Cyano Bonded Directly To The Six-membered Hetero Ring Patents (Class 546/286)
  • Patent number: 4820842
    Abstract: The present invention provides a process for preparing a 5-cyano-2-substituted-1,4-dihydropyridine compound having cardiovascular activity.
    Type: Grant
    Filed: September 11, 1987
    Date of Patent: April 11, 1989
    Assignee: Warner-Lambert Company
    Inventors: Kevin R. Anderson, Ila Sircar
  • Patent number: 4818766
    Abstract: The invention relates to novel 1,4-dihydropyridine-3-carboxylic acid phenoxyaliphatylphenyleneoxyalkyl esters of the formula ##STR1## in which Ac represents an acyl group, X represents oxy or optionally substituted imino, A represents a divalent aliphatic hydrocarbon radical interrupted by a group --X.sub.1 --Ph--X.sub.2 -- in which at least one of the radicals X.sub.1 and X.sub.2 represents oxy and a radical X.sub.1 or X.sub.2 that is other than oxy represents a direct bond, and Ph represents an optionally substituted phenylene radical, and R represents an optionally substituted phenyl, pyridyl or 1-oxidopyridyl, (1,3-dioxa)indanyl or benzofurazanyl radical, R.sub.1 represents an optionally substituted phenyl or indolyl radical, R.sub.2 represents an aliphatic hydrocarbon radical and R.sub.3 represents an aliphatic radical, cyano or amino, and acid addition salts thereof.
    Type: Grant
    Filed: July 20, 1987
    Date of Patent: April 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Franz Ostermayer, Markus Zimmermann
  • Patent number: 4814456
    Abstract: Cyanopyridines are recovered from waste streams containing the same using a low temperature liquid phase chlorination step followed by filtration. This process increases recovery of unreacted cyanopyridine and significantly reduces waste stream volume.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: March 21, 1989
    Assignee: The Dow Chemical Company
    Inventor: Herbert K. Michael
  • Patent number: 4798893
    Abstract: A method for the synthesis of the 2-propanone (I) is described starting from alkoxide (II) through the lactone (IV). ##STR1## Excellent control of the location of the substitution on the phenyl ring is achieved and the reaction proceeds in high yield.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: January 17, 1989
    Assignee: McNeilab, Inc.
    Inventors: David A. Cherry, Cynthia A. Maryanoff, John E. Mills, Roy A. Olofson, James D. Rodgers
  • Patent number: 4791122
    Abstract: 5-Aryl-1,4-dihydropyridines of the formula ##STR1## in which Rrepresents cycloalkyl,heteroaryl oraryl which is optionally substituted by at least one substituent independently selected from the group consisting of halogen, nitro, hydroxyl, amino, carboxyl, alkoxycarbonyl, cyano, acyl, acyloxy, acylthio, by alkyl, alkyloxy, alkylthio or alkylsulphonyl, each of which is optionally substituted by one or more halogens, by aryl which is optionally substituted by alkyl, alkoxy, halogen or nitro, or optionally by the group --Z--CH.sub.2 --R.sup.4,whereZ represents oxygen or sulphur, andR.sup.4represents cycloalkyl,heteroaryl oraryl which is optionally substituted by halogen, cyano, nitro, hydroxyl, carboxyl, alkoxycarbonyl or by alkyl or alkoxy, each of which is optionally substituted by one or more halogens,R.sup.1 and R.sup.2are identical or different andrepresent straight-chain or branched alkyl which is optionally substituted by aryl, carboxyl, alkoxycarbonyl or by hydroxyl,R.sup.
    Type: Grant
    Filed: January 8, 1986
    Date of Patent: December 13, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jurgen Stoltefuss, Rainer Gross, Matthias Schramm, Gunter Thomas, Michael Kayser, Bernd Pelster
  • Patent number: 4786733
    Abstract: Substituted pyridine compounds particularly alkyl-substituted pyridines, are directly fluorinated to the corresponding 2-fluoro alkyl-substituted pyridines. Fluorine gas, preferably diluted with an inert gas, is passed into the substituted pyridine, preferably in a solvent, at a temperature of +25.degree. C. to -40.degree. C., preferably about -25.degree. C.
    Type: Grant
    Filed: July 9, 1987
    Date of Patent: November 22, 1988
    Assignee: Allied-Signal Inc.
