2-amino-4-(2-bromophenyl)-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-4H-chromene-3-carbonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-4-(2-bromophenyl)-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-4H-chromene-3-carbonitrile
• 英文别名: 2-amino-4-(2-bromophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile；2-amino-4-(3-bromophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile；2-amino-3-cyano-4-(2-bromophenyl)-7,7-dimethyl-5-oxo-4H-5,6,7,8-tetrahydrobenzo[b]pyran；2-amino-4-(2-bromophenyl)-7,7-dimethyl-5-oxo-6,8-dihydro-4H-chromene-3-carbonitrile
• 化学式: C₁₈H₁₇BrN₂O₂
• 分子量: 373.249
• InChiKey: HLQVRBNRPRSKBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-[(2-溴苯基)亚甲基]丙二腈 、 5,5-二甲基-1,3-环己二酮 在 silica gel 作用下， 反应 0.03h， 以92%的产率得到2-amino-4-(2-bromophenyl)-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-4H-chromene-3-carbonitrile
  参考文献：
  名称：

  A CONVENIENT SYNTHESIS OF 2-AMINO-5,6,7,8-TETRAHYDRO-5-OXO- 4-ARYL-7,7-DIMETHYL-4H-BENZO-[b]-PYRAN-3-CARBONITRILE UNDER MICROWAVE IRRADIATION

  摘要：

  A series of 2-amino-5,6,7,8-tetrahydro-5-oxo-4-aryl-7,7-dimethyl-4H-benzo-[b]-pyran-3-carbonitrile were synthesized by reaction of benzylidenemalononitrile derivatives and 5,5dimethyl-1,3-cyclo-hexanedione under microwave irradiation without catalyst and solvent free.

  DOI：

  10.1081/scc-120005420

文献信息

• Magnetic core–shell titanium dioxide nanoparticles as an efficient catalyst for domino Knoevenagel–Michael-cyclocondensation reaction of malononitrile, various aldehydes and dimedone
  作者：Ardeshir Khazaei、Fatemeh Gholami、Vahid Khakyzadeh、Ahmad Reza Moosavi-Zare、Javad Afsar

  DOI：10.1039/c4ra16300a

  日期：——

  Magnetic core–shell titanium dioxide nanoparticles (Fe3O4@SiO2@TiO2) were efficiently used for the preparation of tetrahydrobenzo[b]pyran derivatives via a one-pot three component condensation reaction of various aldehydes, dimedone and malononitrile at 100 °C under solvent-free conditions. The catalyst was synthesized and characterized by several techniques including X-ray diffraction (XRD), transmission

  磁性核-壳二氧化钛纳米颗粒（Fe 3 O 4 @SiO 2 @TiO 2）可通过各种浓度的醛，二甲酮和丙二腈的一锅三组分缩合反应有效地用于制备四氢苯并[ b ]吡喃衍生物。无溶剂条件下的℃。通过几种技术合成并表征了催化剂，包括X射线衍射（XRD），透射电子显微镜（TEM），场发射扫描电子显微镜（FESEM）和能量色散X射线光谱（EDX）。
• Silica-supported Phosphomolybdic Acid-catalyzed Efficient Synthesis of 1,8-Dioxooctahydroxanthene and Tetrahydrochromene Derivatives
  作者：Biswanath Das、Martha Krishnaiah、Keetha Laxminarayana、Kongara Damodar、Duddukuri Nandan Kumar

  DOI：10.1246/cl.2008.1000

  日期：2008.9.5

  Silica-supported phosphomolybdic acid was found to be an efficient heterogeneous catalyst for the synthesis of 1,8-dioxooctahydroxanthenes from aldehydes and dimedone and of tetrahydrochromenes fro...

