{"title":"Intramolecular Heterocyclization of Quinolyl-Substituted Carbothioamides to Functionalized 2,4-Dihydro-3H-1,2,4-triazoles and -1,3,4-thiadiazoles","authors":"I. L. Aleksanyan, L. P. Hambardzumyan","doi":"10.1134/s107042802406006x","DOIUrl":null,"url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>A simple and economical approach has been proposed for the transformation of 2-(quinolylpropanoyl)-<i>N</i>-phenylhydrazine-1-carbothioamide into 4-methyl-3-[2-(4-phenyl-5-sulfanylidene-4,5-dihydro-1<i>H</i>-1,2,4-triazol-3-yl)ethyl]quinolin-2(1<i>H</i>)-ones and 3-[2-(5-anilino-1,3,4-thiadiazol-2-yl)ethyl] 4-methylquinolin-2(1<i>H</i>)-ones by heterocyclization in the presence of aqueous sodium hydroxide and concentrated sulfuric acid, respectively. The reactions are economically efficient, and the target products are formed in high yields (85–98%) under mild conditions without using expensive catalysts and column chromatography for their isolation.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8000,"publicationDate":"2024-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1134/s107042802406006x","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A simple and economical approach has been proposed for the transformation of 2-(quinolylpropanoyl)-N-phenylhydrazine-1-carbothioamide into 4-methyl-3-[2-(4-phenyl-5-sulfanylidene-4,5-dihydro-1H-1,2,4-triazol-3-yl)ethyl]quinolin-2(1H)-ones and 3-[2-(5-anilino-1,3,4-thiadiazol-2-yl)ethyl] 4-methylquinolin-2(1H)-ones by heterocyclization in the presence of aqueous sodium hydroxide and concentrated sulfuric acid, respectively. The reactions are economically efficient, and the target products are formed in high yields (85–98%) under mild conditions without using expensive catalysts and column chromatography for their isolation.
期刊介绍：
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
