Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates
A reliable synthesis of C5-unsubstituted 1,3,4-thiadiazole-2-thiolates is described that avoids potentially explosive or laborious steps. This work presents a reliable method for preparing the starting material dithioformate from carbon disulfide and potassium or sodium tri-<i>sec</i>-bu...
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MDPI AG
2025-05-01
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| Online Access: | https://www.mdpi.com/1422-8599/2025/2/M2010 |
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| author | Sean Ray Kahnert Andreas Schmidt |
| author_facet | Sean Ray Kahnert Andreas Schmidt |
| author_sort | Sean Ray Kahnert |
| collection | DOAJ |
| description | A reliable synthesis of C5-unsubstituted 1,3,4-thiadiazole-2-thiolates is described that avoids potentially explosive or laborious steps. This work presents a reliable method for preparing the starting material dithioformate from carbon disulfide and potassium or sodium tri-<i>sec</i>-butylhydroborates for the preparation of the mesoionic title compounds with potassium hydrazinecarbodithioates. New 1,3,4-thiadiazole-2-thiolates are presented, and missing structural analysis data of known derivatives are added (1D- and 2D-NMR, HR-ESI-MS, IR). |
| format | Article |
| id | doaj-art-b1a43d0f7f844ba3a67a4dd25829d172 |
| institution | Kabale University |
| issn | 1422-8599 |
| language | English |
| publishDate | 2025-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj-art-b1a43d0f7f844ba3a67a4dd25829d1722025-08-20T03:27:35ZengMDPI AGMolbank1422-85992025-05-0120252M201010.3390/M2010Synthesis of Mesoionic 1,3,4-Thiadiazole-2-ThiolatesSean Ray Kahnert0Andreas Schmidt1Institute of Organic Chemistry, Clausthal University of Technology, Leibnizstraße 6, 38678 Clausthal-Zellerfeld, GermanyInstitute of Organic Chemistry, Clausthal University of Technology, Leibnizstraße 6, 38678 Clausthal-Zellerfeld, GermanyA reliable synthesis of C5-unsubstituted 1,3,4-thiadiazole-2-thiolates is described that avoids potentially explosive or laborious steps. This work presents a reliable method for preparing the starting material dithioformate from carbon disulfide and potassium or sodium tri-<i>sec</i>-butylhydroborates for the preparation of the mesoionic title compounds with potassium hydrazinecarbodithioates. New 1,3,4-thiadiazole-2-thiolates are presented, and missing structural analysis data of known derivatives are added (1D- and 2D-NMR, HR-ESI-MS, IR).https://www.mdpi.com/1422-8599/2025/2/M2010mesoionic compoundpotassium dithioformatepotassium methanedithioatemesomeric betainehydrazinesselectride |
| spellingShingle | Sean Ray Kahnert Andreas Schmidt Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates Molbank mesoionic compound potassium dithioformate potassium methanedithioate mesomeric betaine hydrazines selectride |
| title | Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates |
| title_full | Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates |
| title_fullStr | Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates |
| title_full_unstemmed | Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates |
| title_short | Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates |
| title_sort | synthesis of mesoionic 1 3 4 thiadiazole 2 thiolates |
| topic | mesoionic compound potassium dithioformate potassium methanedithioate mesomeric betaine hydrazines selectride |
| url | https://www.mdpi.com/1422-8599/2025/2/M2010 |
| work_keys_str_mv | AT seanraykahnert synthesisofmesoionic134thiadiazole2thiolates AT andreasschmidt synthesisofmesoionic134thiadiazole2thiolates |