Chalcogen Attached Indirectly To The Piperidine Ring By Nonionic Bonding Patents (Class 546/248)
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Patent number: 4433152Abstract: A compound of the formula, ##STR1## wherein R represents a hydrogen atom, a naphthyl, indanyl, tetrahydronaphthyl or pyridyl group, or a phenyl group which may have 1 to 3 substituents selected from the group consisting of a halogen atom, and an alkyl, alkenyl, alkoxy, alkanoyl, cyano, formyl, trifluoromethyl, phenyl, phenylalkyl, alkanoyl-amino, aminosulfonyl, carboxyl, alkoxycarbonyl, benzyloxycarbonyl, benzoylvinyl, phenylvinylcarbonyl, carboxyvinyl, and diphenyl-methyloxycarobnylvinyl group, A represents an oxygen or sulfur atom, and n represents an integer of 0 to 3, with the proviso that when n is an integer of 0, R must not be a hydrogen atom, or a pharmaceutically acceptable salt thereof is effectively useful for inhibiting a complement reaction, inflammation caused by an allergic reaction, and platelet aggregation.Type: GrantFiled: May 19, 1982Date of Patent: February 21, 1984Assignee: Nippon Chemiphar Co., Ltd.Inventors: Mutsumi Muramatsu, Toshio Satoh, Hiroyasu Sekine, Atsushi Tendo, Yoshio Kikawa, Kaname Kondo
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Patent number: 4432985Abstract: Described are compounds of the formula ##STR1## wherein R is hydrogen or loweralkyl; R.sub.1 is --OR.sub.2 or --NR.sub.2 R.sub.3 wherein R.sub.2 and R.sub.3 independently of one another denote hydrogen or loweralkyl; n is 0 or 1; R.sub.4 and R.sub.5 independently of one another denote loweralkyl or together form a 5 or 6 membered cycloalkyl substituted by hydrogen or loweralkyl, and together with the nitrogen atom, form a ring; and pharmaceutically acceptable salts thereof and their use as anticonvulsant agents in a method of controlling convulsions or seizures.Type: GrantFiled: March 15, 1982Date of Patent: February 21, 1984Assignee: Abbott LaboratoriesInventors: Alex M. Nadzan, George R. Granneman
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Patent number: 4421916Abstract: Process for preparing analgesic and narcotic antagonistic isoquinolines comprising:(a) contacting and reacting a lithiated anisole or alkyl phenyl ether, optionally substituted at the 3-position to the lithium atom, with a 4-piperidone to yield a 4-aryl-4-piperidinol;(b) dehydrating the piperidinol to a 4-aryl-1,2,3,6-tetrahydropyridine;(c) metalating and acylating the 1,2,3,6-tetrahydropyridine to yield a 1-(4-aryl-1,2,3,4-tetrahydropyrid-4-yl)-4-hydroxy-1-butanone;(d) reducing the ketone moiety of the butanone to yield a 5-aryl-7-oxa-2-azabicyclo[3.2.1]-octane-6-propanol;(e) converting the alcohol moiety of the propanol to L to yield a 5-aryl-6-[3-(L)propyl-7-oxa-2-azabicyclo[3.2.1]octane in which L is a leaving group selected from the group consisting of --Cl, --Br, --I, p-MeC.sub.6 H.sub.4 SO.sub.3 -- and MeSO.sub.3 --.Type: GrantFiled: December 28, 1981Date of Patent: December 20, 1983Assignee: E. I. Du Pont de Nemours & Co.Inventor: Ashokkumar B. Shenvi
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Patent number: 4420434Abstract: The instant invention relates to the use of ion-pair complexes derived from anionic perfluoroalkyl sulfonates, carboxylates, phosphates and phosphonates and cationic perfluoroalkyl surfactants. Such complexes are capable of reducing the surface tension of aqueous solutions dramatically even at extremely low concentrations, and are useful as wetting, spreading and leveling agents and are especially preferred as components in so-called aqueous film forming foam compositions for fighting polar and non-polar solvent and fuel fires.Type: GrantFiled: January 9, 1981Date of Patent: December 13, 1983Assignee: Ciba-Geigy CorporationInventor: Robert A. Falk
