Hydroxy, Bonded Directly To Carbon, Or Ether Containing (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/443)
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Publication number: 20020012917Abstract: A compound of the following formula:Type: ApplicationFiled: December 8, 2000Publication date: January 31, 2002Applicant: Fuji Photo Film Co., Ltd.Inventors: Yoshihiko Makino, Kazunobu Takahashi, Makoto Takagi, Shigeori Takenaka, Kenichi Yamashita
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Publication number: 20020010370Abstract: Bis-o-aminophenols and o-aminophenolcarboxylic acids have the following structures: 1Type: ApplicationFiled: March 12, 2001Publication date: January 24, 2002Inventors: J?ouml;rg Haussmann, Gerhard Maier, Recai Sezi
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Patent number: 6335469Abstract: The invention relates to high purity (1R,2S,4R)-(−)-2-[(2′-{N,N-dimethylamino}-ethoxy)]-2-[phenyl]-1,7,7-tri-[methyl]-bicyclo[2.2.1]heptane and pharmaceutically acceptable acid addition salts thereof containing not more than 0.2% of (1R,3S,4R)-3-[(2′-{N,N-dimethylamino}-ethyl)]-1,7,7-tri-[methyl]-bicyclo[2.2.1]heptane-2-one and/or of a pharmaceutically acceptable acid addition salt thereof. Furthermore the invention is concerned with a process for the preparation of these compounds. Moreover the invention relates to medicaments containing 1 or more of these compounds and their use.Type: GrantFiled: May 10, 2000Date of Patent: January 1, 2002Assignee: Orion CorporationInventors: Gyula Lukács, Gyula Simig, Tibor Mezei, Zoltán Budai, Márta Porcs-Makkay, György Krasznai, Kálmán Nagy, Györgyi Donáth Vereczkey, Tibor Szabó, Norbert Németh, János Szulágyi
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Publication number: 20010056210Abstract: Compounds of formula III, 1Type: ApplicationFiled: July 6, 2001Publication date: December 27, 2001Inventors: Benoit Pugin, Ivo Steiner, Rhony Niklaus Aufdenblatten, Antonio Togni
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Publication number: 20010053789Abstract: Phenolic compounds with a phenolic molecule to which are covalently linked an oxygen-containing group, a nitrogen- or another oxygen containing group, and a C1-C4 alkoxy group, obtainable from monocotyledonous plants, animals that eat such plants, or chemical synthesis, have been found to act as an antidepressant or otherwise a treatment for bettering mood, a therapy for improving sexual desire or performance, an adjunctive therapy for achieving weight loss, and an adjunctive therapy for substance abuse and addiction. These compounds, at concentrations suitable for human therapeutic use, may be obtained from plants such as corn in their early growth stages and from parts of animals such as the velvet antler tips of deer and elk.Type: ApplicationFiled: April 13, 2001Publication date: December 20, 2001Inventors: Mark J. Rosenfeld, Patricia J. Berger, Norman C. Negus
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Patent number: 6331648Abstract: The present invention relates to a series of derivatives of novel ether amine compounds prepared by the cyanobutylation reaction of an alcohol having 3 to 22 carbon atoms with 2-pentenenitrile to form a branched alkyl ether nitrile. The alkyl ether nitrites formed by the process are hydrogenated to form alkylether amines. The resulting product can be reacted with 2-pentenenitrile and or acrylonitrile and in a subsequent step, hydrogenated to yield a diamine. Specifically, the present invention deals with two types of tertiary amines one made by the reaction of novel ether amine compounds with ethylene oxide, propylene oxide or butylene oxide or mixtures thereof producing alkoxylated tertiary amines and the other made by the reaction of novel ether amine compounds with formaldehyde and hydrogen producing methylated tertiary amines. The invention also discloses novel amine oxides, and quaternary compounds made from said tertiary amines.Type: GrantFiled: May 8, 2000Date of Patent: December 18, 2001Assignee: Nova Molecular Technologies INCInventors: Thomas J. Daly, Michael Clumpner, Anthony J. O'Lenick, Jr.
