6-(2,4-dimethylphenyl)-2-(4-(4-methoxyphenyl)thiazol-2-yl)-4,5-dihydropyridazin-3(2H)-one | 1476801-93-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(2,4-dimethylphenyl)-2-(4-(4-methoxyphenyl)thiazol-2-yl)-4,5-dihydropyridazin-3(2H)-one
• 英文别名: 6-(2,4-Dimethylphenyl)-2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]-4,5-dihydropyridazin-3-one；6-(2,4-dimethylphenyl)-2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]-4,5-dihydropyridazin-3-one
• CAS: 1476801-93-0
• 化学式: C₂₂H₂₁N₃O₂S
• 分子量: 391.494
• InChiKey: AUZNMPHGOSYJBZ-UHFFFAOYSA-N

物化性质

• 熔点：
  215-216 °C
• 沸点：
  571.8±60.0 °C(predicted)
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  83
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(2,4-二甲基苯甲酰基)丙酸 、 氨基硫脲 、 alpha-溴-4-甲氧基苯乙酮 在 montmorillonite KSF 作用下， 以 乙醇 为溶剂， 反应 0.9h， 以77%的产率得到6-(2,4-dimethylphenyl)-2-(4-(4-methoxyphenyl)thiazol-2-yl)-4,5-dihydropyridazin-3(2H)-one
  参考文献：
  名称：

  One-Pot Synthesis of Novel 2-(Thiazol-2-yl)-4,5-dihydropyridazin-3(2H)-one Derivatives Catalyzed by Activated KSF

  摘要：

  A series of 2-(thiazol-2-yl)-4,5-dihydropyridazin-3(2H)-one derivatives were synthesized by one-pot multicomponent cyclocondensation of ketoacid, thiosemicarbazide, and phenacyl bromide using catalytical amount of KSF in EtOH under reflux. The straightforward synthesis, presence of two important class of heterocyclic rings in the individual molecule, easy workup of the products, rapid reaction, mild conditions, and good to excellent yields are notable features of this protocol. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.801077

文献信息

• One-Pot Synthesis of Novel 2-(Thiazol-2-yl)-4,5-dihydropyridazin-3(2<i>H</i>)-one Derivatives Catalyzed by Activated KSF
  作者：Nosrat O. Mahmoodi、Niloufar Safari、Bahman Sharifzadeh

  DOI：10.1080/00397911.2013.801077

  日期：2014.1.17

  A series of 2-(thiazol-2-yl)-4,5-dihydropyridazin-3(2H)-one derivatives were synthesized by one-pot multicomponent cyclocondensation of ketoacid, thiosemicarbazide, and phenacyl bromide using catalytical amount of KSF in EtOH under reflux. The straightforward synthesis, presence of two important class of heterocyclic rings in the individual molecule, easy workup of the products, rapid reaction, mild conditions, and good to excellent yields are notable features of this protocol. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]