ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Synthesis of 4-Aminopyrimidines from 1,2,4-Oxadiazoles, I. A Novel General Method for the Preparation of 4-Aminoquinazolines and their Hetero AnaloguesCatalytic hydrogenation of 3-(2-aminoaryl)-1,2,4-oxadiazoles (9, 12, 15, 18, 21) to 2-amino-N-acylarenecarboxamidines (10, 13, 16, 19, 22) followed by dehydration gave condensed 4-aminopyrimidines (11, 14, 17, 20, 23), while the corresponding secondary amines (24) afforded 1,2-disubstituted 4-iminoquinazolines (26). Reduction and dehydration of 3-[2-(acylamino)phenyl]-1,2,4-oxadiazoles (28) provided, via a somewhat different pathway, 4-(acylamino)quinazolines (31).
Notes:
Katalytische Hydrierung von 3-(2-Aminoaryl)-1,2,4-oxadiazolen (9, 12, 15, 18, 21) zu 2-Amino-N-acylarencarboxamidinen (10, 13, 16, 19, 22) und nachfolgende Dehydratisierung ergab kondensierte 4-Aminopyrimidine (11, 14, 17, 20, 23), während die entsprechenden sekundären Amine (24) zu 1,2-disubstituierten 4-Iminochinazolinen (26) führten. Reduktion und Dehydratisierung der 3-[2-(Acylamino)phenyl]-1,2,4-oxadiazole 28 lieferte auf einem von dem vorangehenden teilweise verschiedenen Reaktionsweg die 4-(Acylamino)chinazoline 31.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19841171104
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