Nitrogen Containing Patents (Class 568/704)
  • Patent number: 5773625
    Abstract: The present invention relates to a process for the preparation of cabonate compounds useful for the preparation of compounds which are human immunodeficiency virus (HIV) protease inhibitors.The compounds have formula I: ##STR1## wherein R.sup.9 is hydrogen or lower alkyl, and the thiazolyl ring can be unsubituted or substituted with a lower alkyl group.
    Type: Grant
    Filed: October 2, 1997
    Date of Patent: June 30, 1998
    Assignee: Abbott Laboratories
    Inventor: Denton C. Langridge
  • Patent number: 5756306
    Abstract: A process for producing an .alpha.-hydroxy acid or an .alpha.-hydroxyamide which comprises treating an aldehyde and prussic acid or an .alpha.-hydroxynitrile with a microorganism having nitrilase or nitrile hydratase activity in an aqueous medium and maintaining the aldehyde concentration and/or the .alpha.-hydroxynitrile concentration in the reaction mixture within a predetermined range. Also disclosed is a process for producing an .alpha.-hydroxy acid or an .alpha.-hydroxyamide from an aldehyde and prussic acid with a microorganism in an aqueous medium, which comprises maintaining the cyanogen concentration in the reaction mixture within a predetermined range and supplying the aldehyde to the reaction mixture at a predetermined ratio to the prussic acid.
    Type: Grant
    Filed: November 8, 1996
    Date of Patent: May 26, 1998
    Assignee: Nitto Chemical Industry Co., Ltd.
    Inventors: Yasumasa Yamaguchi, Masahiro Ushigome, Takeshi Kato
  • Patent number: 5659065
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is an aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, aromatic or heteroaromatic radical, a hydroxy group that is aliphatically, araliphatically or heteroarylaliphatically etherified or protected by a hydroxy-protecting group, or an aliphatically etherified mercapto group, andR.sub.2 is an aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, araliphatic or heteroarylaliphatic radical, orR.sub.1 and R.sub.2 together form a divalent aliphatic radical,R.sub.3 is free or aliphatically, araliphatically or aromatically esterified carboxy, formyl or hydroxymethyl,R.sub.4 is hydrogen, an aliphatic or araliphatic radical or an amino-protecting group, andR.sub.5 is hydrogen or an aliphatic radical,and the salts thereof can be used as intermediates in the preparation of medicinal active ingredients.
    Type: Grant
    Filed: April 4, 1995
    Date of Patent: August 19, 1997
    Assignee: Novartis Corporation
    Inventor: Richard Goschke
  • Patent number: 5476974
    Abstract: Normally liquid, omega-hydrofluoroalkyl ether compounds (and selected mixtures thereof) have a saturated perfluoroaliphatic chain of carbon atoms interrupted by one or more ether oxygen atoms. The compounds can be prepared, e.g., by decarboxylation of the corresponding fluoroalkyl ether carboxylic acids and are useful, e.g., in cleaning and drying applications.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: December 19, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: George G. I. Moore, Miguel A. Guerra
  • Patent number: 5410033
    Abstract: Cis vicinal diols are converted to olefins using tellurides or selenide reagents. The diol is reacted to convert the hydroxyl groups into good leaving groups for nucleophilic substitution. Alkyl and aryl sulfonate groups such as mesylate or tosylate are preferred. The product is then reacted with a source of Te.sup.2- or Se.sup.2- ions, preferably an alkali metal telluride or selenide, to form the desired olefin. The process is particularly useful for generating 2',3'-unsaturation in the sugar moiety of nucleosides. Novel intermediate mesylate, tosylate and olefin derivatives of nucleosides are also provided.
    Type: Grant
    Filed: February 3, 1993
    Date of Patent: April 25, 1995
    Assignee: Terochem Laboratories Limited
    Inventors: Derrick L. J. Clive, Philip L. Wickens
  • Patent number: 5399790
    Abstract: Compounds such as 1-(4'-nitrophenyl)-2-propen-1-ol are disclosed which are non-steroidal mechanism-based inactivators of rat liver 3.alpha.-hydroxysteroid dehydrogenase. The corresponding ketones are time dependent inactivators of cyclooxygenase (PGH.sub.2 -synthase).
