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)
  • Publication number: 20020012917
    Abstract: A compound of the following formula:
    Type: Application
    Filed: December 8, 2000
    Publication date: January 31, 2002
    Applicant: Fuji Photo Film Co., Ltd.
    Inventors: Yoshihiko Makino, Kazunobu Takahashi, Makoto Takagi, Shigeori Takenaka, Kenichi Yamashita
  • Publication number: 20020010370
    Abstract: Bis-o-aminophenols and o-aminophenolcarboxylic acids have the following structures: 1
    Type: Application
    Filed: March 12, 2001
    Publication date: January 24, 2002
    Inventors: J?ouml;rg Haussmann, Gerhard Maier, Recai Sezi
  • Patent number: 6335469
    Abstract: 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: Grant
    Filed: May 10, 2000
    Date of Patent: January 1, 2002
    Assignee: Orion Corporation
    Inventors: Gyula Lukács, Gyula Simig, Tibor Mezei, Zoltán Budai, Márta Porcs-Makkay, György Krasznai, Kálmán Nagy, Györgyi Donáth Vereczkey, Tibor Szabó, Norbert Németh, János Szulágyi
  • Publication number: 20010056210
    Abstract: Compounds of formula III, 1
    Type: Application
    Filed: July 6, 2001
    Publication date: December 27, 2001
    Inventors: Benoit Pugin, Ivo Steiner, Rhony Niklaus Aufdenblatten, Antonio Togni
  • Publication number: 20010053789
    Abstract: 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: Application
    Filed: April 13, 2001
    Publication date: December 20, 2001
    Inventors: Mark J. Rosenfeld, Patricia J. Berger, Norman C. Negus
  • Patent number: 6331648
    Abstract: 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: Grant
    Filed: May 8, 2000
    Date of Patent: December 18, 2001
    Assignee: Nova Molecular Technologies INC
    Inventors: Thomas J. Daly, Michael Clumpner, Anthony J. O'Lenick, Jr.
  • Patent number: 6323369
    Abstract: 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: Grant
    Filed: December 14, 1999
    Date of Patent: November 27, 2001
    Assignee: Gruenenthal GmbH
    Inventors: Oswald Zimmer, Wolfgang Werner Alfred Strassburger, Werner Guenter Englberger, Babette-Yvonne Koegel
  • Patent number: 6313348
    Abstract: 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: Grant
    Filed: July 18, 2000
    Date of Patent: November 6, 2001
    Inventors: Wayne M. Gibbons, Paul Joseph Shannon, Hanxing Zheng
  • Patent number: 6306179
    Abstract: 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: Grant
    Filed: October 22, 1998
    Date of Patent: October 23, 2001
    Assignee: L'Oreal S.A.
    Inventors: Alain Genet, Alain Lagrange
  • Patent number: 6274768
    Abstract: 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: Grant
    Filed: March 30, 2000
    Date of Patent: August 14, 2001
    Assignee: Gruenenthal GmbH
    Inventors: Claudia Katharina Puetz, Wolfgang Werner Alfred Strassburger, Oswald Zimmer, Werner Guenter Englberger
  • Patent number: 6267913
    Abstract: 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: Grant
    Filed: November 7, 1997
    Date of Patent: July 31, 2001
    Assignee: California Institute of Technology
    Inventors: Seth Marder, Joseph Perry
  • Patent number: 6242609
    Abstract: 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: Grant
    Filed: April 7, 1999
    Date of Patent: June 5, 2001
    Assignee: Konica Corporation
    Inventor: Fumio Ishii
  • Patent number: 6232494
    Abstract: 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: Grant
    Filed: March 5, 1999
    Date of Patent: May 15, 2001
    Assignee: Monsanto Company
    Inventors: David A. Morgenstern, David E. McKenzie, Robert Orth, David Oburn, Cindy Ludwig, Kam-to Wan, John M. Dzenitis
  • Patent number: 6225499
    Abstract: 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: Grant
    Filed: July 14, 1997
    Date of Patent: May 1, 2001
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventor: John M. Gruber
  • Patent number: 6222074
    Abstract: 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: Grant
    Filed: July 25, 2000
    Date of Patent: April 24, 2001
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Kenichi Tokunaga, Motohito Shiratori, Kazuhiko Akimoto, Hideo Suzuki, Isao Hashiba
  • Patent number: 6169206
    Abstract: 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: Grant
    Filed: January 24, 2000
    Date of Patent: January 2, 2001
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keizo Kimura, Shigeo Hirano, Hiroshi Kawamoto
  • Patent number: 6143208
    Abstract: 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: Grant
    Filed: February 12, 1997
    Date of Patent: November 7, 2000
    Assignee: Rolic AG
    Inventors: Richard Buchecker, Xin Hua Chen, Jurg Fufschilling, Rolf-Peter Herr, Martin Schadt, Klaus Schmitt
  • Patent number: 6107359
    Abstract: 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: Grant
    Filed: October 13, 1998
    Date of Patent: August 22, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Werner Dietrich, Manfred Dietrich, Wilhelm Lamberts, Walter Klan
  • Patent number: 6100430
    Abstract: 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: Grant
    Filed: September 10, 1998
    Date of Patent: August 8, 2000
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Kenichi Yamamoto, Kazuyuki Matsuoka, Hiroshi Yagihara
  • Patent number: 6100429
    Abstract: 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: Grant
    Filed: June 16, 1999
    Date of Patent: August 8, 2000
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventor: John M. Gruber
  • Patent number: 6057479
    Abstract: 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: Grant
    Filed: July 9, 1998
    Date of Patent: May 2, 2000
    Assignee: Nippon Steel Chemical Co., Ltd.
