2-Amino-4-(2-chloro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid methyl ester

• 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-chloro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid methyl ester
• 英文别名: methyl 2-amino-4-(2-chlorophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate；methyl 2-amino-4-(2-chlorophenyl)-7,7-dimethyl-5-oxo-6,8-dihydro-4H-chromene-3-carboxylate
• 化学式: C₁₉H₂₀ClNO₄
• 分子量: 361.825
• InChiKey: HMMRCLFTVFPXLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 methyl 3-(2-chlorophenyl)-2-cyanoacrylate 在 aluminum oxide 、 potassium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到2-Amino-4-(2-chloro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid methyl ester
  参考文献：
  名称：

  A Convenient Synthesis of 5-Oxo-5,6,7,8-tetrahydro-4H-benzo-[b]-pyran Derivatives Catalyzed by KF-Alumina

  摘要：

  A series of 5-oxo-5,6,7,8-tetrahydro-4H-benzo-[b]-pyran derivatives were prepared by the reaction of arylmethylidenemalononitriles or 2-cyano-3-aryl-1-acrylate with 5,5-dimethyl- 1, 3-cyclohexanedione (dimedone) in DMF at room temperature catalyzed by KF-alumina. The structure of the product was confirmed by X-ray analysis.

  DOI：

  10.1081/scc-120015567

文献信息

• One‐Pot Synthesis of 2‐Amino‐4‐aryl‐3‐carbalkoxy‐7,7‐dimethyl‐5,6,7,8‐tetrahydrobenzo[<i>b</i>]pyran Derivatives Catalyzed by KF/Basic Al₂O₃Under Ultrasound Irradiation
  作者：Ji‐Tai Li、Wen‐Zhi Xu、Li‐Chao Yang、Tong‐Shuang Li

  DOI：10.1081/scc-200043233

  日期：2004.1

  Synthesis of 2-amino-4-aryl-3-carbalkoxy-7,7-dimethyl-5-oxo-5,6,7,8-tertrahydrobenzo[b]pyran derivatives was carried out in 81-98% yields by one-pot condensation of aromatic aldehydes with cyanoacetic esters and 5,5-dimethyl-1,3-cyclohexanedione catalyzed by KF/basic Al2O3 at room temperature under ultrasound irradiation.
• Diammonium Hydrogen Phosphate: An Efficient and Versatile Catalyst for the One‐Pot Synthesis of Tetrahydrobenzo[<i>b</i>]pyran Derivatives in Aqueous Media
  作者：Saeed Balalaie、Morteza Bararjanian、Masoumeh Sheikh‐Ahmadi、Shohreh Hekmat、Peyman Salehi

  DOI：10.1080/00397910701196579

  日期：2007.4.1

  Diammonium hydrogen phosphate was used as a mild, efficient, neutral, and cheap catalyst for the synthesis of various 4H-benzo[b]pyran derivatives via a one-pot, three-component condensation of aromatic aldehydes, active methylene compounds, and dimedone in aqueous media.