Synthesis of 5‐aryl‐3‐carbazoyl‐1,3,4‐oxadiazol‐2(3 H )‐one. Derivatives and their ring transformation into 5‐benzamido‐1,2,4‐triazolidine‐3,5‐dione derivatives | Zendy

Milcent René | Zendy; Barbier Géo | Zendy; Tzirenstchikow Tatiana | Zendy; Lebreton Luc | Zendy

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Synthesis of 5‐aryl‐3‐carbazoyl‐1,3,4‐oxadiazol‐2(3 H )‐one. Derivatives and their ring transformation into 5‐benzamido‐1,2,4‐triazolidine‐3,5‐dione derivatives

Author(s) -

Milcent René,

Barbier Géo,

Tzirenstchikow Tatiana,

Lebreton Luc

Publication year - 1989

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570260141

Subject(s) - chemistry , ring (chemistry) , aryl , transformation (genetics) , hydrolysis , stereochemistry , medicinal chemistry , organic chemistry , alkyl , biochemistry , gene

Some 5‐aryl‐3‐carbazoyl‐1,3,4‐oxadiazol‐2(3 H )‐one derivatives 6 and 9 have been synthesized in two ways. The expected thermal ring transformation into 2,5‐disubstituted 1,3,4‐oxadiazoles did not occur but, by acid hydrolysis of 5‐aryl‐3‐[3‐benzylidene‐2‐methyl(or phenyl)carbazoyl]‐1,3,4‐oxadiazol‐2(3 H )‐ones 6 , a new ring transformation took place and the corresponding 4‐benzamido‐1‐methyl(or phenyl)‐1,2,4‐triazolidine‐3,5‐dione derivatives 11 were formed. The 4‐amino‐1‐phenyl‐1,2,4‐triazolidine‐3,5‐dione ( 19 ) has been prepared and its structure was confirmed by some reactions.

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