Benzene Ring Containing Patents (Class 568/425)
  • Patent number: 5489715
    Abstract: 4,5-Difluorobenzaldehydes of a given formula are prepared by the reaction of corresponding benzaldehydes with a fluorinating agent.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: February 6, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventor: Albrecht Marhold
  • Patent number: 5475156
    Abstract: A method is provided for converting a 2,4,6-trialkylphenol, such as mesitol, to a dialkylphenol, for example 2,6-dimethylphenol, by effecting the selective oxidation of the 2,4,6-trialkylphenol, followed by the deformylation of the resulting 3, 5-dialkyl-4-hydroxybenzaldehyde.
    Type: Grant
    Filed: June 6, 1994
    Date of Patent: December 12, 1995
    Assignee: General Electric Company
    Inventors: Andrew J. Caruso, Julia L. Lee
  • Patent number: 5352822
    Abstract: The present invention discloses pesticidally active compounds of formula (II) ##STR1## or a salt thereof, wherein Q is an monocyclic aromatic ring, or fused bicyclic ring system of which at least one ring is aromatic containing 9 or 10 atoms of which one may be nitrogen and the rest carbon each ring system being optionally substituted, or Q is a dihalovinyl group or a group R.sup.6 --C.tbd.C-- where R.sup.6 is C.sub.1-4 alkyl, tri C.sub.1-4 alkylsilyl, halogen or hydrogen; R.sup.2, R.sup.3 , R.sup.4 and R.sup.5 are the same or different with at least one being hydrogen and the others being independently selected from hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 haloalkyl; and R.sup.1 is selected from hydrogen and C.sub.1-8 hydrocarbyl optionally substituted by dioxalanyl, halo, cyano, trifluoromethyl, trifluoromethylthio or C.sub.1-6 alkoxy and X.sup.1 is hydrogen, fluoro or chloro.
    Type: Grant
    Filed: April 7, 1993
    Date of Patent: October 4, 1994
    Assignee: Roussel Uclaf
    Inventors: Robert J. Blade, George S. Cockerill, John E. Robinson
  • Patent number: 5349105
    Abstract: Retinoid like activity is exhibited by compounds of the formula ##STR1## where R.sub.1 -R.sub.4 independently are hydrogen, lower alkyl, cycloalkyl or lower alkenyl, A and B independently are hydrogen, lower alkyl, cycloalkyl, lower alkenyl, SR* or OR* where R* is lower alkyl, cycloalkyl or lower alkenyl; Y is lower alkenyl, lower alkynyl, lower cycloalkyl, lower branched chain alkyl or (CH.sub.2).sub.n where n is 0-6; and Z is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or --COR' or a ketal derivative where R' is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons.
    Type: Grant
    Filed: March 17, 1993
    Date of Patent: September 20, 1994
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 5336810
    Abstract: The invention relates to a catalyst that is very suitable for the conversion of a benzoic acid into the corresponding benzaldehyde. The catalyst can be obtained via coprecipitation of a manganese salt, a salt from which an acid support is formed, a zinc salt and optionally a copper salt at a pH between 4 and 10, calcination, after precipitation, of the coprecipitate at a temperature of between 300 and 700.degree. C. and then, optionally, reduction of the calcined coprecipitate with the aid of a hydrogen-containing gas mixture. Using such a catalyst the hydrogenation of a benzoic acid can be carried out at lower temperature resulting in energy-savings and, hence, cost-savings.
    Type: Grant
    Filed: May 7, 1993
    Date of Patent: August 9, 1994
    Assignee: DSM N.V.
