(3Z)-3-[2-(4-methoxyphenyl)-2-oxoethylidene]-4H-1,4-benzoxazin-2-one | 152034-50-9

• 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: (3Z)-3-[2-(4-methoxyphenyl)-2-oxoethylidene]-4H-1,4-benzoxazin-2-one
• CAS: 152034-50-9
• 化学式: C₁₇H₁₃NO₄
• 分子量: 295.295
• InChiKey: JKWVDPSNCHFRFM-UVTDQMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3Z)-3-[2-(4-methoxyphenyl)-2-oxoethylidene]-4H-1,4-benzoxazin-2-one 以82%的产率得到
  参考文献：
  名称：

  Masliwech A. N., Mashewskaja I. W., Krasnykh O. P., Shurow S. N., Andreii+, Zh. organ. khimii, 28 (1992) N 12, S 2545-2553

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(4-Methoxy-benzoyl)-benzo[b]pyrrolo[1,2-d][1,4]oxazine-1,2,4-trione 在 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 (3Z)-3-[2-(4-methoxyphenyl)-2-oxoethylidene]-4H-1,4-benzoxazin-2-one
  参考文献：
  名称：

  Five-membered 2,3-dioxo heterocycles: LXXXVIII. Reaction of 3-aroylpyrrolo[1,2-d][1,4]benzoxazine-1,2,4(4H)-triones with N,N′-dicyclohexylcarbodiimide under thermolysis conditions

  摘要：

  Thermolysis of 3-aroylpyrrolo[1,2-d][1,4]benzoxazine-1,2,4(4H)-triones generates aroyl(2-oxo-1,4-benzoxazin-3-yl)ketenes which react as dienes at the aroylketene fragment in [4 + 2]-cycloaddition at the C=N bond of N,N'-dicyclohexylcarbodiimide with formation of 3-[6-aryl-4-oxo-3-cyclohexyl-2-cyclohexylimino-3,4-dihydro-2H-1,3-oxazin-5-yl]-2H-1,4-benzoxazin-2-ones. Thermolysis of the latter is accompanied by elimination of N,N'-dicyclohexylcarbodiimide, and aroyl(2-oxo-1,4-benzoxazin-3-yl)ketenes thus generated undergo cyclodimerization to produce 7-aroyl-6,10-dioxo-9-(2-oxo-2H-1,4-benzoxazin-3-yl)-6,10-dihydrobenzo[b]pyrido[1,2-d][1,4]oxazin-8-yl benzoates.

  DOI：

  10.1134/s1070428012090151

文献信息

• Sulfamic Acid as an Effective Catalyst in Solvent‐Free Synthesis of β‐Enaminoketone Derivatives and X‐ray Crystallography of Their Representatives
  作者：Min Xia、Bin Wu、Guo‐Feng Xiang

  DOI：10.1080/00397910701873250

  日期：2008.3.28

  Abstract Two types of β‐enaminoketone derivatives of 3‐(2‐oxo‐2‐arylethylidene)‐3,4‐dihydro‐1H‐quinoxalin‐2‐ones and 3‐(2‐oxo‐2‐arylethylidene)‐3,4‐dihydro‐benzo[1,4]oxazin‐2‐ ones were effectively and conveniently prepared in good to excellent yields under solvent‐free conditions via the catalysis of sulfamic acid in the corresponding condensations of o‐phenylenediamine and o‐aminophenol with ethyl

  摘要 3-(2-oxo-2-arylethylidene)-3,4-dihydro-1H-quinoxalin-2-ones和3-(2-oxo-2-arylethylidene)-3,4的两种β-烯氨基酮衍生物在无溶剂条件下，通过氨基磺酸催化邻苯二胺和邻氨基苯酚与乙基 2 的相应缩合反应，可以有效且方便地制备-二氢苯并[1,4]恶嗪-2-类化合物。 ,4-dioxo-4-arylbutyrate 分别。化合物经 IR、1H NMR 和 13C NMR 确证，代表性化合物通过 X 射线晶体学进一步确定。
• Synthesis, structure and spectral study of two types of novel fluorescent BF2 complexes with heterocyclic 1,3-enaminoketone ligands
  作者：Min Xia、Bin Wu、Guofeng Xiang

  DOI：10.1016/j.jfluchem.2008.01.019

  日期：2008.5

  Two types of novel BF2 complexes are readily obtained by the reaction of BF3OEt with 3-(2-oxo-2-arylethylidene)-3,4-dihydro-1H-quinoxalin-2-ones or 3-(2-oxo-2-arylethylidene)-3,4-dihydrobenzo[1,4]oxazin-2-ones, respectively in refluxing acetic acid/toluene solvent mixture. The complexes are confirmed by elemental analysis, FT-IR, 1H, 13C, 11B, 19F NMR and one of them is executed its X-ray crystallographic

  两种类型的新颖的BF 2个络合物容易由BF的反应获得3 OET与3-（2-氧代-2- arylethylidene）-3,4-二氢-1- ħ -喹喔啉-2-酮或3-（2-氧代-2-芳基亚乙基）-3,4-二氢苯并[1,4]恶嗪-2-酮分别在回流的乙酸/甲苯溶剂混合物中。通过元素分析，FT-IR，1 H，13 C，11 B，19 F NMR证实了该配合物，并对其中之一进行了X射线晶体学研究。这些配合物的出色的光物理性质由紫外可见吸收和荧光发射光谱法确定。
• Five-membered 2,3-dioxo heterocycles: XCVIII. [4 + 2]-cycloaddition of alkyl vinyl ethers to 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones. A new synthetic approach to heteroanalogs of 13(14→8)-abeo steroids
  作者：E. E. Stepanova、Z. G. Aliev、A. N. Maslivets

  DOI：10.1134/s1070428013120105

  日期：2013.12

  3-Aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones reacted with alkyl vinyl ethers according to the [4 + 2]-cycloaddition pattern with formation of substituted (1S*,16R*)- and (1R*,16R*)-16-alkoxy-14-aryl-3,15-dioxa-10-azatetracyclo[8.7.0.0(1,13).0(4,9)]heptadeca-4,6,8,13-tetraene-2,11,12-triones. The structure of (1S*,16R*)-7-chloro-16-ethoxy-14-phenyl-3,15-dioxa-10-azatetracyclo[8.7.0.0(1,13).0(4,9)]heptadeca-4,6,8,13-tetraene-2,11,12-trione was determined by X-ray analysis. A new synthetic approach was developed to heteroanalogs of 13(14 -> 8)-abeo steroids, substituted 3,15-dioxa-10-azatetracyclo[8.7.0.0(1,13).0(4,9)]heptadecanes.
• Maslivets, A. N.; Mashevskaya, I. V.; Krasnykh, O. P., Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 12.2, p. 2056 - 2062
  作者：Maslivets, A. N.、Mashevskaya, I. V.、Krasnykh, O. P.、Shurov, S. N.、Andreichikov, Yu. S.

  DOI：——

  日期：——
• Masliwech A. N., Mashewskaja I. W., Krasnykh O. P., Shurow S. N., Andreii+, Zh. organ. khimii, 28 (1992) N 12, S 2545-2553
  作者：Masliwech A. N., Mashewskaja I. W., Krasnykh O. P., Shurow S. N., Andreii+

  DOI：——

  日期：——