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Patent number: 4417052Abstract: N-{2, 3- and 4-[R.sub.1 -(phenyl)-C(.dbd.X)]-phenyl-loweralkyl} amines, useful as anti-inflammatory agents, are prepared either by reduction of 2-, 3- or 4-[R.sub.1 -(phenyl)CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-loweralkylamine; by reaction of a 2-, 3- or 4-lithiophenyl-loweralkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile; by reaction of a 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkyl tosylate with an appropriate amine; or by transformations involving manipulations of a carbonyl or carbinol group.Type: GrantFiled: August 10, 1981Date of Patent: November 22, 1983Assignee: Sterling Drug Inc.Inventor: Bernard L. Zenitz
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Patent number: 4405737Abstract: N-2-Hydroxypropyl piperidines are provided, as well as a process for preparing these compounds, having the formula: ##STR1## wherein X is selected from the group consisting of , ##STR2## wherein R.sub.1 is selected from the group consisting of hydrogen; alkyl; alkenyl; cycloalkyl; alkaryl; hydroxyalkyl; oxyalkyl; acyl and aroyl having from one to about eighteen carbon atoms;R.sub.2 and R.sub.3 are each selected from the group consisting of alkyl, alkenyl, cycloalkyl, alkaryl, hydroxyalkyl, oxyalkyl and haloalkyl having from one to about eighteen carbon atoms;R.sub.4, R.sub.5 and R.sub.6 each are selected from the group consisting of hydrogen, alkyl, alkenyl, cycloalkyl, alkaryl, hydroxyalkyl, oxyalkyl and haloalkyl having from one to about eighteen carbon atoms; and --CH.sub.2 --O--R.sub.1 ;n is 1 or 2; andY, when n is 1, is hydroxy or ##STR3## and when n is 2, is oxyoxygen.Type: GrantFiled: February 5, 1982Date of Patent: September 20, 1983Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Bunji Hirai, Naohiro Kubota, Kazuo Sugibuchi
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Patent number: 4397851Abstract: Antimicrobial compounds of the formula: ##STR1## wherein Hal is bromine or chlorine; R is C.sub.1-4 alkyl, straight or branched chain; and one of R.sup.1 and R.sup.2 is hydrogen and the other is selected from the group consisting of C.sub.3-8 cycloalkyl; C.sub.3-8 cycloalkyl C.sub.1-3 alkyl; phenyl; phenyl C.sub.1-3 alkyl; mono- or disubstituted phenyl or phenyl C.sub.1-3 alkyl wherein the substituents are halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, hydroxy, nitro, cyano, or trifluoromethyl; a heterocyclic radical selected from the group consisting of thienyl, furanyl, pyrrolyl, isoxazolyl, oxazolyl, isothiazolyl, thiazolyl, pyrazolyl, imidazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, and pyridinyl, and N-oxides thereof; and a saturated heterocyclic radical selected from the group consisting of pyrrolidinyl, tetrahydrofuranyl, tetrahydrothienyl, isoxazolidinyl, oxazolidinyl, isothiazolidinyl, thiazolidinyl, pyrazolidinyl, imidazolidinyl, piperazinyl, and piperidinyl.Type: GrantFiled: December 22, 1981Date of Patent: August 9, 1983Assignee: Merck & Co., Inc.Inventors: John E. Engelhart, Marshall R. Angeles, Michael J. D'Errico
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Patent number: 4381980Abstract: The invention relates to a process for the manufacture of N-substituted 3-sulfopropylammonium betaines.N-substituted allylammonium compounds are reacted in the presence of initiators, such as oxygen, and catalytic acting transition metallic ions of the first, fifth, seventh or eighth secondary groups of the Periodic Table, with salts of sulfurous acid under mild reaction conditions.The process can be executed with simple equipment and requires only small energy expenditures, the compounds of the present invention being produced selectively in an almost quantitative yield.Further advantages of the process: the use of carcinogenic alkylates can be avoided, chemicals of technical purity and tap water can be employed and hardly any by-products result.The substances have surface tension qualities and can be employed in many technical fields, especially in laundry agent formulations for energy-saving laundering processes.Type: GrantFiled: July 8, 1981Date of Patent: May 3, 1983Assignee: Akademie der Wissenschaften der DDRInventors: Detlef Ballschuh, Roland Ohme, Jochen Rusche, Horst Seibt, Kristina Geneis, Kurt Schaurich
