Abstract: What is described is a process for preparing compounds of the general formula (I) in which R1, R2 and R3 independently of one another represent hydrogen, an alkyl group or an aryl group, wherein compounds of the general formula (II) in which R1 and R2 have the meaning given for formula (I), are reacted with an alkylating agent of the general formula (III) R3X??(III), in which X represents a halogen atom and R3 has the meaning given for formula (I), if appropriate in a solvent.
Type:
Grant
Filed:
April 6, 2009
Date of Patent:
November 13, 2012
Assignee:
Saltigo GmbH
Inventors:
Andreas Job, Denys Baskakov, Ralf Krahwinkel, Antje Hieronymi
Abstract: Described is a process for preparing diaryl ethers of the formula (I) Ar—O—Ar???(I) In which Ar is an aryl or substituted aryl group and Ar? is an aryl, substituted aryl, heteroaryl or substituted heteroaryl group, by reacting an aryl of formula (II) or a aryloxy salt of formula (III) Ar—OH??(II) Ar—OR??(III) In which Ar has the same meaning as in formula (I) and R is an alkali metal, with an aryl or heteroaryl bromide of formula (IV) Ar?—Br??(IV) In which Ar? has the same meaning as in formula (I), characterized in that the reaction is carried out in the presence of a copper(I)salt and a 1-substituted imidazole as catalyst system.
Type:
Grant
Filed:
November 21, 2008
Date of Patent:
November 6, 2012
Assignee:
Saltigo GmbH
Inventors:
Alain Cotte, Nikolaus Muller, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf
Abstract: The present invention relates to a process for the production of trifluoromethylated unsubstituted or substituted aryl or heteroaryl compounds which comprises reacting an unsubstituted or substituted aryl or heteroaryl halide with a trifluoroacetate of formula (I) or (II), wherein R1 is hydrogen or a C1-C5 alkyl group and M an alkali metal or an ammonium ion, in the presence of and an anorganic halogenide salt or a trifluoroacetacid salt as activator compound and a catalytic combination of a copper salt with a monodentate, bidentate or tridentate aromatic or aliphatic amine or pyridine ligand.
Type:
Application
Filed:
October 26, 2011
Publication date:
September 27, 2012
Applicant:
SALTIGO GMBH
Inventors:
Alain Cotté, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf, Xiao-feng Wu
Abstract: A process is described for the preparation of substituted heteroaromatics of the general formula (I) where X is oxygen, sulphur or NR5 where R5 is hydrogen, C1-C20-alkyl or C5-C6-aryl and R4 is C1-C20-alkyl, C5-C6-aryl or heteroaryl, R1, R2, R3 is hydrogen, halogen, C1-C20-alkyl, C5-C6-aryl or heteroaryl, by reaction A) of a halogenated heteroaromatic of the general formula (II) where X has the meaning given for formula (I) and R6 is bromine, iodine or chlorine and R1, R2 and R3 have the meaning given for formula (I), with a Grignard reagent of the general formula (III) R4MgHal??(III) where R4 has the meaning given for formula (I) and Hal is bromine, iodine or chlorine or B) reaction of the halogenated heteroaromatics of the formula (II) with magnesium firstly to give a Grignard compound of the general formula (IIIa) where Hal is bromine, iodine or chlorine and X and R1, R2 and R3 have the meaning given for formula (I), and further reaction with a halogenated compound of the genera
Abstract: A process for preparing benzomorpholine derivatives is described, in which an o-nitrophenoxy carbonyl compound is hydrogenated in the presence of extraneous metal-doped sponge metal catalysts based on nickel or cobalt with ring formation.
Abstract: Process for the preparation of polyfunctional amines of the formulae by hydrogenation of the associated nitriles of the formulae with hydrogen, where A is an aromatic or aliphatic compound from the group of unsubstituted or substituted phenylene or naphthylene, methylene, unsubstituted or substituted ethylene, propylene, unsubstituted or substituted straight-chain or branched butylene, pentylene, hexylene, heptylene, octylene, nonylene, decylene and B is a straight-chain or branched aliphatic carbon chain having 1 to 10 carbon atoms, and X can be missing or is a straight-chain or branched aliphatic carbon chain having 1 to 10 carbon atoms, wherein a melt, solution or suspension of the nitrile of formula (III) or (IV) is added over the course of the reaction time to a suspension or solution of a catalyst in a solvent which comprises ammonia and is stirred at a temperature range from 60 to 150° C. under hydrogen pressure.