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Patent number: 6323369Abstract: This invention provides substituted cycloheptenes of the general formula I in which R1 represents OH, O-(C1-C6)-alkyl, O-(C3-C7)-cycloalkyl, O-aryl, C1-C6-alkyl-COO-, aryl-COO-, R2 represents C1-C6-alkyl, (CH2)(1-2)-aryl, C2-C6-alkenyl-aryl and R3 represents (CH2)(0-1)-C5-C7-cycloalkyl, (CH2)(0-2)-aryl, heterocyclyl, C1-C6-alkyl-heterocyclyl either as a racemate or in the form of the pure enantiomers, each as a base or as a salt with a pharmaceutically acceptable acid, a process for their preparation and their use as medicaments.Type: GrantFiled: December 14, 1999Date of Patent: November 27, 2001Assignee: Gruenenthal GmbHInventors: Oswald Zimmer, Wolfgang Werner Alfred Strassburger, Werner Guenter Englberger, Babette-Yvonne Koegel
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Patent number: 6313348Abstract: The invention provides novel crosslinking aromatic diamines useful in preparing polyamic acids and polyimides for optical alignment layers. The novel compositions comprise crosslinking diamines containing a C3-C20 linear or branched hydrocarbon chains containing 1 to 4 carbon-carbon double bonds.Type: GrantFiled: July 18, 2000Date of Patent: November 6, 2001Inventors: Wayne M. Gibbons, Paul Joseph Shannon, Hanxing Zheng
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Patent number: 6306179Abstract: The present invention relates to a new method for the synthesis of 2-hydroxyalkyl-para-phenylenediamines which are substituted or unsubstituted at the 5-position of the benzene ring, new 2-hydroxyalkyl-para-phenylenediamines which are substituted or unsubstituted at the 5-position of the benzene ring, their use for the oxidation dyeing of keratinous fibers, the dyeing compositions containing them, as well as the methods of dyeing using them.Type: GrantFiled: October 22, 1998Date of Patent: October 23, 2001Assignee: L'Oreal S.A.Inventors: Alain Genet, Alain Lagrange
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Patent number: 6274768Abstract: This invention relates to intermediates in the preparation of acridin derivatives of general formula or pharmaceutically acceptable salts thereof, and to a method of producing them.Type: GrantFiled: March 30, 2000Date of Patent: August 14, 2001Assignee: Gruenenthal GmbHInventors: Claudia Katharina Puetz, Wolfgang Werner Alfred Strassburger, Oswald Zimmer, Werner Guenter Englberger
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Patent number: 6267913Abstract: Compositions capable of simultaneous two-photon absorption and higher order absorptivities are disclosed. Many of these compositions are compounds satisfying the formulae D-Π-D, A-Π-A, D-A-D and A-D-A, wherein D is an electron donor group, A is an electron acceptor group and Π comprises a bridge of &pgr;-conjugated bonds connecting the electron donor groups and electron acceptor groups. In A-D-A and D-A-D compounds, the &pgr; bridge is substituted with electron donor groups and electron acceptor groups, respectively. Also disclosed are methods that generate an electronically excited state of a compound, including those satisfying one of these formulae. The electronically excited state is achieved in a method that includes irradiating the compound with light. Then, the compound is converted to a multi-photon electronically excited state upon simultaneous absorption of at least two photons of light.Type: GrantFiled: November 7, 1997Date of Patent: July 31, 2001Assignee: California Institute of TechnologyInventors: Seth Marder, Joseph Perry
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Patent number: 6242609Abstract: A method for manufacturing a color coupler used in a silver halide photographic light-sensitive material using an ammonium trihalide. Said method for manufacturing the color coupler comprising the following step: a step for halogenating a coupling position of a four equivalent coupler using a halogenating agent, wherein said halogenating agent is said ammonium trihalide.Type: GrantFiled: April 7, 1999Date of Patent: June 5, 2001Assignee: Konica CorporationInventor: Fumio Ishii
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Patent number: 6232494Abstract: This invention is directed to an improved process for the preparation of N-(phosphonomethyl)glycine (i.e., “glyphosate”), a salt of N-(phosphonomethyl)glycine, or an ester of N-(phosphonomethyl)glycine. The process comprises combining an N-substituted N-(phosphonomethyl)glycine reactant with oxygen in the presence of a noble metal catalyst. The N-substituted N-(phosphonomethyl)glycine reactant has formula (V): wherein R1 and R2 are independently selected from the group consisting of hydrogen, halogen, —PO3R12R131, —SO3R14, —NO2, hydrocarbyl, and substituted hydrocarbyl other than —CO2R15; and R7, R8, R9, R12, R13, R14, and R15 are independently selected from the group consisting of hydrogen, hydrocarbyl, substituted hydrocarbyl, and an agronomically acceptable cation.Type: GrantFiled: March 5, 1999Date of Patent: May 15, 2001Assignee: Monsanto CompanyInventors: David A. Morgenstern, David E. McKenzie, Robert Orth, David Oburn, Cindy Ludwig, Kam-to Wan, John M. Dzenitis