    Inventors: Paul C. Van Geem, Xiaoding Xu, Joseph J. F. Scholten
  • Patent number: 5326898
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently are hydrogen, lower alkyl of 1 to 6 carbons, halogen or lower alkoxy of 1 to 6 carbons; R.sub.5 and R.sub.5 ' independently are hydrogen or lower alkyl of 1 to 6 carbons; Y is oxygen or sulfur; Z is n-alkyl having 2 to 10 carbons, cyclo or branch-chained alkyl of 3 to 10 carbons, and straight chain alkenyl having 2 to 10 carbons, or cyclo or branched chained alkenyl of 3 to 10 carbons, and the Z-Y substituent is in a 1,2 (ortho) or 1,3 (meta) position on the phenyl ring relative to the ethene moiety; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3 to 6 carbons, cycloalkyl having 3 to 6 carbons, alkenyl having 2 to 6 carbons and 1 or 2 double bonds, alkynyl having 2 to 6 carbons and 1 or 2 triple bonds; B is COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: July 5, 1994
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 5324859
    Abstract: New compounds of formula I: ##STR1## wherein Y may be CN or ##STR2## wherein A may be H, D, alkyl with 1-4 carbon atoms, OR wherein R is H or alkyl with 1-4 carbon atoms, or --NR.sub.1 R.sub.2 or --CR.sub.1 R.sub.2 R.sub.3 wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different and are H or alkyl with 1-4 carbon atoms;Z is H, D, Y or alkyl with 1-4 C-atoms, halogen, nitro, amino, monoalkyl amino or dialkyl amino wherein the alkyl groups have 1-4 C atoms, or --OR wherein R may be H or alkyl with 1-4 C-atoms or --CR.sub.4, R.sub.5 R.sub.6 wherein R.sub.4, R.sub.5 and R.sub.6 may be the same or different and may be H or F;and pharmaceutically acceptable salts thereof,are useful as anti-cancer agents or as intermediates for preparing anti-cancer agents.
    Type: Grant
    Filed: January 19, 1993
    Date of Patent: June 28, 1994
    Assignee: Norsk Hydro A.S.
    Inventors: Erik O. Pettersen, Rolf O. Larsen, John M. Dornish, Bernt Borretzen, Reidar Oftebro, Thomas Ramdahl
  • Patent number: 5294744
    Abstract: A novel two-step reaction process for preparing 5-substituted-2-methoxybenzaldehyde compounds is disclosed wherein the substituent group is either isopropyl or trifluoromethoxy. The process involves (1) reacting a corresponding 4-substituted phenol compound with dimethyl carbonate in the presence of a tertiary-amine base to form the corresponding 4-substituted anisole compound, and (2) thereafter subjecting the latter intermediate product obtained in the first step to aromatic C-formylation on the ring with hexamethylenetetramine in the presence of trifluoroacetic acid, followed by hydrolysis, to ultimately yield the desired aldehyde compound. The two aromatic aldehyde compounds so obtained, viz., 2-methoxy-5-trifluoromethoxybenzaldehyde and 2-methoxy-5-isopropylbenzaldehyde, are known to be useful as intermediates that specifically lead to (2S,3S)-cis-3-(2-methoxy-5-trifluoromethoxybenzyl)amino-2-phenylpiperidine and (2S,3S)-cis-2-(diphenylmethyl)-N-[(2-methoxy-5-isopropylphenyl)methyl]-1-a zabicyclo[2.2.
    Type: Grant
    Filed: April 20, 1993
    Date of Patent: March 15, 1994
    Assignee: Pfizer Inc.
    Inventors: Dennis M. Godek, William M. Synder, Andrew M. Stewart
  • Patent number: 5274002
    Abstract: Novel trisubstituted phenyl analogs are now found to have activity as for the treatment of congestive heart failure.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: December 28, 1993
    Assignee: Warner-Lambert Company
    Inventor: Lynn D. Hawkins
  • Patent number: 5260487
    Abstract: A method for the preparation of a 2-hydroxyarylaldehyde which comprises reacting a magnesium bis-hydrocarbyloxide derived at least in part from a hydroxyaromatic compound having at least one free position ortho to the hydroxyl group with formaldehyde or formaldehyde-liberating compound under substantially anhydrous conditions.
    Type: Grant
    Filed: August 19, 1992
    Date of Patent: November 9, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventor: Daniel Levin
  • Patent number: 5228461
    Abstract: This invention provides smoking compositions which contain a novel vanillin flavorant-release additive.A cigarette smoking product comprising (1) a combustible filler selected from natural tobacco, reconstituted tobacco and tobacco substitutes, and (2) a paper wrapper which has incorporated therein a flavorant-release additive corresponding to the formula: ##STR1## where R is methyl or ethyl.
    Type: Grant
    Filed: September 16, 1992
    Date of Patent: July 20, 1993
    Assignees: Philip Morris Incorporated, Philip Morris Products Inc.
