

  Mineral supported syntheses of benzoxazine-2-thiones under microwave irradiation

  摘要：

  An original montmorillonite K-10 clay catalysed cycloisomerisation of salicylaldehyde 4-arylthiosemicarbazones yields 3,4-dihydro-4-hydrazino-2H-benz[e]-1,3-oxazine-2-thiones, which on reductive dehydrazination on alumina-supported copper(II) sulfate readily furnish 3,4-dihydro-2H-benz[e]-1,3-oxazine-2-thiones under solvent-free microwave irradiation. Under the same conditions salicylaldehyde thiosemicarbazones undergo cyclodehydrazination to yield 2H-benz[e]-1,3-oxazine-2-thiones. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.085
• 作为产物：
  描述：

  1-(2-Hydroxybenzylidene)-4-phenyl-3-thiosemicarbazide 在 montmorillonite K-10 作用下， 反应 0.17h， 以82%的产率得到4-Hydrazino-3-phenyl-3,4-dihydro-benzo[e][1,3]oxazine-2-thione
  参考文献：
  名称：

  Mineral supported syntheses of benzoxazine-2-thiones under microwave irradiation

  摘要：

  An original montmorillonite K-10 clay catalysed cycloisomerisation of salicylaldehyde 4-arylthiosemicarbazones yields 3,4-dihydro-4-hydrazino-2H-benz[e]-1,3-oxazine-2-thiones, which on reductive dehydrazination on alumina-supported copper(II) sulfate readily furnish 3,4-dihydro-2H-benz[e]-1,3-oxazine-2-thiones under solvent-free microwave irradiation. Under the same conditions salicylaldehyde thiosemicarbazones undergo cyclodehydrazination to yield 2H-benz[e]-1,3-oxazine-2-thiones. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.085

文献信息

• Mineral supported syntheses of benzoxazine-2-thiones under microwave irradiation
  作者：Lal Dhar S. Yadav、Beerendra S. Yadav、Suman Dubey

  DOI：10.1016/j.tet.2003.10.085

  日期：2004.1

  An original montmorillonite K-10 clay catalysed cycloisomerisation of salicylaldehyde 4-arylthiosemicarbazones yields 3,4-dihydro-4-hydrazino-2H-benz[e]-1,3-oxazine-2-thiones, which on reductive dehydrazination on alumina-supported copper(II) sulfate readily furnish 3,4-dihydro-2H-benz[e]-1,3-oxazine-2-thiones under solvent-free microwave irradiation. Under the same conditions salicylaldehyde thiosemicarbazones undergo cyclodehydrazination to yield 2H-benz[e]-1,3-oxazine-2-thiones. (C) 2003 Elsevier Ltd. All rights reserved.