SYNTHESIS OF N-ACETYL-N'-ARYL(HETERYL)UREAS FROM N-(1-HYDROXYIMINO-2-OXOPROPYL)PYRIDINIUM CHLORIDE
N-Acetyl-N'-aryl(heteryl)ureas were synthesized by reaction of N-(1-hydroxyimino-2-oxopropyl)pyridinium chloride with amines.The use of amines on a silica support considerably increases the yield of acetylureas.
Poplavskaya, I. A.,Aubakirova, G. B.,Kurmangalieva, R. G.
p. 425 - 431
(2007/10/03)
Central Nervous System Active Compounds. XIV On the Cyclization of N-Acyl-N'-arylureas
The cyclization of N-acyl-N'-arylureas in polyphosphoric acid has been reinvestigated.The product is not only the 4-substituted quinazolin-2(1H)-one as reported, but also contains the 2-acylaniline in major proportions.Two minor products have also been isolated.At 80 deg, an intermediate has been detected, the properties of which are consistent with it being the corresponding 2-acylphenylurea.Acyl ureas with strongly electron-withdrawing acyl groups from major amount of the corresponding anilide by the formal loss of cyanic acid.The application of this reaction tothe synthesis of quinazolinylphthalides has been investigated.
Heinicke, Grant,Hung, Tran V.,Prager, Rolf H.,Ward, A. David
p. 831 - 844
(2007/10/02)
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