5-吗啉-4-基噻二唑-4-甲醛 | 313486-43-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 5-吗啉-4-基噻二唑-4-甲醛
• 英文名称: 5-morpholino-1,2,3-thiadiazole-4-carbaldehyde
• 英文别名: 1,2,3-Thiadiazole-4-carboxaldehyde, 5-(4-morpholinyl)-；5-morpholin-4-ylthiadiazole-4-carbaldehyde
• CAS: 313486-43-0
• 化学式: C₇H₉N₃O₂S
• mdl: MFCD06242323
• 分子量: 199.233
• InChiKey: JMXIUYBDNJOFQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  83.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-吗啉-4-基噻二唑-4-甲醛 在 羟胺 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以89%的产率得到(1-Hydroxytriazol-4-yl)-morpholin-4-ylmethanethione
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1023/b:rucb.0000042292.19119.3d
• 作为产物：
  描述：

  (5-吗啉代-1,2,3-噻二唑-4-基)甲醇 在 manganese(IV) oxide 作用下， 以 氯仿 为溶剂， 反应 4.0h， 生成 5-吗啉-4-基噻二唑-4-甲醛
  参考文献：
  名称：

  A convenient approach to synthesis of 1,2,3-triazole-4-carbothioamides

  摘要：

  DOI：

  10.1007/bf02290863

文献信息

• 3-(4-Thiocarbamoyl-1,2,3-triazol-1-yl)benzo-15-crown-5: synthesis and properties
  作者：P. E. Prokhorova、T. V. Glukhareva、L. V. Dyudya、E. A. Alekseeva、Yu. Yu. Morzherin

  DOI：10.1007/s11172-010-0177-1

  日期：2010.4

  A reaction of 1,2,3-thiadiazole-4-carbaldehyde with 3-aminobenzo-15-crown-5 involves the Cornforth rearrangement of the 1,2,3-thiadiazole ring, which leads to 1,2,3-triazole-4-carbothioamide containing the benzocrown ether substituent in position 1 of the triazole ring. Reversible formation of the isomeric thiadiazole occurs in aprotic nonpolar solvents such as deuterated chloroform. These compounds

  1,2,3-噻二唑-4-甲醛与 3-氨基苯并-15-冠-5 的反应涉及 1,2,3-噻二唑环的 Cornforth 重排，这导致 1,2,3-三唑-在三唑环的 1 位含有苯并冠醚取代基的 4-硫代碳酰胺。异构噻二唑的可逆形成发生在非质子非极性溶剂如氘代氯仿中。这些化合物适用于从水相中提取 α-氨基酸。
• A new ring transformation of 1,2,3-thiadiazoles into furan-2-carbothioamides
  作者：Polina E. Kropotina、Lyudmila V. Dyudya、Tatiana V. Glukhareva、Yury Yu. Morzherin、Vasiliy A. Bakulev、Kristof Van Hecke、Luc Van Meervelt、Wim Dehaen

  DOI：10.1070/mc2006v016n02abeh002309

  日期：2006.1

  2-(5-Amino-1,2,3-thiadiazol-4-ylmethylene)malonates transform into furans containing thioamide groups.
• 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.
• A convenient approach to synthesis of 1,2,3-triazole-4-carbothioamides
  作者：T. V. Glukhareva、Yu. Yu. Morzherin、V. S. Mokrushin、A. V. Tkachev、V. A. Bakulev

  DOI：10.1007/bf02290863

  日期：2000.5