    Inventors: W. Geoffrey Chan, Harvey J. Grubbs, Yoram Houminer, Kenneth F. Podraza, Edward B. Sanders
  • Patent number: 5227530
    Abstract: Conversion of alcohol to organic compounds which comprises contacting the alcohol with a heterogeneous catalyst composition comprising crystallineCu.sub.2-X Cr.sub.y Al.sub.6-y B.sub.4 O.sub.17 M.sub.m M'.sub.nwhere M is a divalent metal, M' is a monovalent metal, m is a number in a range from 0 to 0.8, n is a number in a range from 0 to 1.6, X is a number in a range from 0 to 10 0.8 and is equal to the sum of m and n/2, and y is a number in a range from 0.01 to 3, having a characteristic X-ray diffraction pattern.
    Type: Grant
    Filed: March 24, 1992
    Date of Patent: July 13, 1993
    Assignee: Amoco Corporation
    Inventors: Larry C. Satek, Patrick E. McMahon
  • Patent number: 5225602
    Abstract: Phenylacetaldehydes of the structure (I) ##STR1## where the substituents X are 2,4-dichloro, difluoro, trifluoro, tetrafluoro, p-trifluoromethyl, 2-methyl-4-fluoro, haloalkoxy or haloalkylthio radicals or are adjacent Cl, F, CF.sub.3, alkyl, alkoxy, haloalkoxy and/or haloalkylthio radicals.
    Type: Grant
    Filed: October 17, 1989
    Date of Patent: July 6, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer, Rudolf Kropp, Hans Theobald, Bernd Wolf
  • Patent number: 5220074
    Abstract: The present invention relates to novel optically active isoxazole derivatives represented by general formula: ##STR1## which are useful as intermediates for synthesis of prostaglandin and a process for producing the same as well as novel aldehyde compounds represented by general formula: ##STR2## which are intermediates for preparing the compounds [XI] described above and a process for preparation thereof. In the compounds shown by these formulae, R.sup.1 represents an alkyl group or a cycloalkyl group which may have an alkoxy group or a group shown by -Ra-A-B (wherein Ra is an alkyl group; A is a hetero atom or an single bond; and B is an aromatic or hetero ring which may have a substituent(s)); and R.sup.2 and R.sup.3, which may be the same or different, each represents an aralkyl group, a silyl group or an acyl group.
    Type: Grant
    Filed: June 30, 1992
    Date of Patent: June 15, 1993
    Assignee: Daiso Co., Ltd.
    Inventors: Takashi Takahashi, Kazuhiko Sakaguchi
  • Patent number: 5208388
    Abstract: 2,2-Difluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl andX represents hydroxymethyl, 2-hydroxyethyl, isocyanato, amino, amino hydrohalide or a radical of the formula --CO--R.sup.1, whereR.sup.1 represents hydrogen, hydroxyl, alkoxy, alkyl, halogen or amino,are intermediates for fungicides.
    Type: Grant
    Filed: September 20, 1991
    Date of Patent: May 4, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 5208384
    Abstract: 2-Methylbenzaldehyde dialkyl acetals of the general formula I ##STR1## where R.sup.1 is C.sub.3 -C.sub.20 -alkyl or C.sub.1 -C.sub.12 -alkoxy and R.sup.2 is C.sub.1 -C.sup.8 -alkyl, with the proviso that R.sup.1 is not methoxy when R.sup.2 is methyl, are prepared and are used for the preparation of 2-methylbenzaldehydes.
    Type: Grant
    Filed: February 26, 1992
    Date of Patent: May 4, 1993
    Assignee: BASF Aktiengesellschaft
    Inventor: Dieter Hermeling
  • Patent number: 5191126
    Abstract: Process for the preparation, in high yields, of difluorobenzaldehydes of the formula (1) ##STR1## in which the second fluorine atom is in the 4 or 6 position, by reacting a dichlorobenzaldehyde of the formula (2) ##STR2## in which the second chlorine atom is in the 4 or 6 position, with an alkali metal fluoride in a dipolar aprotic solvent in the presence of an ethylene glycol dialkyl ether as catalyst of the formula (3)RO--(CH.sub.2 --CH.sub.2 --O).sub.n --R (3)in which R is a methyl, ethyl or propyl or isopropyl group and n is a number from 1 to about 50, at temperatures of about 160.degree. C. to about 250.degree. C.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: March 2, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Theodor Papenfuhs, Andreas Kanschik-Conradsen
  • Patent number: 5189226
    Abstract: This invention relates to certain 2-substituted benzaldehydes which are useful intermediates for preparing certain diacids which are useful as leukotriene antagonists.