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: March 21, 1995
    Assignee: Trustees of The University of Pennsylvania
    Inventors: Trevor M. Penning, Joseph W. Ricigliano
  • Patent number: 5382709
    Abstract: Substituted (1.alpha., 2.beta., 3.alpha. or .beta.,4.alpha.,5.alpha. or .beta.)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclopentylamines are inhibitors of alphamannosidase and alpha-fucosidase and are useful immunostimulants, antiviral and antimetastatic agents.
    Type: Grant
    Filed: June 11, 1993
    Date of Patent: January 17, 1995
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Robert A. Farr, Norton P. Peet
  • Patent number: 5338768
    Abstract: Substantially closed cell rigid polyurethane foam cores of laminates are disclosed which are scorch-free, have a density of 50 kg/m.sup.3 and are made using water as the sole or main blowing agent and without the need to use a CFC. The foams are prepared from polyol compositions comprising the product of alkoxylating an initiator having a functionality of more than 2, at least one aromatic ring and at least one amino nitrogen atom. The initiator is preferably a Mannich condensate of a phenolic compound, formaldehyde and ammonia or an alkanolamine and the polyol is preferably used together with a second polyol having a functionality (or average functionality) of at least 1 but less than 3 and a molecular weight M.sub.w (or average molecular weight) of 250 to 4000.
    Type: Grant
    Filed: September 11, 1992
    Date of Patent: August 16, 1994
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Jelle D. Boer, Bernard Auguet
  • Patent number: 5328933
    Abstract: The present invention relates to cyclopentane heptenylnitro and heptanylnitro-2-aliphatic or arylaliphatic derivatives. In particular, heptenylnitrate and heptanylnitrate 2-aliphatic or arylaliphatic derivatives, substituted at the 3 and/or 5 position of the cyclopentane ring with radicals selected from the group consisting of hydroxy, alkylcarboxy and mixtures thereof, are disclosed. These compounds are useful as ocular hypotensives.
    Type: Grant
    Filed: October 28, 1992
    Date of Patent: July 12, 1994
    Assignee: Allergan, Inc.
    Inventor: Ming F. Chan
  • Patent number: 5296620
    Abstract: Novel processes, intermediates and reagents for the preparation of 3-substituted furanose or furanoside compounds of Formula I: ##STR1## wherein M is hydrogen or alkyl (C.sub.1 -C.sub.3), A is halogen or A may be selected from a moiety of the formula: OR, SR, N.sub.3, SCR, OC--R or CN wherein R is hydrogen, branched or unbranched alkyl (C.sub.1 -C.sub.4) or phenyl which compounds have antiviral and other biological activity.
    Type: Grant
    Filed: March 12, 1993
    Date of Patent: March 22, 1994
    Assignee: American Cyanamid Company
    Inventor: Yuri E. Raifeld
  • Patent number: 5273686
    Abstract: Organic-solvent soluble magnesium hydrides or formulas ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamino, aralkyl, aryl or diarylamino group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine, ##STR2## is a chelating ligand, E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamino, diarylamino or alkoxy group, each with up to 18 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: August 28, 1991
    Date of Patent: December 28, 1993
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5254747
    Abstract: Compounds are provided which comprise a fluorocarbon terminal portion and a chiral hydrocarbon terminal portion, said terminal portions being connected by a central core, said compounds having tilted smectic mesophases or having latent tilted smectic mesophases which develop when said compounds having said latent mesophases are in admixture with said compounds having tilted smectic mesophases or said compounds having latent tilted smectic mesophases.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: October 19, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Eugene P. Janulis
  • Patent number: 5232836
    Abstract: Vitamin D derivatives corresponding to the following formula I ##STR1## in which R.sub.1 denotes a substituted alkyl group having 1 to 15 carbon atoms, in particular the side chains of vitamin D.sub.2 (C.sup.20 to C.sup.28) or D.sub.3 (C.sup.20 to C.sup.
