SELENIUM HETEROCYCLES XXXX [I] SYNTHESES OF 4- (2-PYRAZINYL) - 1, 2, 3: SELENADIAZOLE AND 4- (2-PYRAZILYL)' - l,2,3- THIADIAZOLE

Reaction of thionyl chloride with 2-acetyl-1- benzenesulfonylpyrrole semicarbazone (6 c) gave 4 - (1- benzenesulfonyl-2 - pyrrolyl) - 1, 2, 3 -thiadiazole (lc). Selenium dioxide oxidation of 2-acetylpyrazine semicarbazone (10) in acetic acid afforded 4- (2-pyrazinyl) - 1, 2, 3- selenadiazole (4). Re...

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Format: Article
Language:English
Published: University of Tehran 1990-08-01
Series:Journal of Sciences, Islamic Republic of Iran
Online Access:https://jsciences.ut.ac.ir/article_31458_c7d458f9f0f3847a0a9fa94b154fb689.pdf
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description Reaction of thionyl chloride with 2-acetyl-1- benzenesulfonylpyrrole semicarbazone (6 c) gave 4 - (1- benzenesulfonyl-2 - pyrrolyl) - 1, 2, 3 -thiadiazole (lc). Selenium dioxide oxidation of 2-acetylpyrazine semicarbazone (10) in acetic acid afforded 4- (2-pyrazinyl) - 1, 2, 3- selenadiazole (4). Reaction of thionyl chloride with compound 10 gave 4- (2-pyrazinyl) - 1, 2, 3- thiadiazole (3). Base catalized decomposition of 4 afforded the cis-fulvene 13. Similarly, reaction of 3 with a base gave the corresponding cis-fulvene 11. Heating compounds 11 or 13 gave respectively the corresponding trans isomers 12 or 14.
format Article
id doaj-art-049f6abb64474d8bb6ffdb95cd18f6ed
institution Kabale University
issn 1016-1104
2345-6914
language English
publishDate 1990-08-01
publisher University of Tehran
record_format Article
series Journal of Sciences, Islamic Republic of Iran
spelling doaj-art-049f6abb64474d8bb6ffdb95cd18f6ed2025-08-20T03:53:51ZengUniversity of TehranJournal of Sciences, Islamic Republic of Iran1016-11042345-69141990-08-011431458SELENIUM HETEROCYCLES XXXX [I] SYNTHESES OF 4- (2-PYRAZINYL) - 1, 2, 3: SELENADIAZOLE AND 4- (2-PYRAZILYL)' - l,2,3- THIADIAZOLEReaction of thionyl chloride with 2-acetyl-1- benzenesulfonylpyrrole semicarbazone (6 c) gave 4 - (1- benzenesulfonyl-2 - pyrrolyl) - 1, 2, 3 -thiadiazole (lc). Selenium dioxide oxidation of 2-acetylpyrazine semicarbazone (10) in acetic acid afforded 4- (2-pyrazinyl) - 1, 2, 3- selenadiazole (4). Reaction of thionyl chloride with compound 10 gave 4- (2-pyrazinyl) - 1, 2, 3- thiadiazole (3). Base catalized decomposition of 4 afforded the cis-fulvene 13. Similarly, reaction of 3 with a base gave the corresponding cis-fulvene 11. Heating compounds 11 or 13 gave respectively the corresponding trans isomers 12 or 14.https://jsciences.ut.ac.ir/article_31458_c7d458f9f0f3847a0a9fa94b154fb689.pdf
spellingShingle SELENIUM HETEROCYCLES XXXX [I] SYNTHESES OF 4- (2-PYRAZINYL) - 1, 2, 3: SELENADIAZOLE AND 4- (2-PYRAZILYL)' - l,2,3- THIADIAZOLE
Journal of Sciences, Islamic Republic of Iran
title SELENIUM HETEROCYCLES XXXX [I] SYNTHESES OF 4- (2-PYRAZINYL) - 1, 2, 3: SELENADIAZOLE AND 4- (2-PYRAZILYL)' - l,2,3- THIADIAZOLE
title_full SELENIUM HETEROCYCLES XXXX [I] SYNTHESES OF 4- (2-PYRAZINYL) - 1, 2, 3: SELENADIAZOLE AND 4- (2-PYRAZILYL)' - l,2,3- THIADIAZOLE
title_fullStr SELENIUM HETEROCYCLES XXXX [I] SYNTHESES OF 4- (2-PYRAZINYL) - 1, 2, 3: SELENADIAZOLE AND 4- (2-PYRAZILYL)' - l,2,3- THIADIAZOLE
title_full_unstemmed SELENIUM HETEROCYCLES XXXX [I] SYNTHESES OF 4- (2-PYRAZINYL) - 1, 2, 3: SELENADIAZOLE AND 4- (2-PYRAZILYL)' - l,2,3- THIADIAZOLE
title_short SELENIUM HETEROCYCLES XXXX [I] SYNTHESES OF 4- (2-PYRAZINYL) - 1, 2, 3: SELENADIAZOLE AND 4- (2-PYRAZILYL)' - l,2,3- THIADIAZOLE
title_sort selenium heterocycles xxxx i syntheses of 4 2 pyrazinyl 1 2 3 selenadiazole and 4 2 pyrazilyl l 2 3 thiadiazole
url https://jsciences.ut.ac.ir/article_31458_c7d458f9f0f3847a0a9fa94b154fb689.pdf