1, 2-dihydro-1-(4-nitrophenyl)naphtho[1,2-e][1,3]oxazin-3-one | 1234791-08-2

• 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: 1, 2-dihydro-1-(4-nitrophenyl)naphtho[1,2-e][1,3]oxazin-3-one
• 英文别名: 1-(4-Nitrophenyl)-1,2-dihydrobenzo[f][1,3]benzoxazin-3-one
• CAS: 1234791-08-2
• 化学式: C₁₈H₁₂N₂O₄
• 分子量: 320.304
• InChiKey: QUAWUDAHVMRYLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对硝基苯甲醛 、 尿素 、 2-萘酚 在 四甲基氢氧化铵 作用下， 以 neat (no solvent) 为溶剂， 反应 2.33h， 以90%的产率得到1, 2-dihydro-1-(4-nitrophenyl)naphtho[1,2-e][1,3]oxazin-3-one
  参考文献：
  名称：

  Tetramethylammonium hydroxide (TMAH) as an efficient catalyst for the one-pot synthesis of 1,2-dihydro-1-aryl- naphtho[1,2-e][1,3]oxazine-3-ones under solvent-free conditions

  摘要：

  在无溶剂条件下，采用四甲基氢氧化铵 (TMAH) 催化 2-萘酚、芳香醛和脲的高效一锅缩合反应，高产率合成了 1,2-二氢-1-芳基萘并[1,2-e][1,3]恶嗪-3-酮衍生物。

  DOI：

  10.4314/bcse.v30i1.16

文献信息

• Silica vanadic acid [SiO₂–VO(OH)₂] as an efficient heterogeneous catalyst for the synthesis of 1,2-dihydro-1-aryl-3H-naphth[1,2-e][1,3]oxazin-3-one and 2,4,6-triarylpyridine derivatives via anomeric based oxidation
  作者：Mohammad Ali Zolfigol、Maliheh Safaiee、Fatemeh Afsharnadery、Neda Bahrami-Nejad、Saeed Baghery、Sadegh Salehzadeh、Farahnaz Maleki

  DOI：10.1039/c5ra21392d

  日期：——

  efficiently catalyzed the synthesis of 1,2-dihydro-1-aryl-3H-naphth[1,2-e][1,3]oxazin-3-ones via reacting aromatic aldehydes and β-naphthol and urea under solvent-free condition. Additionally, 2,4,6-triarylpyridine derivatives were prepared through the condensation of ammonium acetate, aromatic aldehyde and various acetophenone in the presence of a catalytic amount of [SiO2–VO(OH)2] (SVA) under a same condition

  二氧化硅键合的钒酸[SiO 2 -VO（OH）2 ]（SVA）有效催化1,2-二氢-1-芳基-3 H-萘[1,2- e ] [1,3]恶嗪的合成通过在无溶剂条件下使芳族醛与β-萘酚和尿素反应生成-3-酮。另外，在催化量的[SiO 2 -VO（OH）2的存在下，通过乙酸铵，芳族醛和各种苯乙酮的缩合反应制备了2,4,6-三芳基吡啶衍生物。]（SVA）在相同条件下。为2,4,6-三芳基吡啶衍生物的合成的最后一步提出了一种新的基于端基的氧化方法，这一方法得到了理论研究的支持。因此，在合理设计，合成和应用新型氢化物释放化合物的过程中，所描述的新机理可以开辟新的前景。本方法的显着特征是反应时间短，产率高，后处理容易和SVA催化剂的可回收性。
• Tetramethylammonium hydroxide (TMAH) as an efficient catalyst for the one-pot synthesis of 1,2-dihydro-1-aryl- naphtho[1,2-e][1,3]oxazine-3-ones under solvent-free conditions
  作者：N. Montazeri、E. M. Nezhad

  DOI：10.4314/bcse.v30i1.16

  日期：——

  1,2-Dihydro-1 -arylnaphtho[1,2-e][1,3]oxazine-3-one derivatives were synthesized in high yields using an efficient and one-pot condensation of 2-naphthol, aromatic aldehydes and urea catalyzed by tetramethylammonium hydroxide (TMAH) under solvent-free conditions.