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Patent number: 6225499Abstract: This invention provides a process for preparing aminoarylacetylenes comprising reacting a N-arylmethylidene aminoarylhalide with a terminal acetylene in the presence of a base and a catalyst system comprising a palladium catalyst and a cuprous salt to produce a novel N-arylmethylidene aminoarylacetylene, and hydrolyzing the N-arylmethylidene aminoarylacetylene to the aminoarylacetylene. In one embodiment, the invention provides a process for preparing aminophenylacetylenes comprising reacting a N-benzylidene aminophenylhalide with a terminal acetylene in the presence of a base and the catalyst system to produce a novel N-benzylidene aminophenylacetylene, and hydrolyzing the N-benzylidene aminophenylacetylene to the aminophenylacetylene.Type: GrantFiled: July 14, 1997Date of Patent: May 1, 2001Assignee: Catalytica Pharmaceuticals, Inc.Inventor: John M. Gruber
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Patent number: 6222074Abstract: The invention relates to a process for preparation of 4,6-diaminoresorcinol or salts thereof by reducing 4,6-bis(substituted)phenylazoresorcinol expressed by the formula [1] wherein, R denotes a halogen atom, an alkyl group having 1-5 carbon atoms, a hydroxycarbonyl group or an alkoxy group having 1-5 carbon atoms, n denotes 0 or any integer of 1-5, and two or more groups R may be same or different each other, for example, 4,6-bisphenylazoresorcinol, with hydrogen in the presence of a metal catalyst to obtain 4,6-diaminoresorcinol or salts thereof, characterized in that an aliphatic nitrile compound (for example, acetonitrile) is used as a solvent, or characterized in that the reduction is carried out by using at least one organic solvent selected from aliphatic nitrile compounds, aliphatic alcohols having 3-5 carbon atoms, dioxane and ethylene glycol monomethyl ether, etc. as a solvent and furthermore in the presence of a filter aid (for example, active carbon).Type: GrantFiled: July 25, 2000Date of Patent: April 24, 2001Assignee: Nissan Chemical Industries, Ltd.Inventors: Kenichi Tokunaga, Motohito Shiratori, Kazuhiko Akimoto, Hideo Suzuki, Isao Hashiba
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Patent number: 6169206Abstract: 4-(N,N-Dialkylamino)aniline compounds of the following general formula (I): wherein R1 represents an alkyl group, an aryl group or a heterocyclic group, R2 to R5 each represent a hydrogen atom or a substituent, and R2 and R3, R1 and R2, or R4 and R5 may form a ring together; a processing composition for color photography, which contains at least one of these compounds; and a color image-forming method wherein at least one of these aniline compounds is used.Type: GrantFiled: January 24, 2000Date of Patent: January 2, 2001Assignee: Fuji Photo Film Co., Ltd.Inventors: Keizo Kimura, Shigeo Hirano, Hiroshi Kawamoto
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Patent number: 6143208Abstract: An optical frequency conversion element has a wave-guiding layer which consists of a .chi..sup.(2) -active ferroelectric liquid crystal. The monomeric or polymeric liquid crystal material has a periodic structure which permits the so-called quasi phase matching of a guided laser beam. The period length of the structure is equal to twice the coherence length l.sub.c =.pi./.DELTA..beta. of the material, whereby .DELTA..beta.=.beta..sub.o (2.omega.)-2.beta..sub.o (.omega.), with .omega.=angular frequency of the fundamental wave, 0=zero-order mode and .beta.=propagation constant of the mode.Type: GrantFiled: February 12, 1997Date of Patent: November 7, 2000Assignee: Rolic AGInventors: Richard Buchecker, Xin Hua Chen, Jurg Fufschilling, Rolf-Peter Herr, Martin Schadt, Klaus Schmitt
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Patent number: 6107359Abstract: Polyol formulations, containing polyether polyols possessing 40 to 80 wt. % of tertiary amino groups and having an OH number of 300 to 500, preferably 350 to 420, obtainable by addition of exclusively propylene oxide to o-toluene diamine, which contain cyclopentane and/or n- and/or i-pentane and/or hydrofluoroalkanes as blowing agent, are used for the manufacture of rigid polyurethane foams by reacting with organic polyisocyanates, optionally further compounds with at least two hydrogen atoms reactive to isocyanates, optionally in the presence of water, and further blowing agents known per se as well as conventional auxiliaries and additives.Type: GrantFiled: October 13, 1998Date of Patent: August 22, 2000Assignee: Bayer AktiengesellschaftInventors: Karl-Werner Dietrich, Manfred Dietrich, Wilhelm Lamberts, Walter Klan