    Type: Grant
    Filed: February 18, 1992
    Date of Patent: August 3, 1993
    Assignee: Ire-Medgenix S.A.
    Inventors: Roger Bouillon, Pierre J. De Clerco, Pierre Eliard, Maurits Vanderwalle
  • Patent number: 5218073
    Abstract: Polyhydroxy urethanes prepared from reduced sugars of the formula C.sub.x H.sub.2(x+1) O.sub.x where x is 4, 5 and 6 and diisocyanates are disclosed. There is a molar excess of 1.5 and preferably 2.0 of the reduced sugar in the polyhydroxy urethane product and the molecular weight of the product is generally less than 1,500 and preferably less than 1,000.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: June 8, 1993
    Assignee: E. I. Du Pont de Nemours and Compaany
    Inventor: William L. Evans
  • Patent number: 5144087
    Abstract: A process for preparing dibromonitro-alcohols, and mixtures thereof with bromonitro-alcohols, is disclosed in which dibromonitromethane, and optionally bromonitroethane, is reacted with a C.sub.1 -C.sub.3 aldehyde in aqueous solution at an acid pH, preferably between about 4.0 and about 7.0. An aqueous solution of the aldehyde is prepared and the pH adjusted to the desired acid range by addition of sodium bicarbonate, and the dibromonitromethane, which may include bromonitromethane, is added thereto. The dibromonitro-alcohol product is isolated as a separate phase from the reaction mixture.
    Type: Grant
    Filed: October 16, 1991
    Date of Patent: September 1, 1992
    Assignee: Great Lakes Chemical Corp.
    Inventors: James E. Williams, Scott Thornburgh
  • Patent number: 5141676
    Abstract: Organic-solvent soluble magnesium hydrides of the formulas(MgH.sub.2).sub.n. MgQ.sub.2 (II)(MgH.sub.2).sub.n. RMgX (III) ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamino, aralkyl, aryl or diarylamino group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine,--E D.fwdarw. is a chelating ligand,E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamino, diarylamino or alkoxy group, each with up to 19 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: April 17, 1991
    Date of Patent: August 25, 1992
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5110961
    Abstract: The invention relates to a catalytic process for the synthesis of an alcohol by reaction of an epoxide with a nucleophilic compound containing a labile hydrogen, such as an alcohol, a phenol, a primary amine or a carboxylic acid.The catalyst is a metal complex of general formula (I)[M[Co(CO).sub.4 ].sub.2 ].sub.x in which x is equal to 1 or 2 and M denotes tin, lead and cadmium.The reaction preferably takes place in the presence of carbon monoxide.This process makes it possible to increase the yield and the selectivity of the reaction and the stereoselectivity for alcohol in the case of which the hydroxyl formed is attached to the least hindered carbon atom of the epoxide.The invention also relates to the new complexes of formula (I) in which x equals 2.It also relates to a process for the electrosynthesis of these new compounds by electroreduction of Co.sub.2 (CO).sub.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: May 5, 1992
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Serge Lecolier, Andre Mortreux, Francis Petit, Henri Samain
  • Patent number: 5091536
    Abstract: Organic-solvent soluble magnesium hydrides of the formulas ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamide, aralkyl, aryl or diarylamide group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine,--E D.fwdarw. is a chelating ligand,E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamide, diarylamide or alkoxy group, each with up to 18 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: February 9, 1988
    Date of Patent: February 25, 1992
    Assignee: Studiengesellschaft Kohle mbh
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5075510
    Abstract: A process for preparing bromonitro-alcohols is disclosed in which bromonitromethane is reacted with a C.sub.1 -C.sub.3 aldehyde in aqueous solution at an acid pH, preferably between about 4.0 and about 7.0. An aqueous solution of the aldehyde is prepared and the pH adjusted to the desired acid range by addition of sodium bicarbonate, and the bromonitromethane is added thereto. The bromonitro-alcohol product is isolated as a separate phase from the reaction mixture.