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Patent number: 4377690Abstract: Novel ligands of the general formula wherein r is 1 or 2, and L is a piperidine which is substituted by at least one enolate group in the 1-position or 4-position and wherein the ring nitrogen is sterically hindered by alkyl substituents in the adjacent positions. These ligands are useful in preparing light stabilizers.Type: GrantFiled: June 8, 1981Date of Patent: March 22, 1983Assignee: Ciba-Geigy CorporationInventor: Paul Moser
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Patent number: 4362880Abstract: An improved process for the preparation of 3-substituted thiophenes. The thiophenes are useful for the preparation of penicillins and cephalosporins.The process is for the preparation of a thiophene of formula (I): ##STR1## where R.sup.1 represents a carboxylic acid group, or an ester or amide thereof or a nitrile group; R.sup.2 represents a group suitable for use as an .alpha.-substituent in the side-chain of a penicillin or cephalosporin; which comprises treating under basic conditions a compound of formula (II): ##STR2## wherein X represents halogen or optionally functionalized hydroxyl, Y represents halogen, hydroxyl, or alkoxy; with a source of nucleophilic sulphur ionically bound to a polymeric support.Type: GrantFiled: March 30, 1981Date of Patent: December 7, 1982Assignee: Beecham Group LimitedInventors: Kenneth T. Veal, Trevor J. Grinter
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Patent number: 4362669Abstract: Novel compositions of matter are disclosed having the general formula UO.sub.2 AA'L.sub.n, in which A and A' are anions whose conjugate acids have boiling points less than about 200.degree. C. and pK.sub.a values of 4.8 or less, L is a neutral ligand (1) having a boiling point of greater than about 200.degree. C. and an equilibrium constant for its exchange reaction with complexed tetrahydrofuran of greater than about 10.sup.-3, or (2) having an equilibrium constant for its exchange reaction with complexed tetrahydrofuran of greater than about 10.sup.3, and n is an integer of from 1 to 4.Type: GrantFiled: February 25, 1980Date of Patent: December 7, 1982Assignee: Exxon Research and Engineering Co.Inventors: George M. Kramer, Donald M. Cox, Martin B. Dines, Edward T. Maas, Jr.
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Patent number: 4348330Abstract: A process for the production of a sulphinate of formula ##STR1## which comprises reacting a compound of formula ##STR2## or a mixture of the compounds of formulae (2a) and (2b) with a compound of formulaY--SO.sub.2 --M (3)in an organic solvent in the presence of a mineral acid or organic acid and, optionally, also of water, wherein Ar.sub.1 and Ar.sub.2 are the same or different and each represents an unsubstituted or substituted aromatic carbocyclic radical.R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another represent hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.2 -C.sub.8 -alkoxyalkyl, cycloalkyl, aralkyl, aryl, or substituted alkyl, cycloalkyl, aralkyl or aryl, or each of the pairs of substituents (R.sub.1 and R.sub.2) and (R.sub.3 and R.sub.4), together with the nitrogen atom to which said pair is attached, independently, represents a heterocyclic ring, or one of several of the substituents R.sub.1, R.sub.2, R.sub.3 and R.sub.4 with the nitrogen and an adajcent carbon atom of the residue Ar.Type: GrantFiled: February 6, 1981Date of Patent: September 7, 1982Assignee: Ciba-Geigy CorporationInventors: Malcolm C. Clark, John B. Henshall
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Patent number: 4323568Abstract: (Omega-aminoalkoxy)bibenzyls are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.Type: GrantFiled: December 6, 1979Date of Patent: April 6, 1982Assignee: Mitsubishi Chemical Industries LimitedInventors: Kyoji Kikumoto, Kunihiro Ninomiya, Harukazu Fukami, Hiroto Hara
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Patent number: 4321271Abstract: Compounds of formula (I) ##STR1## wherein: R.sup.1 is C.sub.1-6 alkyl or C.sub.5-7 cycloalkyl;R.sup.2 is hydrogen or C.sub.1-6 alkyl; orNR.sup.1 R.sup.2 represents a heterocyclic ring having 5 to 7 ring atoms and only one hetero-atom; andR.sup.3 is C.sub.1-4 alkyl, one carbon atom of which is di- or tri-halogenatedor salts thereof are useful in promoting growth of ruminants. Processes for their production, veterinary formulations and treatments are described.Type: GrantFiled: June 30, 1980Date of Patent: March 23, 1982Assignee: Beecham Group LimitedInventor: Brian G. McDonald