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Patent number: 6100430Abstract: An alicyclic polyamine of the formula (1) ##STR1## wherein Y.sub.1 represents a saturated aliphatic hydrocarbon group and R.sub.1 through R.sub.4 are the same or different and each represents hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or an aralkyl group. The alicyclic polyamine can be obtained by subjecting a 3-formylcycloalkanone or 3-formylcycloalkenone to reductive amination reaction.Type: GrantFiled: September 10, 1998Date of Patent: August 8, 2000Assignee: Daicel Chemical Industries, Ltd.Inventors: Kenichi Yamamoto, Kazuyuki Matsuoka, Hiroshi Yagihara
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Patent number: 6100429Abstract: This invention provides a process for preparing aminoarylacetylenes comprising reacting a N-arylmethylidene aminoarylhalide with a terminal acetylene in the presence of a base and a catalyst system comprising a palladium catalyst and a cuprous salt to produce a novel N-arylmethylidene aminoarylacetylene, and hydrolyzing the N-arylmethylidene aminoarylacetylene to the aminoarylacetylene.Type: GrantFiled: June 16, 1999Date of Patent: August 8, 2000Assignee: Catalytica Pharmaceuticals, Inc.Inventor: John M. Gruber
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Patent number: 6057479Abstract: This invention relates to a process for preparing indan derivatives and comprises a process for preparing cis-1-amino-2-indanol by treating (.+-.)indan-1,2-diol and/or its 2-formate derivative with specific microbes to give optically active 2-hydroxy-1-indanone, converting the optically active 2-hydroxy-1-indanone to its oxime, and treating the oxime with hydrogen or a hydrogen donor in the presence of a heterogeneous hydrogenation catalyst, a process for preparing optically active 2-hydroxy-1-indanone and/or optically active indan-1,2-diol by treating (.+-.)indan-1,2-diol and/or its 2-formate derivative with specific microbes, and a process for preparing cis-1-amino-2-indanol by treating the oxime of 2-hydroxy-1-indanone with hydrogen or a hydrogen donor in the presence of a heterogeneous hydrogenation catalyst.Type: GrantFiled: July 9, 1998Date of Patent: May 2, 2000Assignee: Nippon Steel Chemical Co., Ltd.Inventors: Shuichi Mitamura, Yasuhisa Asano, Tamejiro Hiyama, Hiroshi Kajiro
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Patent number: 6040482Abstract: This invention relates to very specific oxyalkylene-substituted aminophenol compounds as intermediates for the production of poly(oxyalkylene)-substituted xanthene (or other type) colorants. Such an inventive intermediate compound is produced in a single step by reacting an oxyalkylene oxide having from 3 to 12 carbon atoms (branched or unbranched), glycidol, or a glycidyl directly with aminophenol without the use of a catalyst and at a relatively low temperature. Propylene oxide and m-aminophenol are the preferred reactants. The propylene oxide selectively reacts with the amine group on the m-aminophenol without propoxylating the phenolic hydroxyl group. Such a specific method thus does not require extra time- and cost-consuming steps of protecting the phenolic hydroxyl group from attack. After production, this intermediate may be reacted with suitable compounds to ultimately form any number of different colorants, including xanthenes, oxazines, coumarins, and the like.Type: GrantFiled: March 5, 1999Date of Patent: March 21, 2000Assignee: Milliken & CompanyInventors: Philip G. Harris, Rajnish Batlaw
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Patent number: 6040480Abstract: The present invention provides novel methods for the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1- benzoxazin-2-one of formula (VI-i) ##STR1## which is useful as a human immunodeficiency virus (HIV) reverse transcriptase inhibitor.Type: GrantFiled: February 11, 1999Date of Patent: March 21, 2000Assignee: Du Pont Pharmaceuticals CompanyInventors: Michael E. Pierce, Cheng Y. Chen, Anusuya Choudhury, Lilian A. Radesca, Lushi Tan, Dalian Zhao
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Patent number: 6040344Abstract: A method is disclosed for the preparation of optically pure isomers of formoterol by the reaction of an optically pure 4-benzyloxy-3-formamidostyrene oxide with an optically pure 4-methoxy-.alpha.-methyl-N-(phenylmethyl)benzeneethanamine followed by debenzylation. Useful intermediates in the process are also disclosed, as are the novel L-tartrate salt of R,R-formoterol and pharmaceutical compositions thereof.Type: GrantFiled: May 21, 1998Date of Patent: March 21, 2000Assignee: Sepracor Inc.Inventors: Yun Gao, Robert Hett, Kevin Q. Fang, Stephen A. Wald, Martin P. Redmon, Chris Hugh Senanayake
