4-{1-[4-(dimethylamino)phenyl]methylidene}-3-phenyl-5-isoxazolone

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-{1-[4-(dimethylamino)phenyl]methylidene}-3-phenyl-5-isoxazolone
• 英文别名: 4-(4-dimethylaminophenyl)methylidene-3-phenylisoxazol-5-one；4-(4-(Dimethylamino)benzylidene)-3-phenylisoxazol-5(4h)-one；4-[[4-(dimethylamino)phenyl]methylidene]-3-phenyl-1,2-oxazol-5-one
• 化学式: C₁₈H₁₆N₂O₂
• mdl: MFCD00501323
• 分子量: 292.337
• InChiKey: XRODPPRFVJSLBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯甲酰乙酸乙酯 在 三乙烯二胺 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 0.05h， 生成 4-{1-[4-(dimethylamino)phenyl]methylidene}-3-phenyl-5-isoxazolone
  参考文献：
  名称：

  Fast and Efficient Synthesis of 4-Arylidene-3-phenylisoxazol-5-ones

  摘要：

  报道了在回流乙醇中，通过羟胺、乙基苯甲酰乙酸酯和芳香醛的三组分反应，在DABCO存在下，方便且易于合成4-芳基亚甲基-3-苯基异噁唑-5-酮。

  DOI：

  10.1155/2012/562138

文献信息

• Facile and expedient synthesis of α,β-unsaturated isoxazol-5(4H)-ones under mild conditions
  作者：Fatemeh Ghorbani、Hamzeh Kiyani、Seied Ali Pourmousavi

  DOI：10.1007/s11164-019-03999-7

  日期：2020.1

  three-component cyclocondensation of aryl/heteroaryl aldehydes, hydroxylamine hydrochloride, and β -ketoesters toward the synthesis of α , β -unsaturated isoxazol-5(4 H )-ones under green conditions. The reaction yielded the corresponding heterocycles at room temperature in relatively shorter reaction times. It merits mentioning that the mild conditions allow the synthesis of several α , β -unsaturated isoxazol-5(4

  摘要 发现芳基/杂芳基醛，羟胺盐酸盐和 β- 酮酸酯的三组分环缩合反应可催化 纳米SiO 2 -H 2 SO 4合成 α ， β- 不饱和异恶唑-5（4 H ）-在绿色条件下。该反应在室温下以相对较短的反应时间产生相应的杂环。值得一提的是，温和的条件允许合成几种 α ， β- 不饱和异恶唑-5（4 H ）-使用此方法的人。在这项研究中，还合成并表征了一些新的异恶唑酮衍生物。它高效，清洁，简单，安全且生态友好。这种简单的方法具有成本效益，并且不需要制备反应物。在不使用能量源（例如热，超声波和微波辐射）的情况下进行三组分环化。 图形摘要
• The convenient synthesis of 4-arylmethylidene-4,5- dihydro-3-phenylisoxazol-5-ones
  作者：Keyume Ablajan、Hainimu Xiamuxi

  DOI：10.1016/j.cclet.2010.09.023

  日期：2011.2

  Abstract 4-Arylmethylidene-4,5-dihydro-3-phenylisoxazol-5-ones were synthesized by the convenient three-component reaction of ethyl benzoylacetate, hydroxylamine and aromatic aldehydes in the presence of pyridine. The target compounds were also obtained by the reaction between 3-phenylisoxazol-5-one and aromatic aldehydes at 105 °C under solvent free condition. Yields of products depended considerably

  摘要在吡啶存在下，通过苯甲酰乙酸乙酯，羟胺和芳香醛的三组分反应，合成了4-芳基亚甲基-4,5-二氢-3-苯基异恶唑-5-酮。还通过在无溶剂条件下于105°C下3-苯基异恶唑-5-酮与芳族醛之间的反应获得目标化合物。产品的产率在很大程度上取决于所用的醛。
• One-pot green synthesis of isoxazol-5(4H)-one derivatives by Dowex1-x8OH in water
  作者：Davood Setamdideh

  DOI：10.2298/jsc160202050s

  日期：——

  4-arylmethylidene-3-methylisoxazol-5(4H)-ones and 4-arylmethyl-idene-3-phenylisoxazol-5(4H)-ones have been synthesized in the one-pot three-component synthesis in the presence of Dowex1-x8OH as catalyst in water. The products have been obtained in high yields (90-95%) and proper reaction times (1-5 hours). This method has eco-friendly profile and operational simplicity.

  4-芳基亚甲基-3-甲基异恶唑-5(4H)-酮和 和 4-芳基亚甲基-3-苯基异恶唑-5(4H)-酮的合成。 在 Dowex1-x8OH 作为催化剂的存在下，在水中以一锅三组份合成法合成了 4-芳基亚甲基-3-苯基异恶唑-5(4H)-酮类化合物。 在水中合成。产品的产率高（90-95%），反应时间短（1-5 小时）。 反应时间（1-5 小时）。该方法具有生态友好和操作简便的特点。 操作简单。
• Protective sheet, image display device, spectacle lens, and spectacles
  申请人：FUJIFILM CORPORATION

  公开号：US10808130B2

  公开（公告）日：2020-10-20

  Provided are a protective sheet and a spectacle lens including at least one dye selected from the group consisting of a dye represented by Formula (1) and a dye represented by Formula (2), and application thereof. In Formula (1), R71 to R74 each independently represent a hydrogen atom, an alkyl group, an alkoxy group, or the like. In Formula (2), R21 represents an alkyl group, an aryl group, a heterocyclic group, or the like, R22 represents a hydrogen atom, a halogen atom, an alkyl group, or the like, and at least one of R21 or R22 is an alkyl group having 4 or more carbon atoms. n represents 0 or 1, and m represents an integer of 1 to 5.

  本发明提供了一种保护片和眼镜片，包括至少一种选自由式（1）表示的染料和式（2）表示的染料组成的组的染料及其应用。在式 (1) 中，R71 至 R74 各自独立地代表氢原子、烷基、烷氧基或类似基团。在式 (2) 中，R21 代表烷基、芳基、杂环基等，R22 代表氢原子、卤素原子、烷基等，且 R21 或 R22 中至少有一个是具有 4 个或更多碳原子的烷基，n 代表 0 或 1，m 代表 1 至 5 的整数。
• Nano Fe₂O₃, Clinoptilolite and H₃PW₁₂O₄₀as Efficient Catalysts for Solvent-Free Synthesis of 5(4<i>H</i>)-Isoxazolone under Microwave Irradiation Conditions
  作者：Samieh Fozooni、Nasrin Gholam Hosseinzadeh、Hooshang Hamidian、Mohammad Reza Akhgar

  DOI：10.5935/0103-5053.20130211

  日期：——

  A quick and solvent-free approach involving the exposure of neat reactants to microwave irradiation in conjunction with the use of clinoptilolite, H3PW12O40 and Fe2O3 nanoparticle catalysts is described. In this work, condensation of hydroxylamine hydrochloride, sodium acetate, acetoacetic or benzoyl acetic ethyl ester and appropriate aldehydes by employing catalysts gave 5(4H)-isoxazolone only in one step. Catalyst amount, temperature effects and catalysts reusability were monitored. Among the catalysts, Fe2O3 nanoparticles had better performance than other catalysts from viewpoint of yield and reaction time. The present protocol offers several advantages, such as short reaction time, reasonable yield, mild reaction condition and recycling catalysts with a very easy workup.

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