Synthesis of new imidazo[1,2-a]pyrazolo[4,3-e]pyrimidin-4(6H)-one derivatives by iodocyclization of 6-alkenyl(alkynyl)-aminopyrazolo[3,4-d]pyrimidin-4(5H)-ones
6-Allyl(diallyl, prop-2-yn-1-yl)amino-1-R-pyrazolo[3,4- d ]pyrimidin-4(5 H )-ones reacted with iodine to give angularly fused 8-iodomethyl-7,8-dihydro-1-R-imidazo[1,2- a ]pyrazolo[4,3- e ]pyrimidin-4(6 H )-ones which were treated with sodium acetate to obtain 8-methylidene-1-R-7,8-dihydroimidazo[1,2...
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Veröffentlicht in: | Russian journal of organic chemistry 2011-07, Vol.47 (7), p.1066-1073 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 6-Allyl(diallyl, prop-2-yn-1-yl)amino-1-R-pyrazolo[3,4-
d
]pyrimidin-4(5
H
)-ones reacted with iodine to give angularly fused 8-iodomethyl-7,8-dihydro-1-R-imidazo[1,2-
a
]pyrazolo[4,3-
e
]pyrimidin-4(6
H
)-ones which were treated with sodium acetate to obtain 8-methylidene-1-R-7,8-dihydroimidazo[1,2-
a
]pyrazolo-[4,3-
e
]pyrimidin-4(6
H
)-ones as a result of elimination of hydrogen iodide. 8-Methylidene-1-R-7,8-dihydroimidazo[1,2-
a
]pyrazolo[4,3-
e
]pyrimidin-4(6
H
)-ones were converted into 8-methyl-1-R-imidazo[1,2-
a
]pyrazolo-[4,3-
e
]pyrimidin-4(5
H
)-ones on heating to the melting point. 8-Methylidene-1-phenyl-7,8-dihydroimidazo-[1,2-
a
]pyrazolo[4,3-
e
]pyrimidin-4(6
H
)-one underwent isomerization into linearly fused 6-methyl-1-phenyl-1,8-dihydro-4
H
-imidazo[1,2-
a
]pyrazolo[3,4-
d
]pyrimidin-4-one on heating in sulfuric acid. |
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ISSN: | 1070-4280 1608-3393 |
DOI: | 10.1134/S1070428011070165 |