    Inventors: Michael Van Der Puy, Richard E. Eibeck
  • Patent number: 4784782
    Abstract: Various heterocyclic compounds have been discovered that impart improved fuel economy and friction modification to lubricant and fuel compositions. These hetrocyclic compounds of the invention preferably contain nitrogen and may be further reacted with hydrocarbyl carboxylic acid acylating reactants or hydrocarbyl phenolic reactants to give higher molecular materials. These higher molecular weight materials have higher oil-solubility and impart dispersancy properties to lubricant and fuel compositions.
    Type: Grant
    Filed: March 27, 1986
    Date of Patent: November 15, 1988
    Assignee: The Lubrizol Corporation
    Inventors: Joseph W. Pialet, Paul E. Adams
  • Patent number: 4778890
    Abstract: A heteroaromatic nitrile is prepared in a high selectivity and yield by catalytically reacting an alkyl-substituted heteroaromatic compound with molecular oxygen and ammonia in a molar ratio of oxygen to ammonia of not larger than 1.6:1 in a gaseous phase in the presence of a catalyst comprising a vanadium-phosphorus oxide of the formula:VP.sub.x Sb.sub.y O.sub.z (I)wherein x, y and z represent atomic ratios of phosphorus, antimony and oxygen to vanadium, respectively, and x is from 0.1 to 5, y is 0 to 8 and z is defined from the valencies of other elements.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: October 18, 1988
    Assignee: Koei Chemical Co., Ltd.
    Inventors: Shinkichi Shimizu, Takayuki Shoji, Nobuyuki Abe, Masanori Doba, Akira Taguro, Akira Iguchi, Toru Nakaishi
  • Patent number: 4776880
    Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.
    Type: Grant
    Filed: February 1, 1988
    Date of Patent: October 11, 1988
    Assignee: The Dow Chemical Company
    Inventors: Sudarshan K. Malhotra, Ingrid L. Knox
  • Patent number: 4775763
    Abstract: Metal values are extracted from aqueous solutions of metal salts containing halide or pseudo halide ions by pyridine derivatives containing the substituent --(COX).sub.A where X is the group --OR.sub.1 or --NR.sub.2 R.sub.3 and n is 1, 2 or 3. R.sub.1 is a hydrocarbyl group containing from 5 to 36 carbon atoms and R.sub.2 and R.sub.3 are hydrogen or a hydrocarbyl group wherein R.sub.2 and R.sub.3 together contain from 5 to 36 carbon atoms. The process is especially useful for the recovery of metals from leach solutions derived from sulphur-containing ores such as chalcopyrite.
    Type: Grant
    Filed: March 27, 1985
    Date of Patent: October 4, 1988
    Assignee: Imperial Chemical Industries
    Inventors: Raymond F. Dalton, Raymond Price, Peter M. Quan, David Stewart
  • Patent number: 4774352
    Abstract: The activity of a tellurium-free metal oxide catalyst used for ammoxidation of organic compounds at a temperature of from 300.degree. C. to 600.degree. C. is improved in the presence of (a) elemental tellurium or a tellurium compound which is in contact with said catalyst or in the presence of (a) elemental tellurium or a tellurium compound and (b) a molybdenum compound which are in contact with said catalyst. This activity improvement process can be applied to both the fresh catalysts and the spent catalyst having a deteriorated activity. The above described component (a) is preferably composed of a tellurium containing solid to be used in a state of a dry physical mixture with said catalyst. The above described components (a) and (b) are preferably composed of a tellurium containing solid and a molybdenum containing solid respectively or a tellurium-molybdenum containing solid to be used in a state of a dry physical mixture with said catalyst.
    Type: Grant
    Filed: December 17, 1985
    Date of Patent: September 27, 1988
    Assignee: Nitto Chemical Industry Co., Ltd.
    Inventors: Yutaka Sasaki, Yutaka Kiyomiya, Toshio Nakamura
  • Patent number: 4772713
    Abstract: Disclosed are compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently are H or C.sub.1-8 -alkyl or together are C.sub.2-7 -alkylene forming a ring with the connecting N-atom; X is CN, halo, C.sub.6-10 -arylsulfonyl, C.sub.6-10 -arylsulfinyloxy, C.sub.6-10 -aryloxy, C.sub.6-10 -arylthio or C.sub.1-8 -alkylsulfonyloxy or nitro, and Y is the anion of an acid having a pK.sub.a of about 3 or less.These compounds are intermediates in the preparation of 4-substituted pyridines.
