Cyclisierungsreaktionen β, γ‐ungesättigter Kohlensäurederivate. IV [1]. Synthese von N‐substituierten Thiazolidin‐2‐onen und 2‐Alkoxy‐2‐thiazolinen aus β,γ‐ungesättigten Thiocarbamidsäureestern
Cyclization Reactions of β,γ‐Unsaturated Derivatives of Carbonic Acid. IV. Synthesis of N‐Substituted Thiazolidine‐2‐ones and 2‐Alkoxy‐2‐thiazolines from β,γ‐Unsaturated Thiocarbamic Acid Esters The reaction between N‐substituted β,γ‐unsaturated thiourethans and dry hydrogen chloride or bromine occu...
| Published in: | Journal für Praktische Chemie |
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| Main Authors: | , |
| Format: | Article in Journal/Newspaper |
| Language: | English |
| Published: |
Wiley
1981
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| Subjects: | |
| Online Access: | http://dx.doi.org/10.1002/prac.19813230312 http://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19813230312 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19813230312 https://onlinelibrary.wiley.com/doi/pdf/10.1002/prac.19813230312 |
| Summary: | Cyclization Reactions of β,γ‐Unsaturated Derivatives of Carbonic Acid. IV. Synthesis of N‐Substituted Thiazolidine‐2‐ones and 2‐Alkoxy‐2‐thiazolines from β,γ‐Unsaturated Thiocarbamic Acid Esters The reaction between N‐substituted β,γ‐unsaturated thiourethans and dry hydrogen chloride or bromine occurs in methylene chloride at room temperature. The thiourethans 1 a–4 a react with hydrogen chloride to give mixtures of corresponding 2‐alkoxy‐2‐thiazolines 6–9 and the thiazolidine‐2‐one 11 a . A useful synthetic route to N‐substituted thiazolidine‐2‐ones 11 is demonstrated by the reaction of N,N‐disubstituted β,γ‐unsaturated thiourethans with hydrogen chloride and bromine. The i.r. and H‐n.m.r.‐data of the compounds are described. |
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