    Type: Grant
    Filed: March 20, 1990
    Date of Patent: February 23, 1993
    Assignee: SmithKline Beecham Corporation
    Inventors: Ralph F. Hall, John F. Newton, Kathleen A. Phipps, Joanne Smallheer
  • Patent number: 5157133
    Abstract: The present invention relates to dihydropyran derivatives, processes for preparing, and processes of using the derivatives. The derivatives are prepared by condensation of lithium dienolate of prenal with an aldehyde or a ketone.The pyran derivative prepared from .beta.-ionylideneacetaldehyde when treated in the presence of a catalyst directly forms retinal.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: October 20, 1992
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Pierre F. Chabardes, Lucette Duhamel, Pierre Duhamel, Jerome Guillemont, Jean-Marie Poirier
  • Patent number: 5138099
    Abstract: 4-fluorobenzaldehydes are formed from compounds of the formula (I) ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are the same or different, and represent H, halogen, or an alkyl group of from 1 to about 10 carbon atoms, wherein, when at least one of R.sub.1, R.sub.2, R.sub.3 or R.sub.4 is halogen, at least one of remaining R.sub.1, R.sub.2, R.sub.3 or R.sub.4 is alkyl. the compound of formula of (I) is reacted with a formylating agent in the presence of FeCl.sub.3 in a reaction mixture, from which is separated a compound of the formula (II) ##STR2## wherein R.sub.1, R.sub.2 , R.sub.3 and R.sub.4 are as defined above.
    Type: Grant
    Filed: July 31, 1991
    Date of Patent: August 11, 1992
    Assignee: Mallinckrodt Specialty Chemicals Company
    Inventor: John F. Lang
  • Patent number: 5134167
    Abstract: 1-Azabutadienes of the formula ##STR1## where R.sup.1 and R.sup.2 are each phenyl, biphenyl, naphthyl or pyridyl, and these radicals may be substituted, or are each alkyl which is unsubstituted or substituted, R.sup.3 is substituted or unsubstituted phenyl or a radical OR.sup.4, where R.sup.4 is hydrogen, alkyl or an aromatic or aliphatic acyl group, or R.sup.3 is a radical NHR.sup.5, where R.sup.5 is hydrogen, substituted or unsubstituted phenyl, or the carbamide group, and fungicidal agents containing these compounds.
    Type: Grant
    Filed: July 11, 1990
    Date of Patent: July 28, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Lauer, Bernhard Zipperer, Norbert Goetz, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5113003
    Abstract: The silicon-containing phenoxy ethers are of the formula III: ##STR1## wherein R.sup.1 and R.sup.2 which may be the same or different are selected from H, --R.sup.3 --X, aliphatic hydrocarbyl having 1-6 carbon atoms or aryl, or substituted derivatives thereof, provided that not more than one of R.sup.1 and R.sup.2 is H;R.sup.3 is a divalent C.sub.1 -C.sub.30 aliphatic and/or aromatic hydrocarbyl group which may optionally be substituted, or interrupted, by a hetero atom;R.sup.4 and R.sup.5 which may be the same or different are H, ##STR2## or an ortho para directing activating group for aromatic electrophilic substitution, other than an amine;and X is a reactive functional group capable of undergoing an acid-catalyzed electrophilic aromatic substitution reaction with a phenol, for example an aldehyde group. They can be polymerized to produce silicone-modified polymers of the phenol-aldehyde type without the use of free aldehyde.
