Reaction of 2-Aryl-4-Cyano-1,3-Oxazole-5-Sulfonyl Chlorides With 5-Amino-1H-Pyrazoles and 5-Amino-1H-1,2,4-Triazole
The reaction of 2-aryl-4-cyano-1,3-oxazole-5-sulfonyl chlorides with 5-amino-3-R-1 H -pyrazoles and 5-amino-1 H -1,2,4-triazole gave 5-[(3-R-5-amino-1 H -pyrazol-1-yl)sulfonyl]-2-aryl-1,3-oxazole-4-carbo- nitriles and 5-[(5-amino-1 H -1,2,4-triazol-1-yl)sulfonyl]-2-aryl-1,3-oxazole-4-carbonitriles....
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Veröffentlicht in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2014-04, Vol.50 (1), p.76-86 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
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Zusammenfassung: | The reaction of 2-aryl-4-cyano-1,3-oxazole-5-sulfonyl chlorides with 5-amino-3-R-1
H
-pyrazoles and 5-amino-1
H
-1,2,4-triazole gave 5-[(3-R-5-amino-1
H
-pyrazol-1-yl)sulfonyl]-2-aryl-1,3-oxazole-4-carbo- nitriles and 5-[(5-amino-1
H
-1,2,4-triazol-1-yl)sulfonyl]-2-aryl-1,3-oxazole-4-carbonitriles. The action of sodium hydride on these carbonitriles leads to the elimination of sulfur dioxide and cyclocondensation to give new heterocyclic systems, namely, [1,3]oxazolo[5,4-
d
]pyrazolo[1,5-
a
]-pyrimidine and [1,3]oxazolo[5,4-
d
][1,2,4]triazolo[1,5-
a
]pyrimidine. |
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ISSN: | 0009-3122 1573-8353 |
DOI: | 10.1007/s10593-014-1450-2 |