    Type: Grant
    Filed: December 20, 1990
    Date of Patent: December 24, 1991
    Assignee: Great Lakes Chemical Corporation
    Inventors: James E. Williams, Scott Thornburgh
  • Patent number: 5064564
    Abstract: The present invention discloses an optically active compound represented by the following general formula (I): ##STR1## wherein R.sup.1 represents an alkyl, alkoxyl, or alkoxyalkanoyloxy group which has 1 to 18 carbon atoms and may be substituted with fluorine, chlorine, or cyano group; R.sup.2 represents an alkyl group having 1 to 18 carbon atoms; ##STR2## m is 0 or 1; Y represents a single bond, --CH.sub.2 O--, or --COO--; Z represents a single bond or --COO--; and C* and C** each independently represents an asymmetric carbon atom of the (R) and (S) configuration, an intermediate therefor being represented by the following general formula (II): ##STR3## wherein R.sup.2 represents an alkyl group having 1 to 18 carbon atoms, n is 0 or 1, and C* and C** each independently represents an asymmetric carbon atom of the (R) or (S) configuration, a process for producing the intermediate, and a liquid-crystal compound using the optically active compound.
    Type: Grant
    Filed: December 20, 1990
    Date of Patent: November 12, 1991
    Assignees: Dainippon Ink and Chemicals, Inc., Sagami Chemical Research Center
    Inventors: Sadao Takehara, Takeshi Kuriyama, Toru Fujisawa, Kayoko Nakamura, Tamejiro Hiyama, Kusumoto, Tetsuo, Akiko Nakayama
  • Patent number: 5041691
    Abstract: A process for reacting nitroparaffins with formaldehyde in the presence of potassium hydroxide by aldol condensation which can be carried out continuously or discontinuously and on a large scale. This is achieved by mixing the nitroparaffin, aqueous aldehyde solution and potassium hydroxide in the absence of organic solvents and carrying out the reaction while maintaining the temperature between -5.degree. and +20.degree. C.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: August 20, 1991
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Willi Wuest, Rainer Eskuchen, Herbert Esser
  • Patent number: 5001285
    Abstract: A process for the preparation of geminate bromo-nitro-alcohols by the bromination of alkali metal or alkaline-earth metal salts of nitroalcohols in aqueous solution, while cooling the reaction mixture so that the maximum reaction temperature does not exceed 30.degree. C. In carrying out the reaction, the aqueous solution of nitroalcohol salt is added to a mixture of bromine and aqueous hydrobromic acid.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: March 19, 1991
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Willi Wuest, Rainer Eskuchen, Herbert Esser
  • Patent number: 4933505
    Abstract: A method of controlling the diastereoselectivity of the nitroaldol reaction by the use of titanium, zirconium and aluminum based Lewis acids is disclosed. In a preferred embodiment, the reaction of lithium nitronate anion with aldehydes in THF/CH.sub.2 Cl.sub.2 at reduced temperature in the presence of isopropoxy titanium trichloride (TiCl.sub.3 (OPr.sup.i)) yields nitro alcohols enriched in the erythro diastereomer. Erythro-threo ratios of 11.2:1-3.4:1 for aromatic aldehydes and 3.8:1-1:1 for aliphatic aldehydes are typically obtained.