    Type: Grant
    Filed: March 20, 1991
    Date of Patent: May 12, 1992
    Assignee: Loctite (Ireland) Limited
    Inventors: John G. Woods, Pauline Coakley
  • Patent number: 5095147
    Abstract: 2,2-Difluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl andX represents hydroxymethyl, 2-hydroxyethyl, isocyanato, amino, amino hydrohalide or a radical of the formula --CO--R.sup.1, whereR.sup.1 represents hydrogen, hydroxyl, alkoxy, alkyl, halogen or amino,are intermediates for fungicides.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: March 10, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 5081283
    Abstract: Novel intermediates for fungicides, comprising fluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl,X represents hydrogen, chlorine or bromine andR.sup.1 represents hydroxyl, alkoxy, alkyl or halogen.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: January 14, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 5079386
    Abstract: Process for preparing an alkyl substituted tetralin or indane by reacting a benzyl alcohol with an alkene having 4-7 carbon atoms under the influence of a Lewis acid catalyst. The product can be further reacted with an acyl halide or alkylene epoxide without prior isolated from the initial reaction mixture.
    Type: Grant
    Filed: October 19, 1990
    Date of Patent: January 7, 1992
    Assignee: Unilever Patent Holdings B.V.
    Inventors: Stephen E. Meakins, Keith R. Motion, Christopher P. Newman
  • Patent number: 5068452
    Abstract: Aromatic aldehydes of formula ##STR1## possessing a single or a double bond in the position indicated by the dotted line and wherein symbol X represents a monovalent radical or formula ##STR2## or, when the dotted line represents a single bond, of formula ##STR3## and wherein symbol Z stands for an oxygen atom or for two R.sup.2 O radicals, each of R.sup.1 and R.sup.2 representing an alkyl radical having from 1 to 3 carbon atoms.Aromatic aldehydes (I) posses useful odorous properties and can be used as perfuming ingredients for the preparation of perfume bases and perfumed articles. They can also be used as starting materials for the preparation of useful end-products having herbicide and fungicide properties.Process for the preparation of aromatic aldehydes (I) starting from 8-methoxycuminic aldehyde.
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: November 26, 1991
    Assignee: Firmenich SA
    Inventors: Ferdinand Naef, Francois Delay, Arnoldus Uijttewaal
  • Patent number: 5068451
    Abstract: A method of producing 3-phenoxy propanal derivatives of 3-phenoxy propanal derivatives of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are --H, --CH.sub.3 or a halogen radical, which comprises oxidizing allyl phenoxy ether derivatives of the formula ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are as defined above, in an alcohol as a solvent in the presence of a palladium salt, an oxidant, optionally an alkali metal salt of an onganic acid, and/or an acid at a temperature of 5.degree. C. -100.degree. C.
    Type: Grant
    Filed: May 4, 1990
    Date of Patent: November 26, 1991
    Assignee: National Science Council
    Inventors: Ivan J. B. Lin, S. J. Jong
  • Patent number: 5041683
    Abstract: Process for the preparation of nuclear-fluorinated trifluoromethylbenzaldehydes from nuclear-chlorinated trifluoromethylbenzaldehydes, and new nuclear-fluorinated trifluoromethylbenzaldehydes.
    Type: Grant
    Filed: April 25, 1990
    Date of Patent: August 20, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Albrecht Marhold, Rudolf Braden
  • Patent number: 5026896
    Abstract: Novel trisubstituted benzoic acid intermediates which are useful in the preparation of certain herbicidal 2-(2,3,4-trisubstituted benzoyl)-1,3-cyclohexanediones are described.
    Type: Grant
    Filed: May 8, 1990
    Date of Patent: June 25, 1991
    Assignee: ICI Americas Inc.
    Inventor: William J. Michaely
  • Patent number: 4990647
    Abstract: Unsymmetric biaryl compounds are prepared by coupling two different halogenoaromatics by reaction with a metal and carrying out the reaction in the presence of catalytic amounts of a nickel compound, a promoter and a phosphorus-containing ligand.
