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 formula 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 sodium hydrogen sulfite or sodium sulfite at 40 to 90° C. to give a compound of the formula 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 the —SO2X group (X=hydrogen atom or alkali metal atom).

Abstract: A process for producing 1,2,3,4-tetrahydro-2,4-dioxo-quinazoline-1-yl acetic acid derivatives of the formula (I) in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are mutually independently hydrogen, halogen, OH, NO.sub.2, (C.sub.1 -C.sub.6) alkoxy, (C.sub.1 -C.sub.6) alkyl, halogen-substituted (C.sub.1 -C.sub.6) alkyl, R.sup.5 is hydrogen, (C.sub.1 -C.sub.6) alkyl, phenyl where the alkyl or phenyl radical may also be substituted by halogen atoms; in which an anthranilic acid derivative of formula (II), in which R.sup.1 to R.sup.5 have the above meaning and R.sup.6 is hydrogen, (C.sub.1 -C.sub.6) alkyl or phenyl, where the alkyl or phenyl radical may also be substituted by halogen atoms, is reacted with a metal cyanate and hydrogen chloride in the presence of an inert solvent.

Abstract: The present invention relates to a process for the preparation of N-carboxyalkyl-3-fluoro-4-dialkylaminoanilines, which comprises reacting, in a first step, an ortho-nitrochlorobenzene of the formula (1) in which X is Cl or F, with a secondary amine of the formula (2) HNR.sup.1 R.sup.2, in which R.sup.1 and R.sup.2, independently of one another, are identical or different and are an alkyl radical having from 1 to 10 carbon atoms or, together with the N atom to which they are bonded, form a ring having from 3 to 7 members, in the presence of a base in the presence or absence of a solvent at from -10 to 120.degree. C., reacting, in a second step, the 2-chloro-4-dialkylamino-5-fluoronitrobenzene with hydrogen at from 30 to 150.degree. C.

Abstract: Compounds have the formula (I), ##STR1## in which R stands for straight-chain or branched (C.sub.1 -C.sub.20) alkyl, phenyl or CH.sub.2 phenyl, the alkyl group or phenyl group being optionally substituted by halogen, (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4) alkoxy, and R.sup.1, R.sup.2, R.sup.3, R.sup.4 independently represent hydrogen, halogen, OH, NO.sub.2, (C.sub.1 -C.sub.6) alkoxy, (C.sub.1 -C.sub.6) alkyl or halogen-substituted (C.sub.1 -C.sub.6)-alkyl. Also disclosed is a process for preparing these compounds.

Abstract: A process for preparing N-carboxymethylene-4-chloroanthranilic acid, and its dialkyl esters. The invention relates to a process for preparing N-carboxymethylene-4-chloroanthranilic acid and its dialkyl esters, which comprises reacting 2,4-dichlorobenzoic acid in the presence of a base, of a solvent and of a catalyst with glycine to give N-carboxymethylene-4-chloroanthranilic acid and, where appropriate, reacting the latter in the presence of a base and of a solvent with a dialkyl sulfate, dialkyl carbonate or alkyl halide to give the dialkyl ester.

Abstract: The present invention relates to a process for the preparation of N-carboxyalkyl-3-fluoro-4-dialkylaminoanilines, which comprises reacting, in a first step, an orthonitrochlorobenzene of the formula (1) ##STR1## in which X is Cl or F, with a secondary amine of the formula (2) HNR.sup.1 R.sup.2, in which R.sub.1 and R.sup.2, independently of one another, are identical or different and are an alkyl radical having from 1 to 10 carbon atoms or, together with the N atom to which they are bonded, form a ring having from 3 to 7 members, in the presence of a base in the presence or absence of a solvent at from -10 to 120.degree. C., reacting, in a second step, the 2-chloro-4-dialkylamino-5-fluoronitrobenzene with hydrogen at from 30 to 150.degree. C.

Abstract: The present invention relates to a process for the preparation of compounds of the formula (1)R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOR (1)in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and are hydrogen, a halogen, an alkyl or alkoxy group having 1 to 6 carbon atoms or OR, NHR, NR.sub.2, SR or COOR, in which R is an alkyl radical having 1 to 4 carbon atoms, Ar is an aryl radical having 6 to 12 carbon atoms and the radical R shown in formula (1) has the above meaning, by reacting a compound of the formula (2)R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOH (2)in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and are hydrogen, a halogen, an alkyl or alkoxy group having 1 to 6 carbon atoms, OH, NH.sub.2, NHR, SH or COOH and Ar has the same meaning as in formula (1), with a sulfate of the formula (RO).sub.2 SO.sub.2, in which R has the above meaning, in the presence of a water-insoluble tertiary amine and water at a temperature of 10.degree.

