Nitrogen Containing Patents (Class 568/704)
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Patent number: 5773625Abstract: 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: GrantFiled: October 2, 1997Date of Patent: June 30, 1998Assignee: Abbott LaboratoriesInventor: Denton C. Langridge
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Patent number: 5756306Abstract: 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: GrantFiled: November 8, 1996Date of Patent: May 26, 1998Assignee: Nitto Chemical Industry Co., Ltd.Inventors: Yasumasa Yamaguchi, Masahiro Ushigome, Takeshi Kato
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Patent number: 5659065Abstract: 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: GrantFiled: April 4, 1995Date of Patent: August 19, 1997Assignee: Novartis CorporationInventor: Richard Goschke
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Patent number: 5476974Abstract: 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: GrantFiled: May 20, 1994Date of Patent: December 19, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: George G. I. Moore, Miguel A. Guerra
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Patent number: 5410033Abstract: 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: GrantFiled: February 3, 1993Date of Patent: April 25, 1995Assignee: Terochem Laboratories LimitedInventors: Derrick L. J. Clive, Philip L. Wickens
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Patent number: 5399790Abstract: 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: GrantFiled: August 30, 1993Date of Patent: March 21, 1995Assignee: Trustees of The University of PennsylvaniaInventors: Trevor M. Penning, Joseph W. Ricigliano
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Patent number: 5382709Abstract: 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: GrantFiled: June 11, 1993Date of Patent: January 17, 1995Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Robert A. Farr, Norton P. Peet
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Patent number: 5338768Abstract: 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: GrantFiled: September 11, 1992Date of Patent: August 16, 1994Assignee: Arco Chemical Technology, L.P.Inventors: Jelle D. Boer, Bernard Auguet
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Patent number: 5328933Abstract: 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: GrantFiled: October 28, 1992Date of Patent: July 12, 1994Assignee: Allergan, Inc.Inventor: Ming F. Chan
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Patent number: 5296620Abstract: 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: GrantFiled: March 12, 1993Date of Patent: March 22, 1994Assignee: American Cyanamid CompanyInventor: Yuri E. Raifeld
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Patent number: 5273686Abstract: 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: GrantFiled: August 28, 1991Date of Patent: December 28, 1993Assignee: Studiengesellschaft Kohle mbHInventors: Borislav Bogdanovic, Manfred Schwickardi
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Patent number: 5254747Abstract: 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: GrantFiled: May 21, 1991Date of Patent: October 19, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventor: Eugene P. Janulis
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Patent number: 5232836Abstract: 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: GrantFiled: February 18, 1992Date of Patent: August 3, 1993Assignee: Ire-Medgenix S.A.Inventors: Roger Bouillon, Pierre J. De Clerco, Pierre Eliard, Maurits Vanderwalle
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Patent number: 5218073Abstract: 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: GrantFiled: October 15, 1990Date of Patent: June 8, 1993Assignee: E. I. Du Pont de Nemours and CompaanyInventor: William L. Evans
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Patent number: 5144087Abstract: 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: GrantFiled: October 16, 1991Date of Patent: September 1, 1992Assignee: Great Lakes Chemical Corp.Inventors: James E. Williams, Scott Thornburgh
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Patent number: 5141676Abstract: 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: GrantFiled: April 17, 1991Date of Patent: August 25, 1992Assignee: Studiengesellschaft Kohle mbHInventors: Borislav Bogdanovic, Manfred Schwickardi
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Patent number: 5110961Abstract: 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: GrantFiled: December 14, 1990Date of Patent: May 5, 1992Assignee: Societe Nationale des Poudres et ExplosifsInventors: Serge Lecolier, Andre Mortreux, Francis Petit, Henri Samain
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Patent number: 5091536Abstract: 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: GrantFiled: February 9, 1988Date of Patent: February 25, 1992Assignee: Studiengesellschaft Kohle mbhInventors: Borislav Bogdanovic, Manfred Schwickardi
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Patent number: 5075510Abstract: 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: GrantFiled: December 20, 1990Date of Patent: December 24, 1991Assignee: Great Lakes Chemical CorporationInventors: James E. Williams, Scott Thornburgh
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Patent number: 5064564Abstract: 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: GrantFiled: December 20, 1990Date of Patent: November 12, 1991Assignees: Dainippon Ink and Chemicals, Inc., Sagami Chemical Research CenterInventors: Sadao Takehara, Takeshi Kuriyama, Toru Fujisawa, Kayoko Nakamura, Tamejiro Hiyama, Kusumoto, Tetsuo, Akiko Nakayama
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Patent number: 5041691Abstract: 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: GrantFiled: May 1, 1989Date of Patent: August 20, 1991Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Willi Wuest, Rainer Eskuchen, Herbert Esser