    Type: Grant
    Filed: May 21, 1987
    Date of Patent: September 20, 1988
    Assignee: Nepera, Inc.
    Inventor: Laurence J. Nummy
  • Patent number: 4772612
    Abstract: Novel circulation active dihydropyridines of the formula ##STR1## in which X is CO, SO.sub.2 or CONH,R.sup.4 is H, OH, alkyl, halogen, acyloxy, alkoxyalkoxy, aralkyloxy, or together with R.sup.5 forms a heterocyclic ring, andthe other radicals are conventional in the dihydropyridine art,and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: June 3, 1986
    Date of Patent: September 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegfried Goldmann, Jurgen Stoltefuss, Gerhard Franckowiak, Rainer Gross, Matthias Schramm, Gunter Thomas
  • Patent number: 4771057
    Abstract: Pharmaceutical compounds of the general formula (1): ##STR1## have been prepared and non-toxic pharmaceutically acceptable salts thereof, wherein the ring system is a 1,2- or 1,4-dihydropyridyl radical; R.sub.1 is a hydrogen, lower alkyl, lower alkyl carbonyl or lower alkoxy carbonyl substituent; R.sub.2 is a lower alkly or phenyl substituent; R.sub.3 is a lower alkoxy carbonyl, (N,N-lower dialkylamino) lower alkoxy carbonyl, (N-lower alkyl-N-phenyl lower alkyl amino) lower alkoxy carbonyl, lower alkoxy lower alkoxy carbonyl, nitro, or cyano substituent; R.sub.
    Type: Grant
    Filed: February 3, 1986
    Date of Patent: September 13, 1988
    Assignee: University of Alberta
    Inventors: Edward E. Knaus, Michael W. Wolowyk, Lina Dagnino, Moy C. Li-Kwong-Ken, Donald A. Soboleski, Hla Wynn
  • Patent number: 4766219
    Abstract: Novel methods for preparing 2-cyano-6-chloropyridines are disclosed. The compounds are useful as intermediates in preparing other intermediates or as intermediates directly used in making pesticides, especially herbicides.
    Type: Grant
    Filed: June 26, 1987
    Date of Patent: August 23, 1988
    Assignee: The Dow Chemical Company
    Inventors: Jon A. Orvik, Alexander P. Fung, Jim Love, Thomas J. Dietsche
  • Patent number: 4766213
    Abstract: Compounds of the formula ##STR1## are disclosed wherein the variables are herein described. These compounds are intermediates to compounds which influence the influx of calcium into the cell.
    Type: Grant
    Filed: January 16, 1987
    Date of Patent: August 23, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Horst Juraszyk, Rolf Gericke, Inge Lues, Rolf Bergmann, Claus J. Schmitges
  • Patent number: 4756845
    Abstract: A bleaching agent composition comprising a peroxide capable of releasing hydrogen peroxide in aqueous solution, in admixture with an activator for the peroxide selected from the group consisting of naphthonitriles, isophthalonitrides, terephthalonitriles, alkali metal salts of cyanic acid, cyanic acid ammonium salt, cyanopyridines and acid neutralized products thereof, cyanopyridinium salts, O-acyl compounds, and N-acyl compounds has improved bleaching power and enables bleaching of an article within a short period of time.
    Type: Grant
    Filed: May 28, 1986
    Date of Patent: July 12, 1988
    Assignee: Lion Corporation
    Inventors: Hiroshi Sugawara, Yoji Toma, Takahiro Takabe, Kenji Yokoi
  • Patent number: 4744818
    Abstract: N-halo-5-(substituted-phenoxy or -pyridyloxy)-2-substituted benzoic acid sulfonamides and sulfamates, their preparation and use as herbicides are disclosed.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: May 17, 1988
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: El-Ahmadi I. Heiba
  • Patent number: 4739070
    Abstract: 2- and 4-(Dichloromethyl)pyridines containing electron withdrawing substituents on the ring are prepared by the reaction of the corresponding 2- or 4-halopyridines with excess chloroform in the presence of a strong base in a medium containing a dipolar aprotic solvent or a phase transfer catalyst. 3-Chloro-5-(trifluoromethyl)-2-(dichloromethyl)pyridine, for example, is prepared by the reaction of 2,3-dichloro-5-(trifluoromethyl)pyridine with chloroform in the presence of sodium hydroxide and N-methylpyrrolidone. Substituted 2-(dichloromethyl)pyridines are useful as agricultural pesticides and as intermediates for the preparation of agricultural pesticides.