Abstract: A process for preparing acyl amide compounds is described, in which a recrystallized o-nitrophenoxy carbonyl compound is hydrogenated with hydrogen gas in the presence of a nickel sponge metal catalyst with ring closure to form a benzoxazine, which is then reacted with an acyl halide to give the corresponding acyl amide compound.
Abstract: The present invention relates to the industrial production of vinylene carbonate (VC) by eliminating hydrogen chloride from chloroethylene glycol carbonate (CGC) or solid catalysts in the gas phase, the reaction being carried out over a catalyst bed agitated by thorough mixing.
Type:
Grant
Filed:
May 4, 2006
Date of Patent:
June 19, 2012
Assignee:
Saltigo GmbH
Inventors:
Reinhard Langer, Anke Beckmann, Andreas Schulze Tilling, Paul Wagner, Leslaw Mleczko, Sigurd Buchholz
Abstract: What are described are insect- and mite-repellent compositions comprising at least 2 enantiomers selected from the group of 1-[(S)-sec-butyloxycarbonyl]-2-(S)-(2-hydroxyethyl)piperidine (referred to hereinafter as S,S), 1-[(R)-sec-butyloxycarbonyl]-2-(R)-(+)-(2-hydroxyethyl) piperidine (referred to hereinafter as R,R), 1-[(S)-sec-butoxycarbonyl]-2-(R)-(+)-(2-hydroxyethyl) piperidine (referred to hereinafter as S,R), 1-[(R)-sec-butyloxycarbonyl]-2-(S)-(+)-(2-hydroxyethyl) piperidine (referred to hereinafter as R,S), excluding the racemate mixture thereof, a process for preparation thereof and the use thereof in insect- and mite-repellent formulations.
Type:
Application
Filed:
June 8, 2011
Publication date:
April 5, 2012
Applicant:
SALTIGO GMBH
Inventors:
Burkhard KOCH, Andreas JOB, Nikolaus Müller
Abstract: What is described is a process for preparing 2-hydroxyacetals of the general formula in which R1 is hydrogen, a branched or unbranched C1-C12-alkyl radical, an electron-deficient, halogen-, NO2—, CN—, CF3—, acyl group- or branched or unbranched alkyl group-substituted or unsubstituted C5-C6-aryl or heteroaryl, and R2 is a branched or unbranched C1-C5-alkyl radical, or both R2 radicals are bonded directly to one another or to one another via a C1-C4 unit, by reacting an enol compound of the general formula (II) in which R3 is the same and R1 is as defined for formula (Ia), with bromine to give the corresponding dibromo adduct and then reacting this dibromo adduct with an alkoxide of the general formula (III) M-O—R2 (III) in which R2 is as defined for formula (Ia) and O is oxygen and M is lithium, sodium or potassium. What is likewise described is the preparation of the corresponding 2-hydroxyalkanals from the 2-hydroxyacetals thus obtained by acidic hydrolysis.
Abstract: The invention relates to a novel process for preparing 2-phenoxyacetals and the corresponding 2-phenoxycarbaldehydes. These compounds are important intermediates for the preparation of active pharmaceutical ingredients.
Abstract: This invention relates to a process for preparing functionalized aryl, heteroaryl, cycloalkenyl, or alkenyl compounds, by a transition-metal-catalyzed cross-coupling reaction of a substituted or unsubstituted aryl-X, heteroaryl-X, cycloalkenyl-X or alkenyl-X compound with an alkyl, alkenyl, cycloalkyl or cycloalkenyl halide, where X is a halide, diazonium, tosylate (p-toluenesulphonate), mesylate (methanesulphonate) or triflate (trifluoromethanesulphonate) leaving group.
