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Synthesis of 4‐Aminopyrimidines from 1,2,4‐Oxadiazoles, III A Novel Type of Formation of Olefins from Amines
Author(s) -
Korbonits Dezsö,
Simon Kálmán,
Kolonits Pál
Publication year - 1991
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19911240119
Subject(s) - chemistry , isoquinoline , methylene , medicinal chemistry , stereochemistry
On heating at 100°C, 1,2,3,4‐tetrahydro‐6,7‐dialkoxy‐1‐[(acylamidino)methylene]isoquinolines ( 5 ) are transformed into 4‐substituted 6,7‐dihydro‐9,10‐dialkoxy‐2 H ‐pyrimido[6,1‐α]isoquinoline‐2‐imines ( 6 ), while at 140°C they undergo a novel prototropic rearrangement via 6 to give 4‐amino‐6‐(4,5‐dialkoxy‐2‐vinylphenyl)‐2‐phenylpyrimidines ( 7 ). The structure of 7a has been determined by X‐ray analysis.
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