    Inventors: Shuichi Mitamura, Yasuhisa Asano, Tamejiro Hiyama, Hiroshi Kajiro
  • Patent number: 6040482
    Abstract: 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: Grant
    Filed: March 5, 1999
    Date of Patent: March 21, 2000
    Assignee: Milliken & Company
    Inventors: Philip G. Harris, Rajnish Batlaw
  • Patent number: 6040480
    Abstract: 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: Grant
    Filed: February 11, 1999
    Date of Patent: March 21, 2000
    Assignee: Du Pont Pharmaceuticals Company
    Inventors: Michael E. Pierce, Cheng Y. Chen, Anusuya Choudhury, Lilian A. Radesca, Lushi Tan, Dalian Zhao
  • Patent number: 6040344
    Abstract: 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: Grant
    Filed: May 21, 1998
    Date of Patent: March 21, 2000
    Assignee: Sepracor Inc.
    Inventors: Yun Gao, Robert Hett, Kevin Q. Fang, Stephen A. Wald, Martin P. Redmon, Chris Hugh Senanayake
  • Patent number: 6015899
    Abstract: 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: Grant
    Filed: April 21, 1997
    Date of Patent: January 18, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Dubs, Roger Martin, Samuel Evans
  • Patent number: 6015926
    Abstract: 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: Grant
    Filed: May 11, 1998
    Date of Patent: January 18, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Cheng Yi Chen, Lushi Tan, Richard D. Tillyer
  • Patent number: 5990355
    Abstract: 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: Grant
    Filed: October 3, 1997
    Date of Patent: November 23, 1999
    Assignee: Hans Schwarzkopf GmbH & Co. KG.
    Inventors: Mustafa Akram, Wolfgang Wolff, Andreas Bittner, Uwe Kobs
  • Patent number: 5990116
    Abstract: 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: Grant
    Filed: September 15, 1997
    Date of Patent: November 23, 1999
    Assignee: Novartis AG
    Inventor: Peter Nussbaumer
  • Patent number: 5986139
    Abstract: 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: Grant
    Filed: January 26, 1998
    Date of Patent: November 16, 1999
    Assignee: Novartis Crop Protection, Inc.
    Inventors: Rafael Sablong, John Anthony Osborn, Felix Spindler
  • Patent number: 5980584
    Abstract: 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: Grant
    Filed: November 3, 1998
    Date of Patent: November 9, 1999
    Assignee: Bristol-Myers Squibb Company
    Inventors: Mu-III Lim, Linas R. Stasaitis, Yuh-Guo Pan, Michael Y. M. Wong
  • Patent number: 5962740
    Abstract: 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: Grant
    Filed: April 28, 1998
    Date of Patent: October 5, 1999
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Kazuhiko Akimoto, Kenichi Tokunaga, Isao Hashiba, Hideo Suzuki, Yasuo Katsumura, Kazuo Osaki, Hideo Kawashita, Satoshi Yamazaki
  • Patent number: 5962739
    Abstract: 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: Grant
    Filed: May 19, 1998
    Date of Patent: October 5, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Claus Korhummel, Hanspeter Baier
  • Patent number: 5895824
    Abstract: 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: Grant
    Filed: June 7, 1996
    Date of Patent: April 20, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Dinsch, Regina Pretzsch, Juergen Winkler, Bernd Guettes, Karl-Heinz Steinchen
  • Patent number: 5892118
    Abstract: 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: Grant
    Filed: October 8, 1997
    Date of Patent: April 6, 1999
    Assignee: Daiwa Kasei Industry Co., Ltd.