    Type: Grant
    Filed: April 24, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Himmler, Rudolf Braden
  • Patent number: 4950796
    Abstract: Novel benzonitriles, benzaldehydes and benzyl alcohols of the formula I ##STR1## where R.sup.1 is methyl or ethyl, R.sup.2 is alkyl, alkenyl, cycloalkyl, cycloalkenyl, bicycloalkyl, bicycloalkenyl, or C.sub.1 -C.sub.5 -alkyl-substituted cycloalkyl, cycloalkenyl, bicycloalkyl or bicycloalkenyl, X is hydrogen, chlorine or fluorine and Z is --CN, CHO or ##STR2## where R.sup.3 is hydrogen, cyano, C.sub.2 -C.sub.4 -alkynyl, C.sub.2 -C.sub.4 -alkenyl or C.sub.1 -C.sub.4 -alkyl, with the proviso that R.sup.2 is not --CH.sub.2 --CH.dbd.CH--B when B is hydrogen, alkyl or alkenyl and at the same time R.sup.1 is methyl and Z is ##STR3## and with the proviso that R.sup.2 is not methyl or ethyl when R.sup.1 is methyl and at the same time Z is ##STR4## and furthermore with the proviso that R.sup.2 is not methyl when R.sup.1 is methyl or ethyl and at the same time Z is --CN or --CHO.
    Type: Grant
    Filed: June 14, 1989
    Date of Patent: August 21, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wolf, Hans Theobald, Norbert Goetz
  • Patent number: 4927805
    Abstract: Curcumin is subjected to the action of heat and pressure in the presence of water by a continuous or batch process to produce vanillin and other natural flavor products. The proportion of vanillin in the final product varies with the pH of the reaction mixture.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: May 22, 1990
    Assignee: Mallinckrodt, Inc.
    Inventors: Joseph E. Dolfini, Jerome Glinka, Andrew C. Bosch
  • Patent number: 4918176
    Abstract: Unsaturated norbornane, 2,2-dimethyl norbornane, adamantane or cyclododecane derivatives exhibit activity in the systemic and topical treatment of dermatologic disorders.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: April 17, 1990
    Assignee: Societe Anonyme dite: L'Oreal
    Inventors: Gerard Lang, Serge Forestier, Alain Lagrange
  • Patent number: 4913723
    Abstract: Disclosed are herbicidal compounds, compositions containing them, and a method of use for the compositions in controlling undesired plant growth. The herbicidal compounds are compounds of the formula ##STR1## in which W is S or O and Z-Ph is a substituted phenyl group in which Z is -C(R).dbd.Q; R is H, lower alkyl, or aryl; Q is NR' or oxygen; R' is alkoxy, hydroxy, alkenyloxy, alkynyloxy, alkylcarbonyloxy, arylcarbonloxy, trialkylsilyloxy, arylalkoxy, aryl, alkyl, cycloalkyl, or a group of the formula --SO.sub.2 R", --OCO.sub.2 R", OC(O)NHR", or --CH.sub.2 CO.sub.2 R"; and R" is lower alkyl or aryl. The phenyl moiety Ph is advantageously multisubstituted.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: April 3, 1990
    Assignee: FMC Corporation
    Inventor: Jun H. Chang
  • Patent number: 4910346
    Abstract: The novel odorants, 3-(3-propan-2-ylphenyl)butanal and 3-(3-propen-2-ylphenyl)butanal, are disclosed.
    Type: Grant
    Filed: November 10, 1988
    Date of Patent: March 20, 1990
    Assignee: Givaudan Corporation
    Inventor: Alan J. Chalk
  • Patent number: 4908349
    Abstract: Novel odorants of the formula ##STR1## namely, 1,1,2,4,4-pentamethyl-6-formyl-1,2,3,4-tetrahydronaphthalene (1a) and 1,1,2,4,4-pentamethyl-7-formyl-1,2,3,4-tetrahydronaphthalene (1b), possess powerful, very natural-warm, musk-like odor notes.
    Type: Grant
    Filed: July 14, 1988
    Date of Patent: March 13, 1990
    Assignee: Givaudan Corporation
    Inventor: Hans-Ulrich Gonzenbach
  • Patent number: 4889952
    Abstract: A novel compound of .alpha.-(3-(1-phenylethenyl)phenyl)-propionaldehyde and a method for producing .alpha.-(3-benzoylphenyl)propionic acid which is prepared by oxidizing the former compound as an intermediate. The method is characterized in the easiness in operation, the low cost and the high purity of the product.
    Type: Grant
    Filed: March 11, 1988
    Date of Patent: December 26, 1989
    Assignee: Nippon Petrochemical Company, Ltd.