    Type: Grant
    Filed: August 5, 1988
    Date of Patent: June 12, 1990
    Assignee: Northwestern University
    Inventors: Anthony G. M. Barrett, Christopher D. Spilling
  • Patent number: 4851588
    Abstract: A process of forming 2-bromo-2-nitro-1,3-propanediol by contacting a 5-nitro-1,3-dioxane with bromine under alkaline conditions and hydrolyzing the brominated product.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: July 25, 1989
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: Robert J. Kupper, Felek Jachimowicz, Jennifer M. Quirk, Christer L. Hakansson
  • Patent number: 4791233
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters, thereof; acid addition salts thereof; wherein Ar is a C.sub.15-18 fused tetracarbocyclic ring system containing 3 or 4 aromatic rings or a C.sub.17-22 fused pentacarbocyclic ring system containing 4, or 5 aromatic rings, or a substituted derivative thereof; the ring system Ar should be planar or deviate only slightly from planarity. Thus, the ring system contains a maximum of two non-aromatic carbon atoms which may be in the same ring, in which case they are adjacent, or in different rings;Ar is not perylene, fluoranthene, chrysene, pyrene, or triphenylene;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: December 13, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4791231
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters, thereof; acid addition salts thereof; wherein Ar is a C.sub.15-18 fused tetracarbocyclic ring system containing 3 or 4 aromatic rings or a C.sub.17-22 fused pentacarbocyclic ring system containing 4, or 5 aromatic rings, or a substituted derivative thereof; the ring system Ar should be planar or deviate only slightly from planarity. Thus, the ring system contains a maximum of two non-aromatic carbon atoms which may be in the same ring, in which case they are adjacent, or in different rings;Ar is not perylene, fluoranthene, chrysene, pyrene, or triphenylene;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: December 13, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4594430
    Abstract: Geminal dinitro compounds are prepared by reacting an organic nitro compound having a replaceable hydrogen on the carbon to which the nitro group is attached with a source of nitrite ions in the presence of an oxidizing agent and a catalytic amount of an alkali metal ferricyanide.
    Type: Grant
    Filed: January 31, 1985
    Date of Patent: June 10, 1986
    Assignee: United States of America as represented by the Secretary of the Air Force
    Inventors: Vytautas Grakauskas, Lee C. Garver, Kurt Baum
  • Patent number: 4582947
    Abstract: 2,6-Dihydrocarbyl-4-(nitroaryl)phenols are prepared by reacting (1) a nitroaromatic compound bearing a displaceable substituent selected from nitro and phenylsulfonyl on a ring carbon which is adjacent to, or separated by two ring atoms from, the ring carbon bearing the nitro substituent with (2) a 2,6-dihydrocarbylphenol selected from 2,6-di-t-butyl- , 2,6-di-t-amyl-, 2-t-butyl-6-isopropyl-, and 2,6-diphenylphenols having a replaceable hydrogen in the 4-position in an inert solvent and in the presence of a strong base. The preferred nitroaromatic compounds are 1,2- and 1,4-dinitrobenzenes, 1-nitro-2-phenylsulfonylbenzenes, and 1-nitro-4-phenylsulfonylbenzenes; and a preferred phenol is 2,6-di-t-butylphenol.
    Type: Grant
    Filed: February 26, 1985
    Date of Patent: April 15, 1986
    Assignee: Ethyl Corporation
    Inventor: G. Patrick Stahly
  • Patent number: 4581178
    Abstract: Low valent transition metal complexes containing small cone angle phosphine or arsine ligands efficiently catalyze addition of aldehydes to compounds or groups having a C--H bond activated by a nitro or nitrile group, to provide nitroalcohols or cyanohydrins, respectively.
    Type: Grant
    Filed: February 28, 1985
    Date of Patent: April 8, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: David Milstein
  • Patent number: 4554387
    Abstract: Macrocyclic ring opening reaction. The 2-nitro cycloalkan-1-ones and similar 2-nitro heterocyclic compounds are ring opened by reduction of the carbonyl oxygen with an anionic species such as NaBH.sub.4. An .alpha.,.omega.-nitro alcohol is recovered.
    Type: Grant
    Filed: April 27, 1984
    Date of Patent: November 19, 1985
    Assignee: Ethyl Corporation
    Inventor: Paul D. Seemuth
  • Patent number: 4526999
    Abstract: Compounds of the Formula I: ##STR1## and pharmaceutically acceptable salts thereof are inhibitors of leukotriene biosynthesis. These compounds inhibit lipoxygenase, thus preventing the metabolism of arachidonic acid to the leukotrienes. These compounds are thus useful in the treatment of asthma, allergic disorders, inflammation, skin diseases and certain cardiovascular disorders.
