1-[5-[(2,4-Dichlorophenoxy)methyl]-1,3,4-thiadiazol-2-yl]-3-(2-oxochromen-3-yl)urea | 1240040-99-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 1-[5-[(2,4-Dichlorophenoxy)methyl]-1,3,4-thiadiazol-2-yl]-3-(2-oxochromen-3-yl)urea
• CAS: 1240040-99-6
• 化学式: C₁₉H₁₂Cl₂N₄O₄S
• 分子量: 463.301
• InChiKey: DVPUCWISEIUMRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-(2,4-dichloro-phenoxymethyl)-[1,3,4]thiadiazol-2-ylamine 、 3-Isocyanato-cumarin 以 甲苯 为溶剂， 反应 0.43h， 以75%的产率得到1-[5-[(2,4-Dichlorophenoxy)methyl]-1,3,4-thiadiazol-2-yl]-3-(2-oxochromen-3-yl)urea
  参考文献：
  名称：

  Synthesis of Unsymmetrical Ureas with Coumarin and Thiadiazole Ring Under Microwave Irradiation

  摘要：

  A series of coumarin-3-yl substituted unsymmetrical ureas were synthesized by the reaction of 3-coumarin isocyanate, which was prepared from 3-coumarinyl azide by Curtius rearrangement, with various aromatic amines, 2-amino-5-phenyl-1,3,4-thiadiazole, and 2-amino-5-aryloxymethylene-1,3,4-thiadiazoles under microwave irradiation. Compared to conventional methods, this synthesis has the advantages of mild reaction conditions, easy handling, and high yields. The products have been characterized by analytical and spectral (IR and 1H NMR) data.

  DOI：

  10.1080/10426500903036022

文献信息

• Synthesis of Unsymmetrical Ureas with Coumarin and Thiadiazole Ring Under Microwave Irradiation
  作者：Lan-Qin Chai、Hong-Song Zhang、Wen-Kui Dong、Yan-Ling Zhao

  DOI：10.1080/10426500903036022

  日期：2010.6.30

  A series of coumarin-3-yl substituted unsymmetrical ureas were synthesized by the reaction of 3-coumarin isocyanate, which was prepared from 3-coumarinyl azide by Curtius rearrangement, with various aromatic amines, 2-amino-5-phenyl-1,3,4-thiadiazole, and 2-amino-5-aryloxymethylene-1,3,4-thiadiazoles under microwave irradiation. Compared to conventional methods, this synthesis has the advantages of mild reaction conditions, easy handling, and high yields. The products have been characterized by analytical and spectral (IR and 1H NMR) data.