  在无溶剂条件下，采用四甲基氢氧化铵 (TMAH) 催化 2-萘酚、芳香醛和脲的高效一锅缩合反应，高产率合成了 1,2-二氢-1-芳基萘并[1,2-e][1,3]恶嗪-3-酮衍生物。
• ompg-C3N4/SO3H organocatalyst-mediated green synthesis of 1,2-dihydro-1-arylnaphtho[1,2-e][1,3] oxazin-3-ones under solvent-free and mild conditions: a fast and facile one-pot three-component approach
  作者：Nahal Goodarzi、Afsaneh Rashidizadeh、Hossein Ghafuri

  DOI：10.1007/s00706-020-02605-6

  日期：2020.5

  AbstractIn this research, we have described the synthesis of the well-ordered mesoporous graphite carbon nitride (ompg-C3N4) by applying SBA-15 as a potential hard silica template, and the catalytic performance of sulfonated well-ordered mesoporous graphite carbon nitride (ompg-C3N4/SO3H) as an environment‐friendly and efficient polymeric solid acid catalyst was investigated in the one‐pot preparation

  摘要在这项研究中，我们已经描述了以SBA-15作为潜在的硬质二氧化硅模板，合成了有序介孔石墨碳氮化物（ompg-C 3 N 4），以及磺化有序介孔石墨碳的催化性能。一锅法制备1,2-二氢-1-芳基萘[1,2- e ] []时，研究了氮化物（ompg-C 3 N 4 / SO 3 H）作为一种环境友好，高效的聚合固体酸催化剂。1,3]恶嗪-3-酮。通过温和且有效的无溶剂方法，在各种取代的醛，脲和2-萘酚的存在下进行该环缩合反应。ompg-C 3 N的结构和形态使用各种仪器分析方法（包括FT-IR，EDS，FESEM，TEM，TGA，DTG，XRD和BET）对4 / SO 3 H进行表征。该方法简单，反应时间短，后处理简单，产率高至定量，避免了有机溶剂的利用以及所制备催化剂的可重复使用性是本合成方法的几个突出优点。 图形摘要
• Chlorotrimethylsilane-Promoted Synthesis of 1,2-Dihydro-1-Arylnaphtho [1,2-e] [1,3]Oxazine-3-Ones
  作者：Chenggang Jiang、Xin Geng、Zonglei Zhang、Hangxian Xu、Cunde Wang

  DOI：10.3184/030823409x12615635710356

  日期：2010.1

  Chlorotrimethylsilane (TMSCI) is effective as a catalyst for the preparation of 1,2-dihydro-1-arylnaphtho[1,2-e] [1,3]oxazine-3- ones using a one-pot condensation of 2-naphthol, aromatic aldehydes and urea in DMF as solvent. The reaction times, temperature, and catalyst amounts were varied.

  以 DMF 为溶剂，采用 2-萘酚、芳香醛和尿素的一锅缩合反应制备 1,2-二氢-1-芳基萘并[1,2-e] [1,3]oxazine-3- ones 时，三甲基氯硅烷（TMSCI）是一种有效的催化剂。反应时间、温度和催化剂用量各不相同。
• Green fabrication of ferromagnetic Fe₃O₄nanoparticles and their novel catalytic applications for the synthesis of biologically interesting benzoxazinone and benzthioxazinone derivatives
  作者：Nagaraj Basavegowda、Krishna Bahadur Somai Magar、Kanchan Mishra、Yong Rok Lee

  DOI：10.1039/c4nj01155d

  日期：——

  This paper demonstrates a novel and green approach for the synthesis of Fe3O4 nanoparticles using the leaf extract of Artemisia annua (A. annua), which is widely distributed in Asia as a medicinal plant. The formation of Fe3O4 nanoparticles was observed by UV-Vis spectroscopy. The synthesized nanoparticles were characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), energy dispersive X-ray analysis (EDAX), Fourier transform infrared (FT-IR) spectroscopy, vibrating sample magnetometry (VSM), and thermogravimetric analysis (TGA). TEM analysis of Fe3O4 nanoparticles showed that they were spherical in shape with an average size of 6 nm. The synthesized Fe3O4 nanoparticles were used as a catalyst for the preparation of biologically interesting benzoxazinone and benzthioxazinone derivatives in high yields. These results showed that the synthesized Fe3O4 nanoparticles could be used as a catalyst in organic synthesis.

  本文展示了一种利用广泛分布于亚洲的药用植物黄花蒿（A. annua）的叶提取物合成 Fe3O4 纳米粒子的新型绿色方法。通过紫外可见光谱观察了 Fe3O4 纳米粒子的形成。通过 X 射线衍射 (XRD)、透射电子显微镜 (TEM)、能量色散 X 射线分析 (EDAX)、傅立叶变换红外光谱 (FT-IR)、振动样品磁力计 (VSM) 和热重分析 (TGA) 对合成的纳米粒子进行了表征。对 Fe3O4 纳米粒子的 TEM 分析表明，它们呈球形，平均尺寸为 6 纳米。合成的 Fe3O4 纳米粒子被用作催化剂，用于制备具有生物活性的苯并恶嗪酮和苯并恶嗪酮衍生物，产量很高。这些结果表明，合成的 Fe3O4 纳米粒子可用作有机合成催化剂。