Type:
Application
Filed:
September 14, 2011
Publication date:
February 23, 2012
Applicant:
SALTIGO GMBH
Inventors:
Mark Sundermeier, Matthias Gotta, Axel Jacobi von Wangelin, Waldermar Maximilian Czaplik
Abstract: What is described is a process for brominating alkylthiophene, in which an alkylthiophene of the general formula (I) where R is a branched or unbranched alkyl radical having 1 to 12 carbon atoms is contacted with stoichiometric amounts of HBr and H2O2, optionally in the presence of a solvent.
Type:
Grant
Filed:
April 7, 2009
Date of Patent:
February 14, 2012
Assignee:
SALTIGO GmbH
Inventors:
Antje Hieronymi, Andreas Martin, Witold Broda
Abstract: The invention relates to a process for the preparation of optionally substituted 4?-haloalkyl-biphenyl-2-carboxylic acid esters and to a process for the preparation of corresponding optionally substituted 4?-haloalkylbiphenyl-2-carboxylic acids.
Type:
Application
Filed:
March 16, 2011
Publication date:
January 19, 2012
Applicant:
SALTIGO GMBH
Inventors:
Michael Kreis, Alain Cotte, Antje Steinhaus, Lukas Gooßen, Thomas Knauber
Abstract: The present invention relates to the technical purification of vinylene carbonate (VC) by means of a simple thermal treatment with organic compounds which possess amidic nitrogen-hydrogen bonds, followed by a distillation and a melt crystallization. In this way VC of ultra-high purity is obtained. The high-purity vinylene carbonate can be stored and transported without stabilizer.
Type:
Grant
Filed:
May 4, 2006
Date of Patent:
December 6, 2011
Assignee:
Saltigo GmbH
Inventors:
Reinhard Langer, Paul Wagner, Heinrich Grzinia
Abstract: This invention relates to a process for preparing functionalized aryl, heteroaryl, cycloalkenyl, or alkenyl compounds, by a transition-metal-catalyzed cross-coupling reaction of a substituted or unsubstituted aryl-X, heteroaryl-X, cycloalkenyl-X or alkenyl-X compound with an alkyl, alkenyl, cycloalkyl or cycloalkenyl halide, where X is a halide, diazonium, tosylate (p-toluenesulphonate), mesylate (methanesulphonate) or triflate (trifluoromethanesulphonate) leaving group.
Type:
Grant
Filed:
March 20, 2009
Date of Patent:
October 4, 2011
Assignee:
Saltigo GmbH
Inventors:
Mark Sundermeier, Matthias Gotta, Axel Jacobi von Wangelin, Waldemar Maximilian Czaplik
Abstract: A process for preparing ketones of the general formula (III) where R is an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted alkyl radical or an optionally substituted heteroaromatic radical having 5 to 24 carbon atoms, and R1 is an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted heteroaromatic radical having 5 to 24 carbon atoms, by reacting alpha-oxo carboxylates of the general formula (I) wherein n and m is a number in the range from 1 to 6, M(m+) is a cation, and R has the meaning indicated for formula (III), with aryl bromides of the general formula (II) R1—Br??(II) where R1 has the meaning indicated for formula (III), in the presence of two transition metals or compounds thereof as catalyst, is described.
Type:
Grant
Filed:
February 19, 2009
Date of Patent:
September 20, 2011
Assignee:
SALTIGO GmbH
Inventors:
Alain Cotte, Matthias Gotta, Lukas Goossen, Felix Rudolphi, Christoph Oppel, Nuria Rodriguez Garrido
Abstract: The present invention relates to the industrial purification of vinylene carbonate (VC). It was found that it is advantageous to subject the VC to be purified, before the purifying distillation, to a simple thermal treatment with organic compounds which have amidic nitrogen-hydrogen bonds.
Type:
Grant
Filed:
May 4, 2006
Date of Patent:
August 16, 2011
Assignee:
SALTIGO GmbH
Inventors:
Reinhard Langer, Paul Wagner, Heinrich Grzinia