C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 317/14 (2006.01) C07C 313/04 (2006.01) C07C 315/00 (2006.01) C07C 317/44 (2006.01)
Patent
CA 2120419
Abstract of the disclosure 4-Alkyl-3-chlorobenzenesulfinic acids, 4-alkyl-3-chloro- benzenesulfonylcarboxylic acids, 4-alkyl-3-chloroalkyl- sulfonylbenzenes and preparation thereof Process for preparing 4-alkyl-3-chloroalkylsulfonyl- benzenes of the formula (1) Image (1) in which R1 and R2 are identical or different and are each (C1-C4)-alkyl, by chlorinating a p-alkylbenzene- sulfonyl chloride of the formula (2) Image (2) in which R1 is as defined above, with at least 1 mol of chlorine in the presence of a chlorine transferrer at temperatures from about 50 to about 100°C to form a compound of the formula (3) Image (3) in which R1 is as defined above, subsequently reducing this compound in aqueous medium with sodium sulfite or bisulfite at temperatures from about 40 to about 90°C to form a compound of the formula (4) Image (4) in which R1 is as defined above, condensing this compound with an .alpha.-halocarboxylic acid of the formula (5) Image (5) in which R is hydrogen or (C1-C3)-alkyl and X is bromine or chlorine, or a salt thereof, to form a 4-alkyl-3- chlorobenzensulfonylcarboxylic acid of the formula (6), in which R1 and R are as defined above, or a salt thereof Image (6) and subsequently decarboxylating it by heating. The invention also relates to compounds of the formula (1) in which R1 is (C1-C4)-alkyl and R2 is (C2-C4)-alkyl or R1 is (C2-C4)-alkyl and R2 is (C1-C4)-alkyl and also to compounds of the formula (4) is which R1 is (C1-C4)-alkyl and compounds of the formula (6) in which R is hydrogen or (C1-C3)-alkyl and R1 is (C1-C4)-alkyl and the corres- ponding alkali metal salts.
Folz Georg
Papenfuhs Theodor
Clariant Gmbh
Fetherstonhaugh & Co.
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