Studies on the synthesis and interconversion of isomeric triazolotheinopyrimidines. Part II. Effect of 5‐substituents on the dimroth rearrangement of 1,2,4‐triazolo[4,3‐ c ]thieno[3,2‐ e ]pyrimidines | Zendy

Shishoo C. J. | Zendy; Devani M. B. | Zendy; Ullas G. V. | Zendy; Ananthan S. | Zendy; Bhadti V. S. | Zendy

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Studies on the synthesis and interconversion of isomeric triazolotheinopyrimidines. Part II. Effect of 5‐substituents on the dimroth rearrangement of 1,2,4‐triazolo[4,3‐ c ]thieno[3,2‐ e ]pyrimidines

Author(s) -

Shishoo C. J.,

Devani M. B.,

Ullas G. V.,

Ananthan S.,

Bhadti V. S.

Publication year - 1985

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.5570220344

Subject(s) - chemistry , isomerization , triethyl orthoformate , formic acid , pyrimidine , medicinal chemistry , stereochemistry , organic chemistry , catalysis

The triazolothienopyrimidines obtained by the cyclization of 4‐hydrazino‐2‐phenylthieno[2,3‐ d ]pyrimidines with triethyl orthoformate or formic acid presumed to be the triazolo[2,3‐ c ] isomers are now assigned the 5‐phenyl‐1,2,4‐triazolo[4,3‐ c ]thieno[3,2‐ e ]pyrimidine structure. While these [4,3‐ c ]triazoles resist isomerization under acidic conditions, they undergo isomerization to 5‐phenyl‐1,2,4‐triazolo[2,3‐ e ]thieno[3,2‐ e ]pyrimidines under basic conditions.

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