当前位置: X-MOL 学术Chem. Data Collect. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Design and synthesis of novel substituted 3-(2-(1,3,4-thiadiazol-2-ylamino)acetyl)-2H-selenopyrano[2,3-b]quinolin-2-ones
Chemical Data Collections Pub Date : 2021-07-06 , DOI: 10.1016/j.cdc.2021.100748
B.P. Nandeshwarappa 1 , Sandeep Chandrashekharappa 2, 3 , Raghu Ningegowda 4
Affiliation  

A simple and efficient method has been developed for construction of 3-(2-(1,3,4-thiadiazol-2-ylamino)acetyl)-2H-selenopyrano[2,3-b]quinolin-2-ones (3a–f). The 3-acetyl-2H-selenopyrano[2,3-b]quinolin-2-ones (1a–f) on bromination with glacial acetic acid offered 3-(2-bromoacetyl)-2H-selenopyrano[2,3-b]quinolin-2-ones (2a–f), these intermediates undergoes coupling with 1,3,4-thiadiazol-2-amine in the presence of potassium carbonate in dimethylformamide to get the title compounds. The present methodology provides an attractive approach to various substituted 3-acetyl-2H-selenopyrano[2,3-b]quinolin-2-ones ring with the 1,3,4-thiadiazol-2-amine heterocycle in one condensed molecule in moderate to good yields with favorable functional group tolerance, which has the advantages of operation simplicity, readily available starting materials, scale-up synthesis.



中文翻译:

新型取代3-(2-(1,3,4-thidiazol-2-ylamino)acetyl)-2H-硒基吡喃并[2,3-b]喹啉-2-酮的设计与合成

一种简单且有效的方法已被开发用于3-施工(2-(1,3,4-噻二唑-2-基氨基)乙酰基)-2- ħ -selenopyrano [2,3- b ]喹啉-2-酮(3A -f)。3-乙酰基-2 H-硒吡喃并[2,3 - b ]喹啉-2-酮(1a-f)用冰醋酸溴化得到3-(2-溴乙酰基)-2 H-硒吡喃并[2,3- b ]quinolin-2-ones (2a–f),这些中间体在碳酸钾的存在下在二甲基甲酰胺中与 1,3,4-噻二唑-2-胺偶联,得到标题化合物。本方法为各种取代的 3-乙酰基-2 H提供了一种有吸引力的方法-硒吡喃并[2,3 - b ]喹啉-2-酮环与1,3,4-噻二唑-2-胺杂环在一个缩合分子中,产率中等至良好,具有良好的官能团耐受性,具有操作优势简单,易得的起始材料,放大合成。

更新日期:2021-07-18
down
wechat
bug