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Patent number: 4316903Abstract: Compounds of the structure: ##STR1## where A is either ##STR2## where R.sub.1 to R.sub.4 are various substituents are active as antibacterials and antifungals.Type: GrantFiled: May 5, 1978Date of Patent: February 23, 1982Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4312877Abstract: 1-(2-Hydroxy-3-n-alkoxypropyl)-4-substituted-piperazines and piperidines and derivatives thereof useful as immune regulants are disclosed. Also disclosed are pharmaceutical compositions containing the novel compounds and a method of regulating the immune response of a subject by administration of the novel compounds.Type: GrantFiled: October 31, 1980Date of Patent: January 26, 1982Assignee: Pfizer Inc.Inventor: Allen R. Kraska
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Patent number: 4289786Abstract: Novel farnesylacetic acid ester derivatives containing an amine nitrogen in the alcohol residue thereof and represented by the following general formula exhibit high levels of antiulcerogenic activity and very low levels of toxicity: ##STR1## wherein A is an alkylene radical containing at least 2 carbon atoms; R.sup.1 is H, alkyl, cycloalkyl, aryl, aralkyl or alkenyl; R.sup.2 and R.sup.3 are independently H, alkyl, aryl, aralkyl or alkenyl or one of R.sup.2 and R.sup.3 forms, together with A, a piperidine, pyrrolidine, tetrahydropyrimidine or piperazine ring which contains the nitrogen atom lying therebetween or R.sup.2 and R.sup.3 combine to form, together with the adjacent nitrogen atom, a piperazine ring; provided that the total number of carbon atoms contained in A, R.sup.1, R.sup.2 and R.sup.3 is at least 5.Type: GrantFiled: November 21, 1979Date of Patent: September 15, 1981Assignee: Kuraray Co., Ltd.Inventors: Susumu Okabe, Yoshiaki Omura, Yoichi Ninagawa, Yoshiji Fujita
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Patent number: 4283533Abstract: Amphoteric N-type betaines represented by the formula: ##STR1## wherein: R.sub.f is C.sub.4 -C.sub.20 perfluoroalkyl;R.sup.1 and R.sup.2 are methyl or, together with the N atom to which they are bonded, form a piperidino, morpholino, orN-alkyl(c.sub.1 -C.sub.4)piperazino group; and m is a whole number between 1 and 4 are highly effective in reducing the surface tension of water and of aqueous solutions of inorganic electrolytes, and can be used in environments where non-amphoteric surfactants would fail, e.g. highly acidic oil well applications.Type: GrantFiled: November 9, 1979Date of Patent: August 11, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: John W. Richter
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Patent number: 4282151Abstract: New reactive asymmetrical dicarboxylic acid ester compounds of the formula ##STR1## wherein R.sub.1 is an alkyl radical containing up to 3 carbon atoms or is a digoxin or digitoxin residue, R.sub.2 and R.sub.3, which may be the same or different, are alkoxy radicals containing up to 3 carbon atoms or together represent an oxygen atom, X is a cyanomethoxy, succinimide-N-oxy, N-methyl-pyridiniumoxy, 2,4-dinitrophenoxy, 2,4,5-trichlorophenoxy, pentachlorophenoxy, phenylthio, p-nitrophenoxy, n-nitrophenylthio, piperidyl-N-oxy, phthalimido-N-oxy or benztriazol-N-oxy radical and n is 2, 3, 4 or 5, are useful for the preparation of reagents for the investigation of cardiac glycosides (Digitalis glycosides).Type: GrantFiled: March 6, 1978Date of Patent: August 4, 1981Assignee: Boehringer Mannheim GmbHInventors: Hans-Georg Batz, Hans-Ralf Linke, Klaus Stellner, Gunter Wiemann
