Patent ID: 6320059
Filing Date: 2001-11-20
Classification: C07D

Abstract:
A process for the preparation of a 2-aryl-5-(perfluoroalkyl)pyrrole compound having the formula I ##STR42##whereinW is hydrogen or C.sub.m F.sub.2m+1 ;Y is CN, NO.sub.2 or CO.sub.2 R;R is C.sub.1 -C.sub.4 alkyl;m and n are each independently an integer of 1, 2, 3, 4, 5, 6, 7 or 8;A is ##STR43##or ##STR44##L is hydrogen or halogen;M and Q are each independently hydrogen, halogen, CN, NO.sub.2, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 haloalkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.1 -C.sub.4 haloalkylsulfonyl, or when M and Q are on adjacent positions they may be taken together with the carbon atoms to which they are attached to form a ring in which MQ represents the structure --OCH.sub.2 O--, --OCF.sub.2 O-- or --CH.dbd.CH--CH.dbd.CH--;R.sub.1, R.sub.2 and R3 are each independently hydrogen, halogen, NO.sub.2 or CHO, or R.sub.2 and R.sub.3 may be taken together with the atoms to which they are attached to form a ring in which R.sub.2 R.sub.3 is represented by the structure ##STR45##R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are each independently hydrogen, halogen, CN or NO.sub.2 ; andX is O or S,which process comprises reacting an N-[1-chloro-1-(perfluoroalkyl)methyl]arylimidoyl chloride compound having the formula II ##STR46##wherein A and n are as described above, with a dieneophile compound or a substituted haloethane compound, and a base, in the presence of a solvent, the dieneophile compound having the formula III and the substituted haloethane compound having the formula VI ##STR47##wherein W and Y are as described above, and Z is Cl, Br or I.