N-[5-(3,5-dimethylphenyl)-1,3,4-thiadiazol-2-yl]-1-(4-methoxyphenyl)methanimine | 921756-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[5-(3,5-dimethylphenyl)-1,3,4-thiadiazol-2-yl]-1-(4-methoxyphenyl)methanimine
• CAS: 921756-50-5
• 化学式: C₁₈H₁₇N₃OS
• 分子量: 323.418
• InChiKey: LMZNFDUYKZJXHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  47.37
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  二乙基亚磷酸氢酯 、 N-[5-(3,5-dimethylphenyl)-1,3,4-thiadiazol-2-yl]-1-(4-methoxyphenyl)methanimine 反应 0.17h， 以83%的产率得到N-[diethoxyphosphoryl-(4-methoxyphenyl)methyl]-5-(3,5-dimethylphenyl)-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Microwave-Assisted Synthesis of Propesticides 1,3,4-Thiadiazole Aminophosphonates

  摘要：

  [image omitted] A novel and easy synthetic route to diethyl (5-substituted phenyl-1,3,4-thiadiazol-2-ylamino) (substituted phenyl) methylphosphonates has been achieved by the reaction of substituted benzylidene-5-(substituted phenyl)-1,3,4-thiadiazol-2-amines and diethyl phosphite under microwave irradiation. These 1,3,4-thiadiazole aminophosphonates were identified by infrared, 1H NMR, and elemental analyses. The target compounds were obtained in better yields (71-89%) and shorter time (10min) than with conventional heating.

  DOI：

  10.1080/00397911003707030
• 作为产物：
  描述：

  3,5-二甲基苯甲酸 在 三氯氧磷 作用下， 以 甲苯 为溶剂， 生成 N-[5-(3,5-dimethylphenyl)-1,3,4-thiadiazol-2-yl]-1-(4-methoxyphenyl)methanimine
  参考文献：
  名称：

  Microwave-Assisted Synthesis of Propesticides 1,3,4-Thiadiazole Aminophosphonates

  摘要：

  [image omitted] A novel and easy synthetic route to diethyl (5-substituted phenyl-1,3,4-thiadiazol-2-ylamino) (substituted phenyl) methylphosphonates has been achieved by the reaction of substituted benzylidene-5-(substituted phenyl)-1,3,4-thiadiazol-2-amines and diethyl phosphite under microwave irradiation. These 1,3,4-thiadiazole aminophosphonates were identified by infrared, 1H NMR, and elemental analyses. The target compounds were obtained in better yields (71-89%) and shorter time (10min) than with conventional heating.

  DOI：

  10.1080/00397911003707030

文献信息

• One pot synthesis of 1,3,4-thiadiazole thiazolidinone derivatives
  作者：Peng Wang、Rong Wan、Fen Han、Yao Wang

  DOI：10.3184/030823409x12559727242438

  日期：2009.11

  One pot synthesis of 2-(substitutedphenyl)-3-[5-(substitutedphenyl)-1,3,4-thiadiazol-2-yl]thiazolidin-4-one was developed by the reaction of 1,3,4-thiadiazole, substituted benzaldehyde and mercaptoacetic acid. These compounds were identified by IR, ¹H NMR, elemental analyses and 2-(4-methoxyphenyl)-3-[5-(3-methylphenyl)-1,3,4-thiadiazol-2-yl]thiazolidin-4-one was confirmed by single-crystal X-ray diffraction.

  通过 1,3,4-噻二唑、取代苯甲醛和巯基乙酸的反应，一锅合成了 2-(取代苯基)-3-[5-(取代苯基)-1,3,4-噻二唑-2-基]噻唑烷-4-酮。通过红外光谱、1H NMR 和元素分析鉴定了这些化合物，并通过单晶 X 射线衍射确认了 2-(4-甲氧基苯基)-3-[5-(3-甲基苯基)-1,3,4-噻二唑-2-基]噻唑烷-4-酮。