Process for the preparation of...

C - Chemistry – Metallurgy – 07 – C

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C07C 317/14 (2006.01) C07C 303/22 (2006.01) C07C 313/04 (2006.01) C07C 315/00 (2006.01)

Patent

CA 2104116

Process for the preparation of 4-alkylsulfonyl-1- alkyl-2-chlorobenzenes and like compounds. A process for the preparation of 4-alkyl(C1-C4)- sulfonyl-1-alkyl-2-chlorobenzenes, in very good yields and with high selectivity by selectively chlorinating a p-alkyl-benzenesulfonyl chloride with gaseous chlorine in the presence of a chlorine carrier at 50°C to 100°C to give a compound of the formula (see formula I) in which R1 is an alkyl(C1-C4) group, subsequently reducing the latter in an aqueous medium at a pH of 8 to 10 with alkali metal sulfate or alkali metal hydrogen sulfite, preferably sodium hydrogen sulfite or sodium sulfite, at 40 to 90°C to give a compound of the formula (see formula II) in which T represents an alkali metal, and reacting the latter with alkyl(C1-C4) chloride in the presence of an acid binder at 80 to 150°C, and also compounds of the last mentioned formula which, instead of the -SO2Na group contain she -SO2X group (X = hydrogen atom or alkali metal atom).

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