On the Reaction of Thiazole-2,4-diamines with Isothiocyanates – Preparation and Transformation of 2,4-Diaminothiazole-5-carbothioamides
✍ Scribed by Cornelia Hahnemann; Horst Hartmann
- Publisher
- John Wiley and Sons
- Year
- 2003
- Tongue
- German
- Weight
- 253 KB
- Volume
- 86
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
In the reaction of thiazole‐2,4‐diamines 8 with isothiocyanates 1, 2,4‐diaminothiazole‐5‐carbothioamides 9, 10, 18, and 19 as well as thiazolo[4,5‐d]pyrimidine‐7(6__H__)‐thiones 21 were formed. The carbothioamides 9, 10, and 18 were transformed by reaction with different types of monofunctional and bifunctional electrophiles into hitherto unknown acceptor‐substituted 4,4′‐([2,5′‐bithiazole]‐2′,4′‐diyl)bis[morpholines] 24 and 29, the 2′,4′‐bis(dialkylamino)[2,5′‐bithiazol]‐4‐(5__H__)‐ones 30, and the 4‐substituted 2′,4′‐bis(dialkylamino)‐2,5′‐bithiazoles 31. From 30 and 31 new 4‐mono‐ or 4,5‐disubstituted 2′,4′‐bis(dialkylamino)‐2,5′‐bithiazoles 34, 35, 38, and 39 as well as 5‐substituted 2′,4′‐bis(dialkylamino)[2,5′‐bithiazol]‐4(5__H__)‐ones 33, 36, and 37 were prepared.
📜 SIMILAR VOLUMES
In previous studies, we have reported that 4-alkyl-5-arylimino-l,2,3,4-thiatriazolines (e.g. 1) react with isothiocyanates to give thiadiazolidines and/or