Patent ID: 6201127
Filing Date: 2001-03-13
Classification: C07C,C07D

Abstract:
A process for preparing a compound of the formula I ##STR9##wherein:Ar is (i) phenyl, (ii) phenyl substituted with from one to three substituents independently selected from C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 alkylthio, trifluoromethyl, C.sub.1 -C.sub.4 alkylphenyl, phenyl, F, Cl, hydroxy, phenoxy, C.sub.1 -C.sub.4 alkyloxyphenyl, thiophenyl, C.sub.1 -C.sub.4 alkylthiophenyl, N(R.sup.4).sub.2 where each R.sup.4 is independently C.sub.1 -C.sub.6 alkyl or (iii) 1- or 2-napthyl;R.sup.1 is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 alkylphenyl, phenyl or phenyl-substituted with one or two substituents independently selected from Cl, F, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, trifluoromethyl, --N(C.sub.1 -C.sub.4 alkyl).sub.2 or C.sub.1 -C.sub.4 alkylthio;R.sup.2 is H, C.sub.1 -C.sub.6 alkyl, benzyl or .alpha.-methylbenzyl; andR.sup.3 is (i) H, (ii) C.sub.1 -C.sub.6 alkyl, (iii) phenyl, (iv) phenyl substituted with from one to three substituents independently selected from C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 alkylthio, trifluoromethyl, C.sub.1 -C.sub.4 alkylphenyl, phenyl, F, Cl, hydroxy, phenoxy, C.sub.1 -C.sub.4 alkyloxyphenyl, thiophenyl, C.sub.1 -C.sub.4 alkylthiophenyl, N(R.sup.4).sub.2 where each R.sup.4 is independently C.sub.1 -C.sub.6 alkyl or (v) 1- or 2-napthyl;which comprises reacting a compound of the formula III ##STR10##wherein:Ar, R.sup.1 and R.sup.2 are as defined above, andX is S, NH, or O; with an aldehyde of the formula ##STR11##where R.sup.3 is (i) H, (ii) C.sub.1 -C.sub.6 alkyl, (iii) phenyl, (iv) phenyl substituted with from one to three substituents independently selected from C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 alkylthio, trifluoromethyl, C.sub.1 -C.sub.4 alkylphenyl, phenyl, F, Cl, hydroxy, phenoxy, C.sub.1 -C.sub.4 alkyloxyphenyl, thiophenyl, C.sub.1 -C.sub.4 alkylthiophenyl, N(R.sup.4).sub.2 where each R.sup.4 is independently C.sub.1 -C.sub.6 alkyl or (v) 1- or 2-napthyl;wherein said reaction is conducted in the presence of an amine of the formula H.sub.2 NR.sup.6 where R.sup.6 is H, C.sub.1 -C.sub.6 alkyl, benzyl or .alpha.-methylbenzyl.