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Patent number: 4266080Abstract: Perfluoroalkyl compounds containing ether groups have the formulaR.sub.f R.sub.1 SCH.sub.2 CH.sub.2 O T Zwherein R.sub.f is a perfluoroalkyl, R.sub.1 is alkylene or alkyleneoxy or aminoalkylene, T is alkylene, and Z is hydrogen; hydroxy; NR.sub.3 R.sub.4, where R.sub.3 and R.sub.4 each is alkyl or together with nitrogen form a heterocyclic ring; N.sup.+ R.sub.3 R.sub.4 (R.sub.5)X.sub.z.sup.-y, where R.sub.5 is hydrogen, oxide, alkyl, or substituted alkyl, X is an anion, and y is 1 or 2; z is 0 or 1 or is --OCH.sub.2 CH.sub.2 SR.sub.1 R.sub.f ; can be prepared directly by free-radical catalyzed addition of a perfluoroalkylthiol to a vinyl ether or subsequent reaction. These compounds are useful as surfactants and oil spill collecting agents.Type: GrantFiled: February 2, 1978Date of Patent: May 5, 1981Assignee: Ciba-Geigy CorporationInventors: Robert A. Falk, Karl F. Mueller
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Patent number: 4266087Abstract: The instant invention provides a new and improved method of preparing the Diels Alder mixture of 3 and 4-(4-methyl-4-hydroxyamyl).DELTA..sup.3 -cyclohexenecarboxaldehyde from the readily available myrcene. The novel sequence includes a synthesis of a novel myrcenol, ocimenol intermediate which is substantially free of trans-ocimenol.Type: GrantFiled: November 13, 1978Date of Patent: May 5, 1981Assignee: Givaudan CorporationInventors: Alan J. Chalk, Steven A. Magennis
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Patent number: 4256800Abstract: The antistatic composition for application to flat fibrous articles such as textiles, carpets, fabrics and the like which comprises a salt of a polymeric acid with an amine of the general formula ##STR1## wherein A=H, --OR.sub.2, ##STR2## R.sub.1 =H, a lower alkyl radical, a hydroxyalkyl, aminoalkyl, polyalkylene imine or polyalkylene glycol ether radical;R.sub.2 =H, a lower alkyl radical, a hydroxyalkyl, aminoalkyl, polyalkylene imine or polyalkylene glycol ether radical;R.sub.3 =H, a lower alkyl radical, a hydroxyalkyl, aminoalkyl, polyalkylene imine or polyalkylene glycol ether radical;R.sub.Type: GrantFiled: January 18, 1978Date of Patent: March 17, 1981Assignee: Chemische Fabrik Stockhausen & CieInventors: Dolf Stockhausen, Reinmar Peppmoller
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Patent number: 4246173Abstract: A multistep process for preparing tetraselenofulvalenes involving the synthesis of 1,3-diselenole-2-selones and -2-thiones from diselenocarbamates and .alpha.-haloketones followed by coupling of the selone or thione using a dechalkogenizing reagent. New highly conductive salts obtained by coupling certain tetraselenofulvalenes with acceptor compounds are also disclosed.Type: GrantFiled: April 24, 1978Date of Patent: January 20, 1981Assignee: The Johns Hopkins UniversityInventors: Dwaine O. Cowan, Aaron N. Bloch, Klaus Bechgaard
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Patent number: 4244963Abstract: 1-[2-(Alkyl and arylsulfonyl)-2-propenyl and propyl] substituted piperidines of the formula: ##STR1## where A is ##STR2## and R.sub.1 -R.sub.5 are various substituents, are useful as antimicrobial and anti-inflammatory agents.Type: GrantFiled: September 27, 1979Date of Patent: January 13, 1981Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4242516Abstract: The invention is directed to fluorinated compounds of the formula ##STR1## wherein R.sub.f is a perfluoroalkyl or perfluoroalkoxyperfluoroalkyl group, R.sup.1 is a branched or straight chain alkylene, alkylenethioalkylene, alkyleneoxyalkylene or alkyleneiminoalkylene group, X is oxygen or an amino group, Q is an organic group containing at least one amino group and y is zero or 1, and the corresponding succinimides. These compounds are useful as surfactants.Type: GrantFiled: January 12, 1978Date of Patent: December 30, 1980Assignee: Ciba-Geigy CorporationInventor: Karl F. Mueller
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Patent number: 4242519Abstract: Novel .alpha.-thio-alkanoic acid derivatives and a process for their preparation. These novel compounds can be easily converted to useful medicines.Type: GrantFiled: March 13, 1979Date of Patent: December 30, 1980Assignee: Sagami Chemical Research CenterInventors: Genichi Tsuchihashi, Katsuyuki Ogura, Shuichi Mitamura