    Type: Grant
    Filed: April 23, 1986
    Date of Patent: April 19, 1988
    Assignee: The Dow Chemical Company
    Inventor: Jon A. Orvik
  • Patent number: 4732898
    Abstract: The present invention are 2-(2-aryl-2-oxo-alkylidene) analogs of 1,2,3,4-tetrahydropyridine-3,5-pyridinecarboxylic acids and particularly esters thereof having valuable calcium antagonist and positive inotropic activity useful in the treatment of cardiovascular disorders, pharmaceutical compositions and methods of use therefor.
    Type: Grant
    Filed: March 3, 1987
    Date of Patent: March 22, 1988
    Assignee: Warner-Lambert Company
    Inventors: Edward W. Badger, Michael D. Taylor
  • Patent number: 4731449
    Abstract: TCNQ complexes with organic pyridinium ions, which may be kept in a molten condition for a relatively long time without the electrical conductivity thereof being substantially reduced after cooling.
    Type: Grant
    Filed: March 3, 1986
    Date of Patent: March 15, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Friedrich Jonas, Jurgen Hocker
  • Patent number: 4731107
    Abstract: Disclosed are diphenoxymethyl pyridines, their preparation and their use as herbicides.
    Type: Grant
    Filed: November 21, 1986
    Date of Patent: March 15, 1988
    Assignee: The Dow Chemical Company
    Inventors: Sudarshan K. Malhotra, Ingrid L. Evoy
  • Patent number: 4723014
    Abstract: The present invention provides a process for preparing a 2-substituted-1,4-dihydropyridine by providing a regiospecific bromine containing intermediate which is then reacted with a nucleophile to provide a wide range of substituents at the 2-position of 1,4-dihydropyridines. Also the present invention is novel 3-substituted-1,4-dihydropyridines having cardiovascular activity.
    Type: Grant
    Filed: November 19, 1986
    Date of Patent: February 2, 1988
    Assignee: Warner-Lambert Company
    Inventors: Kevin R. Anderson, Ila Sircar
  • Patent number: 4721789
    Abstract: A process for making 3-cyanopyridine by the vapor phase catalytic reaction of 2-methylglutaronitrile with molecular oxygen.
    Type: Grant
    Filed: December 5, 1984
    Date of Patent: January 26, 1988
    Assignee: The Standard Oil Company
    Inventors: Robert DiCosimo, James D. Burrington, Robert K. Grasselli
  • Patent number: 4692183
    Abstract: Disclosed are diphenoxymethyl pyridines, their preparation and their use as herbicides.
    Type: Grant
    Filed: December 30, 1985
    Date of Patent: September 8, 1987
    Assignee: The Dow Chemical Company
    Inventors: Sudarshan K. Malhotra, Ingrid L. Evoy
  • Patent number: 4692184
    Abstract: There are disclosed novel 2,6-substituted-3,5-pyridinedicarboxylic acids, esters, salts, amides, halides, and cyano compounds useful as herbicides, and as intermediates which provide herbicides.
    Type: Grant
    Filed: April 24, 1984
    Date of Patent: September 8, 1987
    Assignee: Monsanto Company
    Inventor: Len F. Lee
  • Patent number: 4684477
    Abstract: A novel pyridine derivative which, when added to liquid crystal substances, can improve various specific features required for the resulting liquid crystal compositions, and a liquid crystal composition containing the same are provided, which pyridine derivative is expressed by the formula ##STR1## wherein W represents H or F; X, F, Cl or alkyl or alkoxy of 1.about.10 C; ##STR2## n, 0 or 1; Y, CN or alkyl or alkoxy of 1.about.10 C; Z, F, Cl or H; and when Z is F or Cl, Y is limited to CN, excluding certain identified compounds.