    Type: Grant
    Filed: April 25, 1983
    Date of Patent: July 2, 1985
    Assignee: Merck & Co., Inc.
    Inventors: Philippe L. Durette, Timothy F. Gallagher
  • Patent number: 4496772
    Abstract: In a process for preparing a nitroalcohol by reacting a nitroparaffin and an aldehyde in a solvent, the improvement comprising the use of 0.5 to 5 mole percent of a trialkyl phosphine, based on the nitroparaffin, which greatly reduces reaction time to 0.1 to 5 hours.
    Type: Grant
    Filed: July 8, 1983
    Date of Patent: January 29, 1985
    Assignee: The BF Goodrich Company
    Inventor: John T. Lai
  • Patent number: 4435603
    Abstract: A polyol composition comprising a solid polyol which is crystalline under normal conditions and, as an anti-caking agent therefor, a tertiary amine containing at least two identical organic substituents, each having two to twenty carbon atoms. A method of preventing caking of polyols is disclosed wherein to such polyols there is added at least one of such tertiary amines, preferably in a concentration of 0.05 to 0.25 percent by weight based on the weight of the polyol.
    Type: Grant
    Filed: March 11, 1981
    Date of Patent: March 6, 1984
    Assignee: Ruhrchemie Aktiengesellschaft
    Inventors: Boy Cornils, Hanswilhelm Bach, Roderich Gartner, Wilhelm Gick
  • Patent number: 4416734
    Abstract: A process for the separation of a dissolved solid from an aqueous solution containing it, comprising the steps of (a) adding thereto an organic liquid which is a poor solvent for the dissolved solid and which forms an azeotrope with water, (b) subjecting the mixture to azeotropic distillation to separate at least a major portion of the water, (c) cooling the mixture thereby causing substantially complete separation of the dissolved solids, and (d) separating same from the mother liquor.
    Type: Grant
    Filed: May 11, 1981
    Date of Patent: November 22, 1983
    Assignee: Angus Chemical Company
    Inventor: Martin J. Jacobs
  • Patent number: 4416808
    Abstract: Bis-betaine-amine oxides of the formula ##STR1## in which R is a saturated or an olefinically unsaturated hydrocarbon radical having 1 to 3 double bonds and 8 to 22 carbon atoms,n.sup.1 and n.sup.2 each is an integer of from 2 to 3, n.sup.1 and n.sup.2 optionally being identical or different,m.sup.1 and m.sup.2 each is an integer of from 1 to 4, m.sup.1 and m.sup.2 optionally being identical or different, anda, b, c and d, being identical or different, each is a number of from 1 to 5, with the proviso that the sum (a+b+c+d) is at most 10.The compounds are prepared from primary amines of the formula RNH.sub.2, by dicyanoalkylation, hydrogenation, ethoxylation, reaction with alkali metal salts of .omega.-halocarboxylic acids, and subsequent oxidation with hydrogen peroxide. They are surfactants of mild action and suitable for formulating cosmetic and industrial cleaning agents.
    Type: Grant
    Filed: November 8, 1982
    Date of Patent: November 22, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
  • Patent number: 4415487
    Abstract: Bis-betaines of the formula ##STR1## in which R denotes a saturated or an olefinically unsaturated hydrocarbon radical which has 1 to 3 double bonds and 8 to 22 carbon atoms,n.sup.1 and n.sup.2 represent an integer from 2 to 3, and n.sup.1 and n.sup.2 can be identical or different,m.sup.1 and m.sup.2 represent an integer from 1 to 4, and m.sup.1 and m.sup.2 can be identical or different, anda, b, c and d, which are identical or different, each is a number from 1 to 5, but the sum (a+b+c+d) should be at most 10.The compounds are prepared from primary amines of the formula RNH.sub.2, by dicyanoalkylation, hydrogenation, ethoxylation and reaction with alkali metal salts of .omega.-halogenocarboxylic acids. They are suitable for formluating cosmetic and industrial cleaning agents.
