Cyclization Reactions of β,γ‐Unsaturated Derivatives of Carbonic Acid. III. Mass Spectrometric Fragmentation of Some Oxazolidine‐2‐ones, Thiazolidine‐2‐ones, and Thiazolidine‐2‐thiones

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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Cyclisierungsreaktionen β, γ‐ungesättigter Kohlensäurederivate. IV [1]. Synthese von N‐substituierten Thiazolidin‐2‐onen und 2‐Alkoxy‐2‐thiazolinen aus β,γ‐ungesättigten Thiocarbamidsäureestern

Mühlstädt

Widera

1981

J. Prakt. Chem.

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Cyclization Reactions of β,γ‐Unsaturated Derivatives of Carbonic Acid. VI. Mass Spectrometric Distinction of N‐Substituted Thiazolidine‐2‐ones, Oxazolidine‐2‐ones and Thiazolidine‐2‐thiones of the Isomeric O‐ or S‐Substituted 2‐Thiazolines and 2‐Oxazolines

1982

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Folgeprodukte aus Sulfonamiden. VI. Darstellung und Cyclisierung von N‐Allyl‐N′‐arylsulfonyl‐thioharnstoffen

Hans

Dehne

1985

J. Prakt. Chem.

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Consecutive Products of Sulphonamides. VI. Synthesis and Cyclization of N‐Allyl‐N′‐arylsulphonyl‐thioureas N‐Allyl‐N′‐arylsulphonyl‐thioureas 3a–e are synthesized by addition reaction of substituted arensulphonamides 2a–e and allylisothiocyanate 1. The thioureas 3a–e react with hydrogen bromide in acetic acid or bromine in chloroform to 2‐(arylsulphonylimino)‐5‐methyl‐(or bromomethyl)thiazolidines 8a‐j. The mechanism of reaction and the structures are discussed by means of i.r., m.s. and 1H‐n.m.r. data.

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Cyclization Reactions of β,γ‐Unsaturated Derivatives of Carbonic Acid. III. Mass Spectrometric Fragmentation of Some Oxazolidine‐2‐ones, Thiazolidine‐2‐ones, and Thiazolidine‐2‐thiones

Cited by 3 publications

References 6 publications

Cyclisierungsreaktionen β, γ‐ungesättigter Kohlensäurederivate. IV [1]. Synthese von N‐substituierten Thiazolidin‐2‐onen und 2‐Alkoxy‐2‐thiazolinen aus β,γ‐ungesättigten Thiocarbamidsäureestern

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. VI. Mass Spectrometric Distinction of N‐Substituted Thiazolidine‐2‐ones, Oxazolidine‐2‐ones and Thiazolidine‐2‐thiones of the Isomeric O‐ or S‐Substituted 2‐Thiazolines and 2‐Oxazolines

Folgeprodukte aus Sulfonamiden. VI. Darstellung und Cyclisierung von N‐Allyl‐N′‐arylsulfonyl‐thioharnstoffen

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