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Patent number: 6015899Abstract: Products are described which can be obtained by reacting components a), b) and c), where component a) is a compound of the formula I or a mixture of compounds of the formula I, component b) is a compound of the formula II or a mixture of compounds of the formula II and component c) is a compound of the formula III or a mixture of compounds of the formula III, ##STR1## in which the general symbols are as defined in claim 1, the compound of the formula I being, for example, pentaerythritol, thiodiethylene glycol, 1,4-butanediol, 1,4-propanediol, diethylene glycol, triethylene glycol, diethanolamine or glycerol, the compound of the formula II being, for example, sunflower oil or coconut fat, and the compound of the formula III being, for example, methyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate. The abovementioned products can be used as liquid antioxidants in polymers and lubricants.Type: GrantFiled: April 21, 1997Date of Patent: January 18, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Dubs, Roger Martin, Samuel Evans
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Patent number: 6015926Abstract: An efficient method for the preparation of key intermediate, in the synthesis of (-)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-ben zoxazin-2-one, a reverse transcriptase inhibitor is achieved using a chiral addition reaction to the 4-chloro-2-trifluoromethylketoaniline with an organozinc complex to give the desired alcohol. This instant method has broad applicability in the chiral addition to any prochiral ketone.Type: GrantFiled: May 11, 1998Date of Patent: January 18, 2000Assignee: Merck & Co., Inc.Inventors: Cheng Yi Chen, Lushi Tan, Richard D. Tillyer
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Patent number: 5990355Abstract: Compounds of the formula (I) and their salts with inorganic and organic acids, ##STR1## in which R.sub.1 is a hydrogen atom or a trimethylsilyl group, R.sub.2, R.sub.3, R.sub.4, and R.sub.5 are, independently of each other, a hydrogen atom, a (C.sub.1 -C.sub.4) alkyl group, a hydroxy-(C.sub.2 -C.sub.3) alkyl group, an alkoxy-(C.sub.2 -C.sub.3) group, an amino-(C.sub.2 -C.sub.3) group, or a 2,3-dihydroxypropyl group, and in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are not simultaneously hydrogen atoms, and processes for their preparation and use as hair-coloring agents.Type: GrantFiled: October 3, 1997Date of Patent: November 23, 1999Assignee: Hans Schwarzkopf GmbH & Co. KG.Inventors: Mustafa Akram, Wolfgang Wolff, Andreas Bittner, Uwe Kobs
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Patent number: 5990116Abstract: The invention concerns compounds of formula I ##STR1## wherein the substituents have various meanings, and their use in the prevention or treatment of inflammatory and proliferative skin diseases and cancer.Type: GrantFiled: September 15, 1997Date of Patent: November 23, 1999Assignee: Novartis AGInventor: Peter Nussbaumer
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Patent number: 5986139Abstract: A process for the preparation of primary or secondary amines by hydrogenation of imines with hydrogen at elevated pressure and in the presence of a dinuclear Ir(III) complex having ditertiary diphosphine ligands, halide bridges, halide and hydride ligands, or an Ir(III) halide complex salt containing ditertiary diphosphine ligands, as catalyst, wherein the catalyst corresponds to formula I or Ia or to mixtures of at least two compounds of formula I, at least two compounds of formulae I and Ia, or at least two compounds of formula Ia[(DIP)IrX.sub.q Y.sub.r ].sub.2 (I),[(DIP)X.sub.4 ].sup..crclbar. Me.sup..sym. (Ia),whereinDIP is the ditertiary diphosphine ligand of a ferrocenyldiphosphine the phosphine groups of which are either bonded directly or via a bridge group --CR.sub.v R.sub.w -- to the ortho positions of a cyclopentadienyl ring or are each bonded to a cyclopentadienyl ring of a ferrocenyl, so that a 5-, 6- or 7-membered ring is formed together with the Ir atom;R.sub.v and R.sub.Type: GrantFiled: January 26, 1998Date of Patent: November 16, 1999Assignee: Novartis Crop Protection, Inc.Inventors: Rafael Sablong, John Anthony Osborn, Felix Spindler
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Patent number: 5980584Abstract: The novel primary intermediate, 1-(5-amino-2-hydroxyphenyl)ethane-1,2-diol and a method for producing same, are disclosed. The novel intermediate can be employed as a replacement for p-aminophenol in oxidation dye formulations.Type: GrantFiled: November 3, 1998Date of Patent: November 9, 1999Assignee: Bristol-Myers Squibb CompanyInventors: Mu-III Lim, Linas R. Stasaitis, Yuh-Guo Pan, Michael Y. M. Wong
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Patent number: 5962740Abstract: A process for producing 4,6-bisphenylazoresorcinol of formula ?2! wherein R represents halogen atom, C.sub.1-5 alkyl group, hydroxycarbonyl or C.sub.1-5 alkoxy group, n represents 0 or an integer of 1 to 5, and two or more Rs are the same or different from each other, which comprises reacting resorcinol with a benzenediazonium salt of formula ?1! wherein R and n are the same as defined in the above formula ?1!, and X represents Cl, Br, OSO.sub.3 H or OPO.sub.3 H.sub.Type: GrantFiled: April 28, 1998Date of Patent: October 5, 1999Assignee: Nissan Chemical Industries, Ltd.Inventors: Kazuhiko Akimoto, Kenichi Tokunaga, Isao Hashiba, Hideo Suzuki, Yasuo Katsumura, Kazuo Osaki, Hideo Kawashita, Satoshi Yamazaki