    Type: Grant
    Filed: November 8, 1982
    Date of Patent: November 15, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
  • Patent number: 4415488
    Abstract: Triamine-trioxides of the formula ##STR1## in which R denotes a saturated or an olefinically unsaturated hydrocarbon radical which has 1 to 3 double bonds and 8 to 22 carbon atoms, n.sup.1 and n.sup.2 represent an integer from 2 to 3, and n.sup.1 and n.sup.2 can be identical or different, and a, b, c and d, which are identical or different, each is a number from 1 to 5, with the proviso that the sum (a+b+c+d) should be at most 10.The compounds are prepared from primary amines of the formula RNH.sub.2 by dicyanoalkylation, hydrogenation, ethoxylation and oxidation with hydrogen peroxide. They are suitable for formulating industrial and also cosmetic cleaning agents.
    Type: Grant
    Filed: November 8, 1982
    Date of Patent: November 15, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
  • Patent number: 4242499
    Abstract: Poly(organophosphazenes) with chromphoric substituents and method of preparation. Products are useful to add color to polyphosphazene polymers to produce food colorants, colored films, colored fibers and similar products.
    Type: Grant
    Filed: July 27, 1979
    Date of Patent: December 30, 1980
    Assignee: The Firestone Tire & Rubber Company
    Inventors: Harry R. Allcock, Karen M. Kosydar, Sarah D. Wright
  • Patent number: 4241226
    Abstract: The known compound 2-nitro-2-methyl-1-propanol is prepared by formylation, n crystalline form of high purity and in high yields, by reacting 2-nitropropane and formaldehyde in a molar ratio between 0.9:1 and 1.1:1, in a concentrated medium and in the presence of 1 to 10 milli-equivalents of an inorganic basic catalyst per mole of 2-nitropropane, with agitation, at a temperature between 40.degree. and 58.degree. C.; the pH of the reaction medium being between 7 and 11.
    Type: Grant
    Filed: February 15, 1979
    Date of Patent: December 23, 1980
    Assignee: Societe Chimique de la Grande Paroisse, Azote et Produits Chimiques
    Inventors: Guy Adrian, Marcel-Xavier Sion, Andre Benattar
  • Patent number: 4219660
    Abstract: There are disclosed herein derivatives of bisfunctionalized compounds, wherein said compounds have been formed by the introduction of a nitro group and a hydroxyl group in the form of an ester into a conjugated diene molecule by treatment of said conjugated dienes with nitric acid in the presence of a carboxylic acid anhydride. The novel compounds produced by this process are useful as bactericides, fungicides and valuable organic synthesis intermediates.
    Type: Grant
    Filed: June 24, 1977
    Date of Patent: August 26, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Pius A. Wehrli
  • Patent number: 4174460
    Abstract: A process for the hydroxylation of phenols and phenol ethers in the nucleus with hydrogen peroxide wherein a phenol or a phenol ether is reacted at the start of the reaction with substantially anhydrous hydrogen peroxide and wherein the reaction is carried out in the presence of a strong acid.
    Type: Grant
    Filed: March 31, 1977
    Date of Patent: November 13, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hermann Seifert, Helmut Waldman, Wulf Schwerdtel, Wolfgang Swodenk
  • Patent number: 4092455
    Abstract: Vulcanizable rubber compositions providing excellent bonding of textile or metal reinforcing fibers thereto which comprises a rubber, a filler material, an N-(substituted oxymethyl)melamine and a compound selected from 1,1'-methylenebis(2-naphthol), 2,2'-methylenebis (1-naphthol), mixtures thereof, 1,1'-thiobis(2-naphthol), 2,2-thiobis(1-naphthol), 4,4'-methylenebis(1-naphthol), 4,4'-thiobis(1-naphthol) and mixtures thereof.
    Type: Grant
    Filed: March 8, 1976
    Date of Patent: May 30, 1978
    Assignee: American Cyanamid Company
    Inventors: Frank George Pinto, Earl Kaplan