Abstract: The present invention relates to a process for the preparation of N-(2-carboxy-5-chloro-phenyl)glycine of the formula (1) ##STR1## which comprises reacting 2,4-dichlorobenzoic acid of the formula (2) ##STR2## with glycine and a base in water at a temperature of 50.degree. to 200.degree. C. in the presence of copper and oxygen at a pH of 7 to 13.

Abstract: Process for the preparation of N-carboxymethyleneanthranilic acid esters of the formula (3) ##STR1## by reacting a compound of the formula (1) ##STR2## in which R' is hydrogen or a straight-chain or branched alkyl radical having 1 to 4 carbon atoms and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are identical or different and independently of one another are hydrogen, halogen, NO.sub.2, a straight-chain or branched alkyl, alkoxy or halogenated alkyl radical having in each case 1 to 6 carbon atoms, with a glyoxylic acid ester of the formula (2)OHC--COOR (2)in which R is a straight-chain or branched alkyl radical having 1 to 20 carbon atoms, phenyl radical or benzyl radical, which are unsubstituted or mono- or polysubstituted by halogen or an alkyl or alkoxy group having in each case 1 to 4 carbon atoms, in the presence of a solvent at 0.degree. to 200.degree. C.

Abstract: The present invention relates to a process for the preparation of compounds of the formula (1)R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOR (1)in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and are hydrogen, a halogen, an alkyl or alkoxy group having 1 to 6 carbon atoms, OR, NHR, NR.sub.2, SR or COOR, R being an alkyl radical having 1 to 4 carbon atoms, Ar is an aryl radical having 6 to 12 carbon atoms and the radical R identified in formula (1) has the above meaning, by reacting a compound of the formula (2)R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOH (2)in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and are hydrogen, a halogen, an alkyl or alkoxy group having 1 to 6 carbon atoms, OH, NH.sub.2, NHR, SH or COOH and Ar has the same meaning as in formula (1), with a sulfate of the formula (RO).sub.2 SO.sub.

Abstract: The present invention relates to a process for the preparation of salts of substituted or unsubstituted phthalic acids, by reacting a compound of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are identical or different and are H, F, Cl, Br, CF.sub.3, OH, an alkoxy or alkyl radical in each case having 1 to 4 carbon atoms, or a radical --NR.sup.7 R.sup.8, in which R.sup.7 and R.sup.8 are identical or different and are H, an alkyl radical having 1 to 4 carbon atoms, or a phenyl radical, R.sup.5 and R.sup.6 are identical or different and are H, a --CO-- alkyl group having 1 to 6 carbon atoms in the alkyl radical, or a benzoyl group, or R.sup.5 and R.sup.6 together form a radical of the formula ##STR2## in which R.sup.9, R.sup.10, R.sup.11 and R.sup.12 are identical or different and are H, F, Cl, Br, CF.sub.3, OH, an alkoxy or alkyl radical in each case having 1 to 4 carbon atoms, or a radical --NR.sup.7 R.sup.8, in which R.sup.7 and R.sup.

Abstract: The present invention relates to a process for the preparation of hydroxycarboxylic acid amides of the general formula (1): ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are hydrogen, halogen, cyano, a linear or branched alkyl, alkenyl, alkynyl or alkoxy group having 1 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, a cycloalkyl group having 6 to 12 carbon atoms or an aryl group having 6 to 12 carbon atoms, R.sup.3 is hydrogen or a linear or branched alkyl group having 1 to 4 carbon atoms, R.sup.4 is hydrogen or a linear or branched alkyl group having 1 to 6 carbon atoms, or R.sup.3 and R.sup.4, together with the carbon atom to which they are attached, form a five- or six-membered cycloalkane ring, and n is an integer from 1 to 12, wherein an aniline of the general formula (2) ##STR2## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.

Abstract: The present invention relates to a process for the preparation of O-acylglycolanilides of the formula (1) ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are hydrogen, halogen, a nitro group, a cyano group, a straight-chain or branched alkyl, alkenyl, alkynyl or alkoxy group having from 1 to 12 carbon atoms, an aralkyl group having from 7 to 12 carbon atoms, a cycloalkyl group having from 6 to 12 carbon atoms or an aryl group having from 6 to 12 carbon atoms,. R.sup.3 is hydrogen or a straight-chain or branched alkyl group having from 1 to 12 carbon atoms, and R.sup.4 is an alkyl group having from 1 to 6 carbon atoms or is a substituted or unsubstituted phenyl radical, in which an aniline of the formula (2) ##STR2## in which R.sup.1, R.sup.2 and R.sup.3 have the same meaning as in formula (1), and an O-acylglycolic acid of the general formula (3) ##STR3## in which R.sup.

