On the preparation of substituted 4 H‐  1,3,4‐thiadiazolo[2,3‐ c ]‐1,2,4‐triazin‐4‐ones and 1,2,4‐triazolo[3,4‐ b ]‐1,3,4‐thiadiazoles | Zendy

Coppo Frank T. | Zendy; Fawzi Maged M. | Zendy

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On the preparation of substituted 4 H‐ 1,3,4‐thiadiazolo[2,3‐ c ]‐1,2,4‐triazin‐4‐ones and 1,2,4‐triazolo[3,4‐ b ]‐1,3,4‐thiadiazoles

Author(s) -

Coppo Frank T.,

Fawzi Maged M.

Publication year - 1997

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.5570340443

Subject(s) - chemistry , trifluoromethyl , thiourea , isothiocyanate , acetonitrile , benzamide , medicinal chemistry , triazole , bicyclic molecule , phenyl isothiocyanate , stereochemistry , organic chemistry , alkyl

The reaction of benzoyl isothiocyanates and methoxycarbonyl isothiocyanate with 4‐amino‐4,5‐dihydro‐3‐(methylthio)‐1,2,4‐triazin‐5‐ones in acetonitrile gave several substituted 4 H ‐1,3,4‐thiadiazolo[2,3‐ c ]‐1,2,4‐triazin‐4‐ones VIa‐h instead of the expected thioureas. In addition, benzoyl isothiocyanate reacted with 4‐amino‐3‐(methylthio)‐5‐(trifluoromethyl)‐4 H ‐1,2,4‐triazole to give the benzoyl thiourea IX and with 4‐amino‐3‐mercapto‐5‐(trifluoromethyl)‐4 H ‐1,2,4‐triazole to give the bicyclic compound N ‐[3‐(trifluoromethyl)‐1,2,4‐triazolo[3,4‐b]‐1,3,4‐thiadiazol‐6‐yl]benzamide IX .

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