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Patent number: 5962739Abstract: The present invention provides a process for the production of an N,N-dialkylaminophenyl alkanol having the formula: ##STR1## in which R.sub.1 and R.sub.2, independently, are C.sub.1 -C.sub.4 alkyl, R.sub.3 is hydrogen, halogen, cyano, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy and n is an integer from 1 to 4, comprising reacting an aminophenyl alkanol having the formula: ##STR2## in which R.sub.3 and n have their previous significance, with at least two moles of a dialkylsulfate having the formula: ##STR3## in which R.sub.1 and R.sub.2 have their previous significance. N,N-dialkylaminophenyl alkanols so obtained are valuable as intermediates for a wide range of end-products and are also useful, e.g., as accelerators for the peroxide-catalyzed polymerization of vinyl monomers, especially in polymerizable or curable formulations employed in dental applications.Type: GrantFiled: May 19, 1998Date of Patent: October 5, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Claus Korhummel, Hanspeter Baier
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Patent number: 5895824Abstract: In a process for preparing polyether polyols containing aromatics by molecular addition of alkylene oxides to H-functional initiators at from 70.degree. C. to 135.degree. C. and pressures of from 0.1 MPa to 1.0 MPa, the alkoxylation is carried out using at least one initiator comprising at least 95% by weight of 2,3 and 3,4 isomers of tolylenediamine, from 0.5 to 4% by weight of 2,4 and 2,6 isomers of tolylenediamine and from 0.1 to 1.5% by weight of more volatile fractions from tolylenediamine production. The polyether polyols prepared by this process can be used as component of a polyol mixture for producing rigid polyurethane foams.Type: GrantFiled: June 7, 1996Date of Patent: April 20, 1999Assignee: BASF AktiengesellschaftInventors: Stefan Dinsch, Regina Pretzsch, Juergen Winkler, Bernd Guettes, Karl-Heinz Steinchen
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Patent number: 5892118Abstract: A process for producing 4,6-diaminoresorcinols comprises the steps of:subjecting a dioxime of the formula (4) ##STR1## wherein R is an alkyl or phenyl group, to Beckmann rearrangement to thereby produce 4,6-diacylaminoresorcinol of the formula (5) ##STR2## wherein R is as defined above, and subjecting the 4,6-diacylaminoresorcinol to hydrolysis and recovering the product 4,6-diaminoresorcinol (6) ##STR3## or a salt thereof.Type: GrantFiled: October 8, 1997Date of Patent: April 6, 1999Assignee: Daiwa Kasei Industry Co., Ltd.Inventors: Junji Kawachi, Hironori Matsubara, Yoshinori Nakahara, Yutaka Watanabe
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Patent number: 5891883Abstract: The present invention relates to 4,4(disubstituted)cyclohexan-1-ol monomers and related compounds, pharmaceutical compositions containing these compounds, and their use in treating allergic and inflammatory diseases and for inhibiting the production of Tumor Necrosis Factor (TNF).Type: GrantFiled: September 11, 1997Date of Patent: April 6, 1999Assignee: SmithKline Beecham CorporationInventors: Siegfried B. Christensen, IV, Joseph M. Karpinski, M. Dominic Ryan, Paul E. Bender
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Patent number: 5874620Abstract: The invention provides a process for the separation of (RR,SS) 2-dimethylaminomethyl-1-(3-methoxyphenyl) cyclohexanol hydrochloride ?(RR,SS)-Tramadol!, from a mixture consisting of (RR,SS) Tramadol and (RS,SR)-2-dimethylaminomethyl-1-(3-methoxyphenyl) cyclohexanol ?(RS,SR)-Tramadol!, which process includes combining the mixture with an electrophilic reagent, the reagent selectively reacting with the hydroxyl group of (RS,SR)-Tramadol, leaving most of the (RR,SS) Tramadol intact, and precipitating the remaining, practically pure (RR,SS) Tramadol from the mixture.Type: GrantFiled: August 14, 1997Date of Patent: February 23, 1999Assignee: Chemagis, Ltd.Inventors: Ori Lerman, Joseph Kaspi, Dov Brenner
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Patent number: 5861534Abstract: A diaminobenzene derivative of the formula (I): ##STR1## wherein each of P and Q which may be the same or different from each other, is a single bond, or a bivalent organic group selected from the group consisting of --O--, --COO-- and --CONH--, R.sub.1 is a C.sub.2-22 straight chain alkylene group, and R.sub.2 is a cyclic group selected from the group consisting of an aromatic ring, an aliphatic ring, a heterocyclic ring and substituted forms of such rings.Type: GrantFiled: September 10, 1996Date of Patent: January 19, 1999Assignee: Nissan Chemical Industries, Ltd.Inventors: Takayasu Nihira, Yoshio Miyamoto, Hideyuki Endo, Toyohiko Abe
