N ‐(1,3‐Thiazol‐5(4 H )‐yliden)amine aus 1,3‐dipolaren Cycloadditionen von Aziden mit 1,3‐Thiazol‐5(4 H )‐thionen | Zendy

Pekcan Sare | Zendy; Heimgartner Heinz | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

N ‐(1,3‐Thiazol‐5(4 H )‐yliden)amine aus 1,3‐dipolaren Cycloadditionen von Aziden mit 1,3‐Thiazol‐5(4 H )‐thionen

Author(s) -

Pekcan Sare,

Heimgartner Heinz

Publication year - 1988

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19880710713

Subject(s) - chemistry , thiazole , cycloaddition , medicinal chemistry , adduct , yield (engineering) , amine gas treating , toluene , azide , stereochemistry , organic chemistry , catalysis , materials science , metallurgy

N ‐(1,3‐Thiazol‐5(4 H )‐ylidene)amines via 1,3‐Dipolar Cycloaddition of Azides and 1,3‐Thiazol‐5(4 H )‐thiones Organic azides 5 and 4,4‐dimethyl‐2‐phenyl‐1,3‐thiazol‐5(4 H )‐thione ( 2 ) in toluene at 90° react to give the corresponding N ‐(1,3‐thiazol‐5(4 H )‐ylidene)amines (= 1,3‐thiazol‐5(4 H )‐imines) 6 in good yield ( Table ). A reaction mechanism for the formation of these scarcely investigated thiazole derivatives is formulated in Scheme 3: 1,3‐Dipolar azide cycloaddition onto the CS group of 2 leads to the 1:1 adduct C . Successive elimination of N 2 and S yields 6 , probably via an intermediate thiaziridine E .

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research