Verfahren zur Herstellung von neuen 1-Arylperchlor-2-azaalkenen-(2)

The invention comprises compounds of formula Ar-CCl2-N = C(Cl)R1 and a method of making them by chlorinating at between 10 DEG and 220 DEG C. imidochlorides of formula R2-CH2-N = C(Cl)R3 or their hydrochlorides. In the formulae, Ar is optionally substituted carbocyclic aryl, R1 is Cl, perchloroalkyl or optionally substituted carbocyclic aryl and R3 is H, perchloroalkyl or optionally substituted carbocyclic aryl, at least one of R2 and R3 being aryl. Examples describe the preparation of compounds wherein Ar is phenyl and R1 is Cl from N-benzylformimidochloride hydrochloride or N-methylbenzimidochloride; Ar is phenyl and R1 is CCl3 from N-benzyltrichloroacetamidochlorid or N-ethylbenzimidochloride; Ar is 4-chlorophenyl, and R1 is Cl from N-(4-chlorobenzyl)-formimidochloride hydrochloride or N-methyl - 4 - chlorobenzimidochloride; Ar is 2-chlorophenyl and R1 is Cl from N-methyl-2-chlorobenzimidochloride; Ar is 4-chlorophenyl and R1 is CCl3 from N-ethyl-4-chlorobenzimido chloride; Ar is 2-chlorophenyl and R1 is CCl3 from N-ethyl-2-chlorobenzimidochloride; Ar is 3,4-dichlorophenyl and R1 is Cl from N-(3,4-dichlorobenzyl) - formimidochloride hydrochloride; Ar is 3-trifluoromethylphenyl and R1 is Cl from N-methyl-3-(trifluoromethyl)-benzimidochloride. Starting materials N-(3,4-dichloro or 4-chlorobenzyl) formamidochloride hydrochlorides were obtained by reacting with thionyl chloride N-(3,4-dichloro- or 4-chloro-benzyl) formamides.