公开(公告)号：HU214220B

公开(公告)日：1998-01-28

申请号：HU9400950

申请日：1994-04-01

Applicant: HOECHST AG

Inventor： FOLZ GEORG ,  PAPENFUHS THEODOR

IPC: C07C313/04 ,  C07C315/00 ,  C07C315/04 ,  C07C317/14 ,  C07C317/44 ,  C07C313/02 ,  C07C309/87

Abstract: Process for the preparation of 4-alkyl-3-chloroalkylsulphonylbenzenes of the formula (1) in which R and R are identical or different and denote (C1-C4)-alkyl, by chlorinating p-alkylbenzenesulphonyl chloride of the formula (2) in which R has the abovementioned meaning, with at least one mole of chlorine in the presence of a chlorine donor at temperatures of approximately 50 to approximately 100@C to give a compound of the general formula (3) in which R has the abovementioned meaning, and this compound is subsequently reduced using sodium hydrogen sulphite or sodium sulphite in an aqueous medium at temperatures of approximately 40 to approximately 90@C to give a compound of the general formula (4) in which R has the abovementioned meaning, and this compound is subjected to a condensation reaction with an alpha -halocarboxylic acid of the general formula (5) in which R is hydrogen or (C1-C3)-alkyl and X is bromine or chlorine, or one of its salts, to give a 4-alkyl-3-chlorobenzenesulphonylcarboxylic acid of the general formula (6) in which R and R have the abovementioned meaning, or one of its salts, and this compound is subsequently decarboxylated by heating. The invention furthermore relates to compounds of the formula (1) in which R is (C1-C4)-alkyl and R is (C2-C4)-alkyl or R is (C2-C4)-alkyl and R is (C1-C4)-alkyl, and to compounds of the formula (4) in which R is (C1-C4)-alkyl, and to compounds of the formula (6) in which R is hydrogen or (C1-C3)-alkyl and R is (C1-C4)-alkyl, and to the corresponding alkali metal salts.

公开(公告)号：ES2087518T3

公开(公告)日：1996-07-16

申请号：ES92903077

申请日：1992-01-31

Applicant: HOECHST AG

Inventor： FOLZ GEORG ,  PAPENFUHS THEODOR

IPC: C07B61/00 ,  C07C303/22 ,  B01J27/128 ,  C07C313/04 ,  C07C315/00 ,  C07C317/14

Abstract: 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 formulain which R1 is an alkyl (C1-C4) group, subsequently reducing the latter in an aqueous medium at a pH of 8 to 10 with sodium hydrogen sulfite or sodium sulfite at 40 to 90° C. to give a compound of the formulaand 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 the -SO2X group (X=hydrogen atom or alkali metal atom).

公开(公告)号：HUT66738A

公开(公告)日：1994-12-28

申请号：HU9400950

申请日：1994-04-01

Applicant: HOECHST AG

Inventor： FOLZ GEORG ,  PAPENFUHS THEODOR

IPC: C07C313/04 ,  C07C315/00 ,  C07C315/04 ,  C07C317/14 ,  C07C317/44 ,  C07C313/02 ,  C07C309/87

Abstract: Process for the preparation of 4-alkyl-3-chloroalkylsulphonylbenzenes of the formula (1) in which R and R are identical or different and denote (C1-C4)-alkyl, by chlorinating p-alkylbenzenesulphonyl chloride of the formula (2) in which R has the abovementioned meaning, with at least one mole of chlorine in the presence of a chlorine donor at temperatures of approximately 50 to approximately 100@C to give a compound of the general formula (3) in which R has the abovementioned meaning, and this compound is subsequently reduced using sodium hydrogen sulphite or sodium sulphite in an aqueous medium at temperatures of approximately 40 to approximately 90@C to give a compound of the general formula (4) in which R has the abovementioned meaning, and this compound is subjected to a condensation reaction with an alpha -halocarboxylic acid of the general formula (5) in which R is hydrogen or (C1-C3)-alkyl and X is bromine or chlorine, or one of its salts, to give a 4-alkyl-3-chlorobenzenesulphonylcarboxylic acid of the general formula (6) in which R and R have the abovementioned meaning, or one of its salts, and this compound is subsequently decarboxylated by heating. The invention furthermore relates to compounds of the formula (1) in which R is (C1-C4)-alkyl and R is (C2-C4)-alkyl or R is (C2-C4)-alkyl and R is (C1-C4)-alkyl, and to compounds of the formula (4) in which R is (C1-C4)-alkyl, and to compounds of the formula (6) in which R is hydrogen or (C1-C3)-alkyl and R is (C1-C4)-alkyl, and to the corresponding alkali metal salts.