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Patent number: 5856576Abstract: There are provided aryne intermediates of formula I, useful in the manufacture of herbicidal compounds. ##STR1## Also provided is a method to prepare the formula I intermediates via the palladium catalyzed coupling of an o-halonitrobenzene or o-haloaniline with 3-butyne-1-ol.Type: GrantFiled: January 29, 1998Date of Patent: January 5, 1999Assignee: American Cyanamid CompanyInventors: Philip M. Harrington, Kenneth A. M. Kremer
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Patent number: 5852216Abstract: A method of preparing (3-alkoxyphenyl)magnesium chlorides and the use thereof for reaction with certain carbonyl compounds are described.Type: GrantFiled: February 14, 1997Date of Patent: December 22, 1998Assignee: Gruenenthal GmbHInventors: Michael Finkam, Thomas Kohnen, Werner Winter
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Patent number: 5847217Abstract: 2-Amino-5-alkyl-phenols, which are suitable as intermediates in the production of crop-protection agents or photographic couplers, can be prepared by subjecting 2-amino-5-alkyl-benzenesulphonic acids or their salts to alkaline hydrolysis.Type: GrantFiled: December 2, 1997Date of Patent: December 8, 1998Assignee: Bayer AktiengesellschaftInventors: Horst Behre, Guido Steffan
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Patent number: 5840781Abstract: Polyol formulations, containing polyether polyols possessing 40 to 80 wt % of tertiary amino groups and having an OH number of 300 to 500, preferably 350 to 420, obtainable by addition of exclusively propylene oxide to o-toluylenediamine, which contain cyclopentane and/or n- and/or i-pentane and/or hydrofluoro alkanes as blowing agent, are used for the manufacture of rigid polyurethane foams by reacting with organic polyisocyanates, optionally further compounds with at least two hydrogen atoms reactive to isocyanates, optionally in the presence of water, and further blowing agents known per se as well as conventional auxiliaries and additives.Type: GrantFiled: July 15, 1997Date of Patent: November 24, 1998Assignee: Bayer AktiengesellschaftInventors: Karl-Werner Dietrich, Manfred Dietrich, Wilhelm Lamberts, Walter Klan
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Patent number: 5840983Abstract: 2-Trifluoromethoxy-aniline, which can be used as an intermediate for example for preparing pharmaceuticals and agrochemicals, is obtained in very good yields and high purity by nitrating in a first step 1,2-dichlorotrifluoromethoxy-benzene at temperatures between -20.degree. C. and +80.degree. C. and catalytically hydrogenating the resulting nitration products (exclusively 1,2-dichloro-5-nitro-4-trifluoromethoxy-benzene and 1,2-dichloro-3-nitro-4-trifluoromethoxy-benzene) in a 2nd step, it being possible to isolate the aniline intermediates corresponding to the two nitrobenzene derivatives; the nitrobenzene and aniline derivatives mentioned, being novel compounds, are also part of the subject matter of the invention.Type: GrantFiled: July 18, 1997Date of Patent: November 24, 1998Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Albrecht Marhold
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Patent number: 5830244Abstract: A fuel additive having the formula: ##STR1## wherein R.sub.1 and R.sub.2 are independently hydrogen or lower alkyl; R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl and each R.sub.3 and R.sub.4 is independently selected in each --O--CHR.sub.3 --CHR.sub.4 -- unit; R.sub.5 is hydrogen, alkyl having 1 to 100 carbon atoms, phenyl, aralkyl having 7 to 100 carbon atoms or alkaryl having 7 to 100 carbon atoms, or an acyl group of the formula: ##STR2## where R.sub.6 is alkyl having 1 to 30 carbon atoms, phenyl, aralkyl having 7 to 36 carbon atoms or alkaryl having 7 to 36 carbon atoms; n is an integer from 5 to 100; and x is an integer from 0 to 10.Type: GrantFiled: December 30, 1996Date of Patent: November 3, 1998Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
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Patent number: 5824821Abstract: The invention provides a process for the production of a 2,3-dihydroxypropylamino compound, said process comprising the reaction steps of:(i) obtaining an allylamino compound;(ii) epoxidizing said allylamino compound to yield an epoxypropylamino compound; and(iii) hydrolysing said epoxypropylamino compound to yield a 2,3-dihydroxypropylamino compound.This process may be used to produce simple 2,3-dihydroxypropylamino compounds such as APD or complex ones such as BAPD (an intermediate in the production of iohexol).Type: GrantFiled: February 7, 1997Date of Patent: October 20, 1998Assignee: Nycomed Imaging ASInventors: David Redick Lane, Janis Vasilevskis