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Patent number: 5001285Abstract: 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: GrantFiled: May 1, 1989Date of Patent: March 19, 1991Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Willi Wuest, Rainer Eskuchen, Herbert Esser
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Patent number: 4933505Abstract: 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: GrantFiled: August 5, 1988Date of Patent: June 12, 1990Assignee: Northwestern UniversityInventors: Anthony G. M. Barrett, Christopher D. Spilling
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Patent number: 4851588Abstract: 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: GrantFiled: June 23, 1988Date of Patent: July 25, 1989Assignee: W. R. Grace & Co.-Conn.Inventors: Robert J. Kupper, Felek Jachimowicz, Jennifer M. Quirk, Christer L. Hakansson
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Patent number: 4791233Abstract: 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: GrantFiled: January 19, 1988Date of Patent: December 13, 1988Assignee: Burroughs Wellcome Co.Inventor: Kenneth W. Bair
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Patent number: 4791231Abstract: 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: GrantFiled: January 19, 1988Date of Patent: December 13, 1988Assignee: Burroughs Wellcome Co.Inventor: Kenneth W. Bair
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Patent number: 4594430Abstract: 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: GrantFiled: January 31, 1985Date of Patent: June 10, 1986Assignee: United States of America as represented by the Secretary of the Air ForceInventors: Vytautas Grakauskas, Lee C. Garver, Kurt Baum
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Patent number: 4582947Abstract: 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: GrantFiled: February 26, 1985Date of Patent: April 15, 1986Assignee: Ethyl CorporationInventor: G. Patrick Stahly
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Patent number: 4581178Abstract: 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: GrantFiled: February 28, 1985Date of Patent: April 8, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: David Milstein
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Patent number: 4554387Abstract: 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: GrantFiled: April 27, 1984Date of Patent: November 19, 1985Assignee: Ethyl CorporationInventor: Paul D. Seemuth
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Patent number: 4526999Abstract: 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: GrantFiled: April 25, 1983Date of Patent: July 2, 1985Assignee: Merck & Co., Inc.Inventors: Philippe L. Durette, Timothy F. Gallagher
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Patent number: 4496772Abstract: 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: GrantFiled: July 8, 1983Date of Patent: January 29, 1985Assignee: The BF Goodrich CompanyInventor: John T. Lai
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Patent number: 4435603Abstract: 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: GrantFiled: March 11, 1981Date of Patent: March 6, 1984Assignee: Ruhrchemie AktiengesellschaftInventors: Boy Cornils, Hanswilhelm Bach, Roderich Gartner, Wilhelm Gick
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Patent number: 4416734Abstract: 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: GrantFiled: May 11, 1981Date of Patent: November 22, 1983Assignee: Angus Chemical CompanyInventor: Martin J. Jacobs
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Patent number: 4416808Abstract: 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: GrantFiled: November 8, 1982Date of Patent: November 22, 1983Assignee: Hoechst AktiengesellschaftInventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
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Patent number: 4415487Abstract: 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: GrantFiled: November 8, 1982Date of Patent: November 15, 1983Assignee: Hoechst AktiengesellschaftInventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
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Patent number: 4415488Abstract: 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: GrantFiled: November 8, 1982Date of Patent: November 15, 1983Assignee: Hoechst AktiengesellschaftInventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
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Patent number: 4242499Abstract: 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: GrantFiled: July 27, 1979Date of Patent: December 30, 1980Assignee: The Firestone Tire & Rubber CompanyInventors: Harry R. Allcock, Karen M. Kosydar, Sarah D. Wright
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Patent number: 4241226Abstract: 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: GrantFiled: February 15, 1979Date of Patent: December 23, 1980Assignee: Societe Chimique de la Grande Paroisse, Azote et Produits ChimiquesInventors: Guy Adrian, Marcel-Xavier Sion, Andre Benattar
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Patent number: 4219660Abstract: 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: GrantFiled: June 24, 1977Date of Patent: August 26, 1980Assignee: Hoffmann-La Roche Inc.Inventor: Pius A. Wehrli
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Patent number: 4174460Abstract: 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: GrantFiled: March 31, 1977Date of Patent: November 13, 1979Assignee: Bayer AktiengesellschaftInventors: Hermann Seifert, Helmut Waldman, Wulf Schwerdtel, Wolfgang Swodenk
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Patent number: 4092455Abstract: 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: GrantFiled: March 8, 1976Date of Patent: May 30, 1978Assignee: American Cyanamid CompanyInventors: Frank George Pinto, Earl Kaplan