公开(公告)号：CA2120419A1

公开(公告)日：1994-10-04

申请号：CA2120419

申请日：1994-03-31

Applicant: HOECHST AG

Inventor： FOLZ GEORG ,  PAPENFUHS THEODOR

IPC: C07C313/04 ,  C07C315/00 ,  C07C315/04 ,  C07C317/14 ,  C07C317/44

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) (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) (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.degree.C to form a compound of the formula (3) (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.degree.C to form a compound of the formula (4) (4) in which R1 is as defined above, condensing this compound with an .alpha.-halocarboxylic acid of the formula (5) (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 (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 corresponding alkali metal salts.

公开(公告)号：HU9400950D0

公开(公告)日：1994-06-28

申请号：HU9400950

申请日：1994-04-01

Applicant: HOECHST AG

Inventor： FOLZ GEORG ,  PAPENFUHS THEODOR

IPC: C07C313/04 ,  C07C315/00 ,  C07C315/04 ,  C07C317/14 ,  C07C317/44

Abstract: Process for the preparation of 4-alkyl-3-chloroalkylsulphonylbenzenes of the formula (1) in which R and R are identical or different and denote (C1-C4)-alkyl, by chlorinating p-alkylbenzenesulphonyl chloride of the formula (2) in which R has the abovementioned meaning, with at least one mole of chlorine in the presence of a chlorine donor at temperatures of approximately 50 to approximately 100@C to give a compound of the general formula (3) in which R has the abovementioned meaning, and this compound is subsequently reduced using sodium hydrogen sulphite or sodium sulphite in an aqueous medium at temperatures of approximately 40 to approximately 90@C to give a compound of the general formula (4) in which R has the abovementioned meaning, and this compound is subjected to a condensation reaction with an alpha -halocarboxylic acid of the general formula (5) in which R is hydrogen or (C1-C3)-alkyl and X is bromine or chlorine, or one of its salts, to give a 4-alkyl-3-chlorobenzenesulphonylcarboxylic acid of the general formula (6) in which R and R have the abovementioned meaning, or one of its salts, and this compound is subsequently decarboxylated by heating. The invention furthermore relates to compounds of the formula (1) in which R is (C1-C4)-alkyl and R is (C2-C4)-alkyl or R is (C2-C4)-alkyl and R is (C1-C4)-alkyl, and to compounds of the formula (4) in which R is (C1-C4)-alkyl, and to compounds of the formula (6) in which R is hydrogen or (C1-C3)-alkyl and R is (C1-C4)-alkyl, and to the corresponding alkali metal salts.

公开(公告)号：IN178019B

公开(公告)日：1997-03-01

申请号：IN25CA1992

申请日：1992-01-14

Applicant: HOECHST AG

Inventor： FOLZ GEORG ,  PAPENFUHS THEODOR

IPC: C07C147/06

公开(公告)号：IN176340B

公开(公告)日：1996-04-27

申请号：IN690CA1993

申请日：1993-11-12

Applicant: HOECHST AG

Inventor： BILLEB GILBERT ,  FOLZ GEORG

IPC: C07C47/55

公开(公告)号：ZA9201040B

公开(公告)日：1992-10-28

申请号：ZA9201040

申请日：1992-02-13

Applicant: HOECHST AG

Inventor： FOLZ GEORG ,  GEORG FOLZ ,  PAPENFUHS THEODOR ,  THEODOR PAPENFUHS

IPC: B01J27/128 ,  C07B61/00 ,  C07C303/22 ,  C07C313/04 ,  C07C315/00 ,  C07C317/14 ,  C07C

CPC classification number: C07C313/04 ,  C07C303/22 ,  C07C315/00 ,  C07C317/14 ,  C07C309/86

公开(公告)号：CA2104116A1

公开(公告)日：1992-08-15

申请号：CA2104116

申请日：1992-01-31

Applicant: HOECHST AG

Inventor： FOLZ GEORG ,  PAPENFUHS THEODOR

IPC: B01J27/128 ,  C07B61/00 ,  C07C303/22 ,  C07C313/04 ,  C07C315/00 ,  C07C317/14

Abstract: 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 formulain which R1 is an alkyl (C1-C4) group, subsequently reducing the latter in an aqueous medium at a pH of 8 to 10 with sodium hydrogen sulfite or sodium sulfite at 40 to 90° C. to give a compound of the formulaand 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 the -SO2X group (X=hydrogen atom or alkali metal atom).

公开(公告)号：DD236520A5

公开(公告)日：1986-06-11

申请号：DD28011985

申请日：1985-08-29

Applicant: HOECHST AG

Inventor： WARNING KLAUS ,  FOLZ GEORG

IPC: C07C209/10 ,  C07C67/00 ,  C07C209/00 ,  C07C211/52 ,  C07C87/60 ,  C07C85/04