abstract |
A process for the preparation of benzo[b]thiophenes of the general formula I ##STR1## in which R 1 , R 2 , R 3 , R 4 independently denote hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkyl, nitro, cyano, halo, C 1 -C 4 alkylcarbonyl, benzoyl, C 1 -C 4 alkylcarbonylamino, benzoylamino,N-(C 1 -C 4 alkyl)phenylamino, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkylsulfonyl, phenylsulfonyl, aminosulfonyl, aminocarbonyl, C 1 -C 4 phenylalkyl and nitrobenzyl or R 1 +R 2 or R 2 +R 3 or R 3 +R 4 denote a butadienediyl chain optionally substituted by R 1 to R 4 , in which n a) thiophenols of the general formula II ##STR2## in which the substituents R 1 to R 4 have the aforementioned meanings, are reacted with chloroacetaldehyde at a temperature ranging from 0° to 150° C. and n b) the resulting (arylthio)acetaldehydes of the general formula III ##STR3## in which the substituents R 1 to R 4 have the aforementioned meanings, are cyclized by passing them into polyphosphoric acid or a mixture of phosphoric acid and phosphorus pentoxide at a temperature ranging from 100° to 300° C. and a pressure ranging from 0.001 to 1 bar. |