New one step synthesis of crown compounds containing a 1,3,4-thiadiazole moiety
✍ Scribed by Fouad Bentiss; Mounim Lebrini; Michel Lagrenée
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2004
- Tongue
- English
- Weight
- 106 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
New macrocyclic polyether compounds containing a 2,5‐bis(2‐hydroxyphenyl)‐1,3,4‐thiadiazole moiety have been prepared by a nucleophilic substitution reaction involving ethylene or polyethylene glycol ditosylate and a bisphenol, the 2,5‐bis(2‐hydroxyphenyl)‐1,3,4‐thiadiazole, with solid anhydrous carbonate as a base. The structures of the macrocycles obtained were firmly established by ^1^H and ^13^C nmr spectroscopy and their mass spectra.
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## Abstract magnified image The syntheses of new macrocyclic compounds are described. The 2,5‐bis(hydroxyphenyl)‐1,3,4‐thiadiazole reacts with allyl bromide to give the corresponding allyloxy derivative. The allyl is used to functionalize the ortho position by means of a Claisen rearrangement unde
## Abstract magnified image New macrocyclic polyether compounds containing a 2,5‐bis(2‐hydroxyphenyl)‐1,3,4‐oxadiazole moiety are quickly prepared by a nucleophilic substitution reaction involving ethylene glycol ditosylate or polyethylene glycol ditosylate and a biphenol, the 2,5‐bis(2‐hydroxyphe