    Inventors: Junji Kawachi, Hironori Matsubara, Yoshinori Nakahara, Yutaka Watanabe
  • Patent number: 5891883
    Abstract: 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: Grant
    Filed: September 11, 1997
    Date of Patent: April 6, 1999
    Assignee: SmithKline Beecham Corporation
    Inventors: Siegfried B. Christensen, IV, Joseph M. Karpinski, M. Dominic Ryan, Paul E. Bender
  • Patent number: 5874620
    Abstract: 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: Grant
    Filed: August 14, 1997
    Date of Patent: February 23, 1999
    Assignee: Chemagis, Ltd.
    Inventors: Ori Lerman, Joseph Kaspi, Dov Brenner
  • Patent number: 5861534
    Abstract: 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: Grant
    Filed: September 10, 1996
    Date of Patent: January 19, 1999
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Takayasu Nihira, Yoshio Miyamoto, Hideyuki Endo, Toyohiko Abe
  • Patent number: 5856576
    Abstract: 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: Grant
    Filed: January 29, 1998
    Date of Patent: January 5, 1999
    Assignee: American Cyanamid Company
    Inventors: Philip M. Harrington, Kenneth A. M. Kremer
  • Patent number: 5852216
    Abstract: A method of preparing (3-alkoxyphenyl)magnesium chlorides and the use thereof for reaction with certain carbonyl compounds are described.
    Type: Grant
    Filed: February 14, 1997
    Date of Patent: December 22, 1998
    Assignee: Gruenenthal GmbH
    Inventors: Michael Finkam, Thomas Kohnen, Werner Winter
  • Patent number: 5847217
    Abstract: 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: Grant
    Filed: December 2, 1997
    Date of Patent: December 8, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Behre, Guido Steffan
  • Patent number: 5840781
    Abstract: 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: Grant
    Filed: July 15, 1997
    Date of Patent: November 24, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Werner Dietrich, Manfred Dietrich, Wilhelm Lamberts, Walter Klan
  • Patent number: 5840983
    Abstract: 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: Grant
    Filed: July 18, 1997
    Date of Patent: November 24, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Albrecht Marhold
  • Patent number: 5830244
    Abstract: 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: Grant
    Filed: December 30, 1996
    Date of Patent: November 3, 1998
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5824821
    Abstract: 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: Grant
    Filed: February 7, 1997
    Date of Patent: October 20, 1998
    Assignee: Nycomed Imaging AS
    Inventors: David Redick Lane, Janis Vasilevskis
  • Patent number: 5817698
    Abstract: 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: Grant
    Filed: September 20, 1996
    Date of Patent: October 6, 1998
    Assignee: SmithKline Beecham plc
    Inventors: Thomas Henry Brown, John David Harling, Barry Sidney Orlek
  • Patent number: 5808155
    Abstract: 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: Grant
    Filed: March 6, 1997
    Date of Patent: September 15, 1998
    Assignee: Ricoh Company, Ltd.
    Inventors: Tomoyuki Shimada, Masaomi Sasaki, Chiaki Tanaka
  • Patent number: 5801201
    Abstract: 1-phenyl-2-dimethylaminomethyl-cyclohexan-1-ol compounds, methods of preparing them and the use of these compounds in drugs are described.
    Type: Grant
    Filed: December 19, 1996
    Date of Patent: September 1, 1998
    Assignee: Gruenenthal GmbH
    Inventors: Ivars Graudums, Werner Winter, Ernst Frankus, Wolfgagn Werner Alfred Strassburger, Elmar Josef Friderichs
  • Patent number: 5786405
    Abstract: 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: Grant
    Filed: November 1, 1996
    Date of Patent: July 28, 1998
    Assignee: Bayer Corporation
    Inventors: Steven L. Schilling, Herman P. Doerge, Lotar H. Hanusa
  • Patent number: 5728885
    Abstract: A method of preparing the enantiomers of O-demethyltramadol and the use of the enantiomers as pain-killing drugs are described.
    Type: Grant
    Filed: January 17, 1997
    Date of Patent: March 17, 1998
    Assignee: Gruenenthal GmbH
    Inventors: Helmut Buschmann, Werner Winter, Ivars Graudums, Peter Jansen, deceased, Wolfgang Werner Alfred Strassburger, Elmar Josef Friederichs
  • Patent number: 5709816
    Abstract: 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: Grant
    Filed: July 22, 1996
    Date of Patent: January 20, 1998
    Assignee: Kao Corporation
    Inventors: Masakazu Yamaguchi, Hiroyuki Ohsu, Eiichi Nishizawa, Mitsuru Sugiyama, Koichi Nakamura, Yoshinori Takema