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Patent number: 4240797Abstract: Spin labels, especially dianionic aromatic spin labels which can bind to the first specific high-affinity bilirubin-binding site on serum albumin, and which are quantitatively displaceable into solution from said site in the presence of bilirubin, can be used in an assay for bilirubin-binding capacity. In the assay, an excess of spin label is mixed with the serum albumin or serum and is titrated with standard bilirubin. ESR spectroscopy indicates a change in the rate of spin label release with addition of bilirubin, giving a value indicative of bilirubin-binding capacity. Novel dianionic aromatic spin labels are also disclosed.Type: GrantFiled: October 18, 1977Date of Patent: December 23, 1980Assignee: The Governing Council of the University of TorontoInventor: Jen C. Hsia
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Patent number: 4238612Abstract: A process for the conversion of compounds of the formula: ##STR1## in which R is a hydrogen atom or a substituent and for which the carbon carrying the vinyl group has the rectus configuration, into the corresponding compounds of formula (I) for which the carbon carrying the vinyl group has the sinister configuration, and vice versa, which comprises subjecting a compound of formula (I) for which the carbon carrying the vinyl group has the rectus or sinister configuration, partially or entirely salified, to a heating at a temperature above 50.degree. C. in a protic solvent or a mixture of protic solvents in the presence or absence of formaldehyde, and isolating the compound of formula (I) for which the carbon carrying the vinyl group has the sinister or rectus configuration thus formed.Type: GrantFiled: March 21, 1979Date of Patent: December 9, 1980Assignee: PharmindustrieInventors: Jean-Jacques Barieux, Marie-Christine Dubroeucq, Francois Rocquet
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Patent number: 4238609Abstract: Ampho-ionic compounds of the formula ##STR1## wherein, for example, R is CH.sub.2 .dbd.C(CH.sub.3)--COOCH.sub.2 --, R.sub.2 is hydrogen and B.sup..sym. is --N.sup..sym. --(CH.sub.3).sub.2 C.sub.12 H.sub.25, are prepared by reacting an oxirane compound with sulfur dioxide and a tertiary amine. These ampho-ionic compounds are useful as, for example, surfactants.Type: GrantFiled: December 4, 1978Date of Patent: December 9, 1980Assignee: Nippon Paint Co., Ltd.Inventors: Ryuzo Mizuguchi, Atsushi Takahashi, Shinichi Ishikura, Akimitsu Uenaka
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Patent number: 4235875Abstract: Novel alkyl 1-(hydroxyalkyl)piperidines and acid addition salts thereof, useful as inhibitors of dental plaque and therefore also useful against dental caries and periodontitis, are disclosed. Methods of making same, orally-acceptable compositions thereof, a method of treating therewith, and important and novel intermediates for the production thereof are also disclosed.Type: GrantFiled: April 24, 1978Date of Patent: November 25, 1980Assignee: A.B. FerrosanInventors: Sven E. H. Hernestam, Lars O. Willard, Aina L. Abramo, Hans-Bertil Johansson
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Patent number: 4223138Abstract: A process for the preparation of an aminoethanol is described wherein an amine is vaporized in a collection vessel and the vapors are caused to pass upwardly through a defined reaction zone into a condensation zone where they are condensed and caused to flow downwardly into the reaction zone. In the reaction zone the flow toward the collection zone is retarded and, while retarded, epoxide reactant is directed thereagainst. The aminoethanol so formed is removed into the collection zone such as by directing condensed amine thereagainst.Type: GrantFiled: March 29, 1978Date of Patent: September 16, 1980Assignee: Bayer AktiengesellschaftInventor: Rudiger Schubart
