Patent ID: 6365738
Filing Date: 2002-04-02
Classification: C07D

Abstract:
A process for preparing a heterocycle having one or more nitrogen or oxygen heteroatoms, comprising reacting a 1,3-dihalopropene compound of the formula: wherein X is halo, R1 is H or R4 wherein R4 is H or a straight chain lower alkyl or benzyl group, and R2 and R3 are each H or a lower alkyl or benzyl group, with:(1) a compound of the formula H2Nâ€”NHR7 wherein R7 is H or an alkyl, aryl or aralkyl group having up to about 10 carbon atoms, so as to form a cyclizable intermediate; and then cyclizing said intermediate to form a corresponding pyrazole compound; (2) hydroxylamine so as to form a cyclizable intermediate, and then cyclizing said intermediate to form a corresponding oxazole compound; (3) a compound of the formula H2Nâ€”CZâ€”NH2 wherein Z is O, S or NH, so as to form a cyclizable intermediate, and then cyclizing said intermediate to form a corresponding pyrimidine; or (4) an aniline compound of the formula wherein R8, R9, R10 and R11 are each H or an alkyl, aryl or aralkyl group having up to about ten carbon atoms, so as to form a corresponding N-(3-halo-2-propenyl)aniline compound, and then cyclizing the N-(3-halo-2-propenyl)aniline compound to form a corresponding quinoline compound.