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 |
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| Language: | English |
| Published: |
University of Tehran
1990-08-01
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| 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 |