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Patent number: 4223139Abstract: Amine salts of tertiary amino acids have been found to be effective as catalysts for polyurethane synthesis and they have been found to exhibit delayed action, in many instances, in the polymerization of urethanes. Typically, the amine salts of tertiary amino acids are formed by initially reacting a primary or secondary amine with an aldehyde and disubstituted acid to form a Mannich adduct and then reacting the resulting Mannich acid adduct with an amine.Type: GrantFiled: October 23, 1978Date of Patent: September 16, 1980Assignee: Air Products and Chemicals, Inc.Inventors: Ibrahim S. Bechara, Rocco L. Mascioli, Philip J. Zaluska
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Patent number: 4198510Abstract: A process for the preparation of carboxylic acids represented by a formula ##STR1## wherein R.sub.1 represents hydrogen atom or a lower alkyl radical, R.sub.2 represents hydrogen atom, lower alkyl or allyl radical and R.sub.3 represents phenyl, substituted phenyl, substituted naphthyl, dibenzofuranyl or substituted biphenyl. Following novel enamine and amidine compounds as intermediates for manufacturing the carboxylic acids and processes for the manufacture of said enamine and amidine compounds ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 represent the meanings as referred to and R.sub.4 represents dimethylamino, pyrrolidyl, piperidyl or morpholyl.Type: GrantFiled: July 7, 1978Date of Patent: April 15, 1980Assignees: Sanwa Kagaku Kenkyusho Co., Ltd., Takayuki ShioiriInventors: Takayuki Shioiri, Nobutaka Kawai, Masatoshi Ban
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Patent number: 4175187Abstract: Tertiary allylic amines are obtained from vinylic halides and olefins, and substituted derivatives thereof, by reacting said halide with a mono-, di-, or tri-substituted olefin and an unhindered basic secondary amine in the presence of a palladium catalyst.Type: GrantFiled: October 24, 1978Date of Patent: November 20, 1979Assignee: University of DelawareInventor: Richard F. Heck
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Patent number: 4166820Abstract: Selenium compounds, and a method of their preparation, are disclosed which have a structure that renders the compounds useful in immunoassays or in competitive protein binding assays wherein either radio-labeled selenium compounds or nonradioactive selenium compounds are used respectively, with radiologic or fluorometric analysis. One class of these compounds have the generalized structural formula of: ##STR1## wherein: X is hydrogen or oxo;R.sub.1 and R.sub.2, together, are ethylene, trimethylene, or 5,6-phenylene;R.sub.3 is alkylene of 1 to 6 carbons;R.sub.4 is alkyl or isoalkyl of 1 to 6 carbons, phenyl or benzyl; orR.sub.3 and R.sub.4 together are 1,2,3-propanetriyl;And n is 1 or 2. The compounds in the aforementioned structure are N-pyrrolidine derivatives wherein R.sub.1 and R.sub.2 together are ethylene; N-succinimdyl derivatives when R.sub.1 and R.sub.2 together are ethylene and the X groups are oxo groups; N-phthalimidyl derivatives when R.sub.1 and R.sub.Type: GrantFiled: August 4, 1977Date of Patent: September 4, 1979Inventor: Julian E. Spallholz
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Patent number: 4153604Abstract: N-phosphinyl- or phosphinothioyl-amidines of the formula ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkylthio or C.sub.1 -C.sub.4 -alkoxy,R.sub.2 represents C.sub.1 -C.sub.7 -alkyl, propenyl or propinyl,R.sub.3 represents hydrogen, methyl or ethyl,R.sub.4 represents C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, (cycloalkyl)methyl, furfuryl or tetrahydrofurfuryl,R.sub.5 represents C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkenyl,X and Y each represent oxygen or sulphur, orR.sub.4 and R.sub.5 form, with the nitrogen atom to which they are bound, the morpholino, piperidino, methylpiperidino, pyrrolidino or hexamethyleneimino ring, orR.sub.3 with R.sub.4 or R.sub.5 forms a 5 or 6-membered ring, whereby the group R.sub.4 or R.sub.5 not participating in the ring formation then denote methyl or ethyl,Processes for their manufacture and their use for pest control.Type: GrantFiled: December 14, 1972Date of Patent: May 8, 1979Assignee: Ciba-Geigy CorporationInventor: Jorg Bader, deceased
