ethyl 5-(2,6-dimethylmorpholino)-1,2,3-thiadiazole-4-carboxylate | 370590-44-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: ethyl 5-(2,6-dimethylmorpholino)-1,2,3-thiadiazole-4-carboxylate
• 英文别名: Ethyl 5-(2,6-dimethylmorpholin-4-yl)-1,2,3-thiadiazole-4-carboxylate；ethyl 5-(2,6-dimethylmorpholin-4-yl)thiadiazole-4-carboxylate
• CAS: 370590-44-6
• 化学式: C₁₁H₁₇N₃O₃S
• 分子量: 271.34
• InChiKey: BXBRWFPCSZHABJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  92.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 5-(2,6-dimethylmorpholino)-1,2,3-thiadiazole-4-carboxylate 在 manganese(IV) oxide 、 sodium tetrahydroborate 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 6.0h， 生成 {N-[4-(2,6-dimethylmorpholino)thiocarbonyl-1,2,3-triazol-1-yl]carbamoyl}-N-methyldiazoacetamide
  参考文献：
  名称：

  摘要：

  The method for the synthesis of 5-(2,6-dimethylmorpholino)-1,2,3-thiadiazole-4-carbaldehyde was proposed. Its reaction with sodium 1-amino-4-(N-methyl)carbamoyl- 1,2,3-triazol-5-olate proceeds through a tandem of the Cornforth rearrangements. The initially formed azomethine isomerizes into sodium 4'-(2,6-dimethylmorpholino)thiocarbonyl-4-(N-methyl)carbamoyl- 1,1'-bis[1,2,3]triazolyl-5-olate, which then rearranges to give sodium 4-{N-{4-(2,6-dimethylmorpholinothiocarbonyl)-1,2,3-triazol-1-yl]carbamoyl}-1-methyl-1,2,3-triazol-5-olate.

  DOI：

  10.1023/a:1009582402351
• 作为产物：
  描述：

  2,6-二甲基吗啉 、 5-氯-1,2,3-噻二唑-4-羧酸乙酯 以 乙醇 为溶剂， 反应 0.5h， 以85%的产率得到ethyl 5-(2,6-dimethylmorpholino)-1,2,3-thiadiazole-4-carboxylate
  参考文献：
  名称：

  摘要：

  The method for the synthesis of 5-(2,6-dimethylmorpholino)-1,2,3-thiadiazole-4-carbaldehyde was proposed. Its reaction with sodium 1-amino-4-(N-methyl)carbamoyl- 1,2,3-triazol-5-olate proceeds through a tandem of the Cornforth rearrangements. The initially formed azomethine isomerizes into sodium 4'-(2,6-dimethylmorpholino)thiocarbonyl-4-(N-methyl)carbamoyl- 1,1'-bis[1,2,3]triazolyl-5-olate, which then rearranges to give sodium 4-{N-{4-(2,6-dimethylmorpholinothiocarbonyl)-1,2,3-triazol-1-yl]carbamoyl}-1-methyl-1,2,3-triazol-5-olate.

  DOI：

  10.1023/a:1009582402351

文献信息

• Reactions of 5-dialkylamino-1,2,3-thiadiazole-4-carbaldehydes with amines as a method for the synthesis of 1,2,3-triazole-4-carbothioamides
  作者：T. V. Glukhareva、Yu. Yu. Morzherin、L. V. Dyudya、K. V. Malysheva、A. V. Tkachev、A. Padva、V. A. Bakulev

  DOI：10.1023/b:rucb.0000042292.19119.3d

  日期：2004.6

  A method for the synthesis of previously inaccessible 5-dialkylamino-substituted 1,2,3-thiadiazole-4-carbaldehydes was developed. Ring transformation in these compounds induced by primary aliphatic and aromatic amines, hydroxylamines, and N-substituted hydrazines resulted in the synthesis of a broad range of 1,2,3-triazole-4-carbothioamide.