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Patent number: 5817698Abstract: A method of treatment of a condition or disease related to the accumulation of calcium in the brain cells of a mammal which comprises administering to a subject in need thereof an effective amount of a compound of formula (I), wherein X is O, S, C.dbd.O or a bond; p and q are independently 0-4; R.sup.1 and R.sup.2 are each independently selected from the group consisting of hydrogen, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl or C.sub.3-6 cycloalkylC.sub.1-4 alkyl; n is 1, 2, 3 or 4; and Ar is phenyl optionally substituted by 1 to 3 substituents selected from; halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-2 alkylenedioxy, trifluoromethyl, trifluoromethoxy, CN, NO.sub.2, amino, mono- or di- alkylamino and Ph(Alk.sup.1).sub.r Y(Alk.sup.2).sub.s -- where Ph is optionally substituted phenyl, Y is a bond, oxygen or a carbonyl group, Alk.sup.1 and Alk.sup.2 are independently C.sub.1-4 alkyl which may be straight or branched and r and s are independently 0 or 1, provided that the length of (Alk.sup.1).sub.r Y(Alk.sup.Type: GrantFiled: September 20, 1996Date of Patent: October 6, 1998Assignee: SmithKline Beecham plcInventors: Thomas Henry Brown, John David Harling, Barry Sidney Orlek
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Patent number: 5808155Abstract: An electrophotographic photoconductor having an electroconductive support and a photoconductive layer formed thereon containing as a photoconductive material at least one carbonate compound of formula (I): ##STR1## wherein R.sup.1 and R.sup.2 each is hydrogen, an alkyl group which may have a substituent, an aryl group which may have a substituent, or a condensed polycyclic group; Y is a bivalent arylene group which may have a substituent, ##STR2## in which Ar.sup.1 and Ar.sup.2 each is an arylene group which may have a substituent, R.sup.3 and R.sup.4 each is hydrogen, an alkyl group which may have a substituent or an aryl group which may have a substituent, and l is an integer of 1 or 2; and R.sup.1 and R.sup.2, or R.sup.1 and Y may independently form a ring; X is an alkyl group which may have a substituent or an aryl group which may have a substituent; m is an integer or 0 or 1; and n is an integer of 0 to 6.Type: GrantFiled: March 6, 1997Date of Patent: September 15, 1998Assignee: Ricoh Company, Ltd.Inventors: Tomoyuki Shimada, Masaomi Sasaki, Chiaki Tanaka
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Patent number: 5801201Abstract: 1-phenyl-2-dimethylaminomethyl-cyclohexan-1-ol compounds, methods of preparing them and the use of these compounds in drugs are described.Type: GrantFiled: December 19, 1996Date of Patent: September 1, 1998Assignee: Gruenenthal GmbHInventors: Ivars Graudums, Werner Winter, Ernst Frankus, Wolfgagn Werner Alfred Strassburger, Elmar Josef Friderichs
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Patent number: 5786405Abstract: Clear, amine-initiated polyether polyols are made by epoxidizing an amine in the presence of an alkali metal hydroxide catalyst. After the desired degree of epoxidation has been achieved, a hydroxy-carboxylic acid is added to the epoxidized mixture in an amount sufficient to neutralize any remaining alkali metal hydroxide. The polyols produced in this manner are particularly useful for the production of polyurethane and apolyisocyanurate foams.Type: GrantFiled: November 1, 1996Date of Patent: July 28, 1998Assignee: Bayer CorporationInventors: Steven L. Schilling, Herman P. Doerge, Lotar H. Hanusa
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Patent number: 5728885Abstract: A method of preparing the enantiomers of O-demethyltramadol and the use of the enantiomers as pain-killing drugs are described.Type: GrantFiled: January 17, 1997Date of Patent: March 17, 1998Assignee: Gruenenthal GmbHInventors: Helmut Buschmann, Werner Winter, Ivars Graudums, Peter Jansen, deceased, Wolfgang Werner Alfred Strassburger, Elmar Josef Friederichs
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Patent number: 5709816Abstract: Singlet oxygen quenchers containing as an active component a compound represented by the following formula or (2): ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.10 and n are as described herein, and external compositions containing these compounds are provided for the prevention and treatment of various forms of damage to living bodies caused by singlet oxygen, and are thus quite useful as antiinflammation agents, anti-aging agents, agents preventing darkening of the skin, agents preventing protein denaturation, inhibitors against formation of sunburn cells, agents preventing lipid peroxidation, agents preventing DNA damage, and particularly in the fields of medicines and cosmetics as external compositions for the skin.Type: GrantFiled: July 22, 1996Date of Patent: January 20, 1998Assignee: Kao CorporationInventors: Masakazu Yamaguchi, Hiroyuki Ohsu, Eiichi Nishizawa, Mitsuru Sugiyama, Koichi Nakamura, Yoshinori Takema