    Inventors: Isoo Shimizu, Yasuo Matsumura, Yutaka Arai
  • Patent number: 4876396
    Abstract: Phenolic compounds and mixtures thereof, e.g., admixture of 2,4-dichlorophenol and 2,6-dichlorophenol, are selectively chlorinated at a position ortho to a hydroxyl function thereof, by reacting such phenolic compound with gaseous chlorine, in a molten reaction medium, in the presence of a catalytically effective amount of a primary, secondary or tertiary amine.
    Type: Grant
    Filed: July 28, 1987
    Date of Patent: October 24, 1989
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventors: Jean-Claude LeBlanc, Serge Ratton
  • Patent number: 4837201
    Abstract: 4-methyl-4-phenyl-1-pentanals of the general formula I ##STR1## where R.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sup.2 is hydrogen or methyl, with the exception of 4-methyl-4-phenyl-1-pentanal, and the use of the methylphenylpentanals of the formula I for imparting fragrance properties to, or improving or modifying the fragrance properties of, perfumes and perfumed products, and the preparation of these compounds by hydroformylation of the corresponding 3-methyl-3-phenyl-1-butenes of the general formula II ##STR2## and, if required, subsequent reaction with formaldehyde and partial hydrogenation.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: June 6, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Gramlich, Norbert Goetz, Hardo Siegel, Gerhard Schindler
  • Patent number: 4814510
    Abstract: Benzaldehyde derivatives of the general formula I, where X is an oxygen atom or two R.sup.2 O groups and R.sup.1 and R.sup.2 are alkyl radicals of 1-4 carbon atoms, their preparation, and their use as odorants or odorant intermediates.
    Type: Grant
    Filed: December 14, 1987
    Date of Patent: March 21, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Degner, Walter Gramlich, Heinz Hannebaum
  • Patent number: 4804785
    Abstract: Alpha,beta-substituted acroleins of the general formula I ##STR1## where A and B are identical or different and are each C.sub.1 -C.sub.4 -alkyl, naphthyl, biphenyl or phenyl which may be monosubstituted or polysubstituted by halogen, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, phenoxy or phenylsulfonyl, are prepared by a process in which a compound of the general formula III ##STR2## where A has the above meanings and R.sup.1 and R.sup.2 are identical or different and are each C.sub.1 -C.sub.4 -alkyl or together possess the carbon atoms required to complete a ring, is reacted with a phosphorus compound of the general formula IV or V ##STR3## where B the meanings stated above, R.sup.1 and R.sup.2 are as defined above and X.sup..crclbar. is a halide ion, in the presence of a base. The alpha,beta-substituted acroleins can be further processed to give hydroxymethyloxiranes.
    Type: Grant
    Filed: September 16, 1987
    Date of Patent: February 14, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Stefan Karbach, Hans-Gert Recker, Marco Thyes
  • Patent number: 4801444
    Abstract: A medicinal preparation for individual prevention of venereal diseases and treatment of urogenital trichomoniasis comprises an efficient quantity of an active principle which is essentially a synergistic mixture of para-nitro-alpha-chlorocinnamic aldehyde of the formula: ##STR1## dimethylsulphoxide and a pharmaceutical excipient. Polyethyleneglycol having a molecular mass of 400 is recommended to be used as the pharmaceutical excipient.A method for treatment of urogenital trichomoniasis consists in application of the medicinal preparation in question to the mucosa of human genitalia in a dose of 1.5 to 10 ml twice a day for 5 to 7 days.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: January 31, 1989
    Assignee: Poltavsky Meditsinsky Stomatologichesky Institut
    Inventor: Vladimir G. Kravchenko
  • Patent number: 4786434
    Abstract: An agent for and the method for its use in the elimination of active chlorine compounds from water comprises a hydroxysulfinate adduct of an aliphatic, aromatic, or heterocyclic mono- or dialdehyde or an ammonia adduct thereof. The agent is used alone or in combination with the corresponding aldehyde.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: November 22, 1988
    Assignee: Tetra Werke Dr. rer. nat. U. Baensch GmbH
    Inventor: Ritter Gunter
  • Patent number: 4733012
    Abstract: A process for the preparation of 4-chloromethylbenzaldehyde, 4-bromomethylbenzaldehyde and 4-iodomethylbenzaldehyde is disclosed. The desired 4-halomethylbenzaldehyde is prepared by reacting 4-hydroxymethylbenzaldehyde with the appropriate gaseous hydrogen halide and/or with the appropriate aqueous hydrohalic acid. The 4-halomethylbenzaldehydes produced by the disclosed process are useful as raw materials for pharmaceuticals and serve as starting materials for the preparation of conductive organic compounds.
