N-methyl-N-phenyl-2-p-tolyl-5H-chromeno[2,3-d]pyrimidin-4-amine | 1430823-00-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-methyl-N-phenyl-2-p-tolyl-5H-chromeno[2,3-d]pyrimidin-4-amine
• 英文别名: N-methyl-2-(4-methylphenyl)-N-phenyl-5H-chromeno[2,3-d]pyrimidin-4-amine
• CAS: 1430823-00-9
• 化学式: C₂₅H₂₁N₃O
• 分子量: 379.461
• InChiKey: SWYZGYWFOUQRQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-cyano-2-iminocoumarin 、 对甲基苯甲醛 、 N-甲基苯胺 在 copper(l) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以80%的产率得到N-methyl-N-phenyl-2-p-tolyl-5H-chromeno[2,3-d]pyrimidin-4-amine
  参考文献：
  名称：

  Novel Approaches for the Synthesis of a Library of Fluorescent Chromenopyrimidine Derivatives

  摘要：

  A library of some new fluorescent chromenopyrimidine derivatives has been synthesized by new approaches. Water-promoted and one-pot reaction can produce new dialkylylamino)-5H-chromeno[2,3-d]pyrimidin-2-yl) phenols. These compounds can also be produced using domino reaction. Two parallel methods are compared. Novel N-alkyl-N-phenyl-5H-chromeno [2,3-d] -pyrimidin-4-amines and 4-alkoxy-5H-chromeno[2, 3-d]pyrimidines are synthesized by Lewis-acid catalyzed reactions. The fluorescence emission intensity of the four compounds from each of libraries after excitation in 290 nm is measured. Compound 2-(4,5-bis(N-methyl-N-phenylamino)-5H-chromeno[2,3-d]pyrimidin-2-yl)phenol was isolated as a byproduct. The details of an interesting exchangeable intramolecular H-bonding of two of the new compounds are reported by X-ray analysis data.

  DOI：

  10.1021/co300141j

文献信息

• Novel Approaches for the Synthesis of a Library of Fluorescent Chromenopyrimidine Derivatives
  作者：Afsaneh Zonouzi、Fatemeh Hosseinzadeh、Nastaran Karimi、Roghieh Mirzazadeh、Seik Weng Ng

  DOI：10.1021/co300141j

  日期：2013.5.13

  A library of some new fluorescent chromenopyrimidine derivatives has been synthesized by new approaches. Water-promoted and one-pot reaction can produce new dialkylylamino)-5H-chromeno[2,3-d]pyrimidin-2-yl) phenols. These compounds can also be produced using domino reaction. Two parallel methods are compared. Novel N-alkyl-N-phenyl-5H-chromeno [2,3-d] -pyrimidin-4-amines and 4-alkoxy-5H-chromeno[2, 3-d]pyrimidines are synthesized by Lewis-acid catalyzed reactions. The fluorescence emission intensity of the four compounds from each of libraries after excitation in 290 nm is measured. Compound 2-(4,5-bis(N-methyl-N-phenylamino)-5H-chromeno[2,3-d]pyrimidin-2-yl)phenol was isolated as a byproduct. The details of an interesting exchangeable intramolecular H-bonding of two of the new compounds are reported by X-ray analysis data.