3-p-tolyl-3,4-dihydrobenzo[e][1.3]oxazine-2-thione | 647849-54-5

• 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: 3-p-tolyl-3,4-dihydrobenzo[e][1.3]oxazine-2-thione
• 英文别名: 3-(4-Methylphenyl)-3,4-dihydro-2H-1,3-benzoxazine-2-thione；3-(4-methylphenyl)-4H-1,3-benzoxazine-2-thione
• CAS: 647849-54-5
• 化学式: C₁₅H₁₃NOS
• 分子量: 255.34
• InChiKey: KIIZERUAGAUWGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  44.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-Hydrazino-3-p-tolyl-3,4-dihydro-benzo[e][1,3]oxazine-2-thione 在 aluminum oxide 、 copper(II) sulfate 作用下， 反应 0.1h， 以70%的产率得到3-p-tolyl-3,4-dihydrobenzo[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

• Synthesis, IR spectral studies and quantum-chemical calculations on 1,2-dihydronaphto[1,2-e]oxazine-3-thiones and 3,4-dihydrobenzo[e][1,3]oxazine-2-thione
  作者：Hikmet Agirbas、Seda Sagdinc、Fatma Kandemirli、Dilek Ozturk

  DOI：10.1016/j.molstruc.2006.07.010

  日期：2007.3

  1 H NMR, IR spectroscopic data and elemental analyses. AM1, PM3 and ab initio (at Hartree-Fock level with 3-21G basis set) methods were used to study the molecular geometry of the compounds. A complete infrared spectral analysis of the oxazines has been performed in this paper. Observed frequencies of the molecules were compared with calculated normal mode analysis which was car- ried out on the basis

  羟基-1-萘醛(1)与取代苯胺反应生成1-(取代苯基亚氨基甲基)萘)-2-醇(2)。用 NaBH4 还原这些亚胺得到 1-((取代的苯基氨基甲基)萘)-2-醇 (3)，将其用硫光气环化得到相应的 2-取代的苯基-1,2-二氢萘(1,2-e)恶嗪-3-硫酮 (4)。3-对甲苯基-3,4-二氢苯并(e)(1,3)恶嗪-2-硫酮(8)也通过同样的方式得到。这些新化合物的结构由 1 H NMR、IR 光谱数据和元素分析确定。AM1、PM3 和 ab initio（在 Hartree-Fock 水平，具有 3-21G 基组）方法用于研究化合物的分子几何形状。本文对恶嗪进行了完整的红外光谱分析。将观察到的分子频率与基于 RHF/3-21G 方法进行的计算正常模式分析进行比较。振动带的分配（在 1760-400 cm i1 的范围内）已经通过考虑从头振动分析的结果来执行。通过半经验 AM1 和 ab initio
• 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.