  发现二氧化硅负载的磷钼酸是一种有效的多相催化剂，可用于从醛和二甲酮合成 1,8-二氧代辛基羟基氧杂蒽以及从...
• A facile and efficient synthesis of 2-amino-3-cyano-4H-chromenes and tetrahydrobenzo[b]pyrans using 2,2,2-trifluoroethanol as a metal-free and reusable medium
  作者：Samad Khaksar、Ahmad Rouhollahpour、Saeed Mohammadzadeh Talesh

  DOI：10.1016/j.jfluchem.2012.05.014

  日期：2012.9

  A highly efficient one-pot three-component regioselective synthesis of 2-amino-3-cyano-4H-chromene and tetrahydrobenzo[b]pyran derivatives has been developed by annulation of aldehydes, malononitrile, and resorcinol or dimedone under reflux conditions in 2,2,2-trifluoroethanol without the use of a catalyst or any other additive.

  通过在回流条件下2醛，丙二腈和间苯二酚或二甲酮的环化反应，已经开发出了一种高效的一锅三组分区域选择性合成2-氨基-3-氰基-4 H-色烯和四氢苯并[ b ]吡喃衍生物的方法。 ，2,2-三氟乙醇，不使用催化剂或任何其他添加剂。
• Efficient synthesis of 2-amino-3-cyano-4H-pyran derivatives via a non-catalytic one-pot three-component reaction
  作者：Cheng-Wei Lü、Jia-Jing Wang、Fei Li、Shi-Jun Yu、Yue An

  DOI：10.1007/s11164-017-3151-9

  日期：2018.2

  Abstract A convenient one-pot multi-component strategy was conducted successfully under catalyst-free conditions employing water and PEG-400 as the efficient and cheap promoting medium. Three types and nearly 50 2-amino-3-cyano-4H-pyran annulated derivatives were synthesized in good to excellent yields by the condensation of a series of aromatic aldehydes with malononitrile and different 1,3-dicarbonyl

  摘要 在无催化剂的条件下，使用水和PEG-400作为高效廉价的促进介质，成功地成功实施了一种方便的单锅多组分策略。通过一系列芳香醛与丙二腈和不同的1,3-二羰基化合物的缩合反应，合成了三种类型的近50种2-氨基-3-氰基-4H-吡喃环化的衍生物，收率良好。宽的底物范围，系统的表征，消除的催化剂，简短的反应时间和简单的纯化程序是该方法的最佳优点。 图形概要
• Magnetized melamine‐modified polyacrylonitrile (PAN@melamine/Fe ₃ O ₄ ) organometallic nanomaterial: Preparation, characterization, and application as a multifunctional catalyst in the synthesis of bioactive dihydropyrano [2,3‐c]pyrazole and 2‐amino‐3‐cyano 4H‐pyran derivatives
  作者：Fereshte Hassanzadeh‐Afruzi、Haniyeh Dogari、Farhad Esmailzadeh、Ali Maleki

  DOI：10.1002/aoc.6363

  日期：2021.10

  the fabricated nanocomposite was used as a heterogeneous catalyst in two multicomponent reactions (MCRs) for the synthesis of biologically active dihydropyrano[2,3-c]pyrazole and 2-amino-3-cyano 4H-pyran derivatives. The corresponding products were obtained in excellent yields without a complicated work-up process. Besides, the prepared nanocatalyst could be recycled and reused at least five consecutive

  通过三个主要步骤制备了一种高效的磁性聚合物基纳米材料，包括聚丙烯腈 (PAN) 的合成、用三聚氰胺改性 PAN 以及通过原位构建 Fe 3 O 4 MNP对 PAN@三聚氰胺化合物进行磁化。新型PAN@三聚氰胺/Fe 3 O 4有机金属纳米复合材料通过傅里叶变换红外 (FT-IR) 光谱、能量色散 X 射线 (EDX) 光谱、热重分析 (TGA)、场发射扫描电子显微镜 (FESEM)、透射电子显微镜 (TEM) 等各种技术得到了很好的表征。 )、X 射线衍射 (XRD) 图案和振动样品磁强计 (VSM) 曲线。随后，制备的纳米复合材料在两个多组分反应 (MCR) 中用作多相催化剂，用于合成具有生物活性的二氢吡喃并 [2,3-c] 吡唑和 2-氨基-3-氰基 4H-吡喃衍生物。无需复杂的后处理过程即可以优异的产率获得相应的产品。除了，