Abstract: The present invention relates to a process for the preparation of O-acyloxycarboxanilides of the formula (I) ##STR1## in which R is a radical having 1 to 6 carbon atoms, n is an integer from 1 to 10, R.sup.1 is hydrogen or an alkyl radical having 1 to 12 carbon atoms, R.sup.2 and R.sup.3 are identical or different and are hydrogen, an alkyl radical having 1 to 12 carbon atoms, an aryl radical having 6 to 12 carbon atoms, a cycloalkyl radical having 5 to 12 carbon atoms in the ring, an alkenyl or alkynyl radical having 3 to 12 carbon atoms, NO.sub.2, F, Cl, Br or CN, by reacting a chlorocarboxanilide of the formula (II) ##STR2## in which n, R.sup.1, R.sup.2 and R.sup.3 have the abovementioned meaning, with an alkali metal carboxylate of the formula (III)R--COOMe (III),in which R has the abovementioned meaning and Me is an alkali metal, in the presence of an inert solvent and of a carboxylic acid having 1 to 6 carbon atoms, at 50.degree. to 200.degree. C.

Abstract: The present invention relates to a process for the preparation of hydroxycarboxanilides of the formula (1) ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are hydrogen, halogen, a nitro group, a cyano group, a straight-chain or branched alkyl, alkenyl, alkynyl or alkoxy group having 1 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, a cycloalkyl group having 6 to 12 carbon atoms or an aryl group having 6 to 12 carbon atoms, R.sup.3 is hydrogen or a straight-chain or branched alkyl group having 1 to 12 carbon atoms and n is an integer from 1 to 12, by reacting a halocarboxanilide of the formula (2) ##STR2## in which R.sup.1, R.sup.2, R.sup.3 and n have the same meaning as in formula (1) and Hal is chlorine, bromine or iodine, with a basic compound in a solvent mixture comprising water and one or more polar aprotic solvents at a temperature of 40.degree. to 180.degree. C.

Abstract: A process for the preparation of glycoloylanilide of the formula (G) ##STR1## is recited that involves reacting a nitrobenzene with hydrogen and, if desired, with a carbonyl compound, in the presence of a noble metal catalyst and a solvent, reacting the compound produced with chloroacetyl chloride, reacting the resulting product with a benzyl alcohol and with a base, or reacting the resulting compound with an O-benzylglycoloyl chloride, and debenzylating the resulting benzylglycoloylanilide product by reacting with hydrogen in the presence of a noble metal catalyst. The invention also relates to a process for the preparation of O-benzylglycoloylanilide.

Abstract: The present invention relates to a process for the preparation of 5-fluoroanthranilic alkyl esters and/or 5-fluoroanthranilic acid, which comprises dissolving a 3-fluorobenzoic alkyl ester in sulfuric acid and reacting the solution with a nitrating acid at from -10.degree. to 30.degree. C., then adding water, separating off the nitrated reaction product and reacting it with hydrogen at from 50.degree. to 120.degree. C. under elevated pressure in the presence of a catalyst comprising a metal of the platinum group and sulfur, and, if desired, removing 5-fluoroanthranilic alkyl esters by distillation and hydrolyzing them to give 5-fluoroanthranilic acid.

Abstract: The present invention relates to a process for the preparation of 5-fluoroanthranilic acid, which comprises reacting 5-fluoro-2-bromotoluene in the presence of a catalyst and of an acidic solvent, with oxygen or an oxygen-containing gas at from 80.degree. to 220.degree. C., separating off the 5-fluoro-2-bromobenzoic acid formed and reacting it with ammonia at from 70.degree. to 180.degree. C.

Abstract: Process for preparing 1,3-difluorobenzene by means of the catalytic elimination of halogen from a 1,3-difluorohalobenzene, by reacting a 1,3-difluorohalobenzene of the formula (1) ##STR1## in which R.sup.1 to R.sup.4 are H, Cl or Br, and at least one of the radicals R.sup.1 to R.sup.4 is Cl or Br, in the presence of a palladium catalyst and of an amine, where appropriate in the presence of water or of an organic solvent which is inert towards the reactants and the reaction conditions, with hydrogen under pressure and at temperatures from about 70.degree. to about 140.degree. C.

Abstract: Multiply, preferably doubly or triply, fluorinated nitrobenzenes are prepared in an advantageous way from the corresponding chloronitrobenzenes and an alkali metal fluoride in a chlorine-fluorine exchange reaction by catalyzing the reaction with a quaternary ammonium compound comprising at least one alkoxypolyoxyalkyl radical.