    Type: Grant
    Filed: March 17, 1987
    Date of Patent: March 22, 1988
    Assignee: Wacker-Chemie GmbH
    Inventors: Hermann Braunling, Dieter Kippe
  • Patent number: 4683342
    Abstract: Described is a process for preparing natural benzaldehyde and acetaldehyde and compositions of matter containing natural benzaldehyde and acetaldehyde as well as products produced thereby and organoleptic utilities thereof, which process comprises the step of contacting with base naturally occurring cinnamaldehyde or a natural product rich in cinnemaldehyde such as Ceylon oil of cinnamon, Ceylon cinnamon bark, Saigon cinnamon bark, cassia oil, Ceylon cinnamon quills, Cinnamon leaf oil, oil of cinnamon Madagascar or the like according to the reaction: ##STR1## the reaction taking place in aqueous media and in the presence of a food grade or natural nonionic emulisifier, preferably a nonionic sorbitan derivative emulsifying agent and in the absence of any other reagents.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: July 28, 1987
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Alan O. Pittet, Ranya Muralidhara, Arthur L. Liberman
  • Patent number: 4680291
    Abstract: The present invention provides propenylamines useful as anti-mycotic agents.
    Type: Grant
    Filed: August 18, 1978
    Date of Patent: July 14, 1987
    Assignee: Sandoz Ltd.
    Inventors: Helmut Hamberger, Adrian Stephen, Anton Stutz, Peter Stutz
  • Patent number: 4670443
    Abstract: Benzo(f)isoquinoline compounds, particularly, penta- and tetrahydrobenzo(f)isoquinoline dicarboxylic acid compounds, their preparation and their use as calcium entry blockers are disclosed.
    Type: Grant
    Filed: July 2, 1985
    Date of Patent: June 2, 1987
    Assignee: Merck & Co., Inc.
    Inventors: George D. Hartman, Brian T. Phillips
  • Patent number: 4649207
    Abstract: Derivatives of diphenylhexafluoropropane having the formula: ##STR1## where R is an unsubstituted or substituted alkylene, an epoxy, a silyl or alkoxysilyl group; and where X and Y are hydrogen or halogen. The derivatives are useful in formulating polymer structures.
    Type: Grant
    Filed: May 13, 1986
    Date of Patent: March 10, 1987
    Assignee: Hughes Aircraft Company
    Inventors: Kreisler S. Y. Lau, William J. Kelleghan
  • Patent number: 4626601
    Abstract: The new compound ##STR1## is prepared and converted to the new acetal ##STR2## which is reacted with an alkali phenolate or alkaline earth metal phenolate in the presence of copper or a copper compound as a catalyst and in the presence of a diluent at a temperature between about 100.degree. and 200.degree. C. to produce the new acetal ##STR3## which can be hydrolyzed to the corresponding aldehyde which is a known intermediate for pyrethroid-like insecticides.
    Type: Grant
    Filed: September 18, 1981
    Date of Patent: December 2, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel, Erich Klauke
  • Patent number: 4621901
    Abstract: Liquid crystalline mixtures containing compounds of the formula ##STR1## wherein n stands for the number 0 or 1; X.sup.1 and X.sup.2 denote single covalent bonds or one of the symbols X.sup.1 and X.sup.2 also denotes --COO--, --OOC-- or --CH.sub.2 CH.sub.2 --; the rings A.sup.1, A.sup.2, and A.sup.3 represent 1,4-phenylene, 2-fluoro-1,4-phenylene or trans-1,4-cyclohexylene or one of these rings also represents a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; R.sup.1 signifies 4-alkenyl or on a cyclohexyl ring also 2Z-alkenyl; and R.sup.2 denotes alkyl, alkoxy, --CN or --NCS,as well as the manufacture of these compounds and the use for electro-optical purposes are described.
    Type: Grant
    Filed: June 26, 1985
    Date of Patent: November 11, 1986
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Petrzilka, Martin Schadt