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Patent number: 4145426Abstract: Compounds of the structure: ##STR1## where A is either ##STR2## where R.sub.1 to R.sub.4 are various substituents are active as antibacterials and antifungals.Type: GrantFiled: July 18, 1977Date of Patent: March 20, 1979Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4139634Abstract: Indole derivatives of the formula: ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl radical, R.sub.2 and R.sub.3, which are the same or different, each represent a hydrogen atom, a methyl or ethyl radical, a benzyl radical or represent together a pentamethylene, hexamethylene, oxydiethylene or N-methylaminodiethylene chain, forming thus a cycle with the nitrogen atom, R.sub.4 represents a phenyl, 2', 4'-dimethyl-phenyl, isopropyl, cyclopropyl, 1-methyl-cyclopropyl, cyclopentyl or cyclohexyl radical, R.sub.5 represents a hydrogen atom, a branched- or straight-chain alkyl radical containing from 1 to 3 carbon atoms, a methylthio or ethylthio radical or a straight-chain acyl radical containing from 2 to 6 carbon atoms, R.sub.6 represents a hydrogen atom or a halogen atom, a methyl, methoxy, hydroxy, carboxy, nitro, amino, methylamino or dimethylamino radical, R.sub.7 represents a hydrogen atom or a halogen atom and n is 1 or 2, with the proviso that two at least of the groups R.sub.5, R.sub.Type: GrantFiled: May 20, 1977Date of Patent: February 13, 1979Assignee: LabazInventors: Charles Pigerol, Paul DE Cointet de Fillain, Pierre Eymard, Jean-Pierre Werbenec, Madeleine Broll
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Patent number: 4137305Abstract: Cyclic and acyclic amides, substituted ureas and sulphonamides are disclosed having the property of stimulating the cold receptors of the nervous system of the body to produce a cold sensation and are used for this purpose in a variety of edible and topical preparations.Type: GrantFiled: June 2, 1977Date of Patent: January 30, 1979Assignee: Wilkinson Sword LimitedInventors: David G. Rowsell, Roger Hems
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Patent number: 4134994Abstract: Amine salts of tertiary amino acids have been found to be effective as catalysts for polyurethane synthesis and they have been found to exhibit delayed action, in many instances, in the polymerization of urethanes. Typically, the amine salts of tertiary amino acids are formed by initially reacting a primary or secondary amine with an aldehyde and disubstituted acid to form a Mannich adduct and then reacting the resulting Mannich acid adduct with an amine.Type: GrantFiled: December 1, 1976Date of Patent: January 16, 1979Assignee: Air Products and Chemicals, Inc.Inventors: Ibrahim S. Bechara, Philip J. Zaluska, Rocco L. Mascioli
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Patent number: 4132723Abstract: Novel 9-substituted phenyl- or cyclohex-1-en-1-yl-3,7-dimethyl-nona-2,4,6-trienoic acids or derivatives thereof, -trienal or -trienol derivatives are described. The subject compounds are useful in the treatment of neoplasias, certain dermatoses and inflammatory and allergic dermatological conditions.Type: GrantFiled: February 23, 1977Date of Patent: January 2, 1979Assignee: Hoffmann-La Roche Inc.Inventor: Beverly A. Pawson
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Patent number: 4131599Abstract: Sterically hindered piperidines having at least 5 alkyl groups in ring positions 2,3,5 and 6 are usable as light-stabilizers for organic polymers. The nitrogen may be unsubstituted or may bear a mono- to tetravalent substituent. The compounds can be synthesized by a Wolf-Kishner reduction of polyalkyl 4-oxopiperidines optionally followed by a N-substitution reaction in a second step.The stabilizers are added to the polymers in an amount of from 0.01 to 5% by weight. Preferred is the stabilization of polyolefins, styrene polymers, polyamides and polyurethanes.Type: GrantFiled: May 19, 1976Date of Patent: December 26, 1978Assignees: Sankyo Company, Limited, Ciba-Geigy CorporationInventors: Heimo Brunetti, Jean Rody, Nobuo Soma, Tomoyuki Kurumada