    Type: Grant
    Filed: February 27, 1986
    Date of Patent: August 4, 1987
    Assignee: Chisso Corporation
    Inventors: Shigeru Sugimori, Kazunori Nigorikawa, Tetsuya Ogawa
  • Patent number: 4684734
    Abstract: Organic fluorine compounds such as pentafluorobenzonitrile, tetrafluorophthalonitriles, and pentafluoropyridine are produced by a method which comprises causing a chloro- or bromo-organic compound to react with a fluorinating agent such as an alkali metal fluoride in benzonitrile as a solvent at temperatures in the range of 190.degree. to 400.degree. C. under at least spontaneously generated pressure.
    Type: Grant
    Filed: September 13, 1985
    Date of Patent: August 4, 1987
    Assignee: Nippon Shokubai KK Co., Ltd.
    Inventors: Osamu Kaieda, Masaru Awashima, Isao Okitaka, Toshiaki Nakamura
  • Patent number: 4684220
    Abstract: 2-phenylpyridine derivatives represented by the general formula: ##STR1## wherein when Y is R--, Z is one of R--, RO--, ##STR2## when Y is RO--, Z is one of straight chain pentyl, ##STR3## and --CN; and when Y is one of ##STR4## Z is one of R--, RO-- and --CN; when Y is --CN, Z is one of RO--, ##STR5## and R is a straight chain alkyl group from 1 to 12 carbon atoms, are disclosed. The 2-phenylpyridine derivatives in accordance with the invention are particularly well-suited for use in nematic liquid crystal compositions for reducing the steepness and response time of the liquid crystal compositions in a liquid crystal display device.
    Type: Grant
    Filed: July 11, 1985
    Date of Patent: August 4, 1987
    Assignee: Seiko Epson Kabushiki Kaisha
    Inventors: Yoshio Shionozaki, Hiroshi Mukai, Tsuyoshi Obikawa, Shuhei Yamada
  • Patent number: 4678509
    Abstract: Certain novel pyridinyloxyphenoxy alkanoic acids, pyridinylthiophenoxy alkanoic acids, derivatives thereof and related compounds are described. More specifically, these novel compounds bear a fluorine substituent in the 3-position of the pyridinyl group and in the 5-position the substituent is selected from chlorine, CF.sub.3, CF.sub.2 Cl or CF.sub.2 H. These novel compounds exhibit surprising preemergent and postemergent activity in the control of grassy weeds.
    Type: Grant
    Filed: November 1, 1985
    Date of Patent: July 7, 1987
    Assignee: The Dow Chemical Company
    Inventors: Howard Johnston, Lillian H. Troxell
  • Patent number: 4672118
    Abstract: Corrosion of metal surfaces in contact with an aqueous medium is inhibited by incorporating a N-(hydrophobe aromatic)pyridinium compound such as N-(p-dodecylphenyl)-2,4,6-trimethylpyridinium sulfoacetate into the aqueous medium.
    Type: Grant
    Filed: January 9, 1984
    Date of Patent: June 9, 1987
    Assignee: The Dow Chemical Company
    Inventors: Thomas E. Fisk, Christopher J. Tucker
  • Patent number: 4661149
    Abstract: The invention relates to certain substituted phenoxypropionaldehyde derivatives, formulations of said derivatives and the use thereof for preemergence or postemergence control of noxious plants, i.e., weeds.
    Type: Grant
    Filed: November 12, 1985
    Date of Patent: April 28, 1987
    Assignee: PPG Industries, Inc.
    Inventor: Muppala S. Raju
  • Patent number: 4661144
    Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.
    Type: Grant
    Filed: December 30, 1985
    Date of Patent: April 28, 1987
    Assignee: The Dow Chemical Company
    Inventors: Sudarshan K. Malhotra, Ingrid L. Evoy
  • Patent number: 4643849
    Abstract: This invention relates to amine derivatives and salts thereof. These compounds have an anti-ulcer activity which is effective to human beings and animals. This disclosure relates to such compounds, a process for the preparation thereof and an anti-ulcer agent containing the same.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: February 17, 1987
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Shiro Hirai, Hiroshi Hirano, Hirotoshi Arai, Yasuo Kiba, Hisanari Shibata, Yoshikazu Kusayanagi, Minako Yotsuji, Kazuhiko Hashiba, Kikuko Tanada
  • Patent number: 4638068
    Abstract: There are provided novel 2-(2-imidazolin-2-yl)pyridine and quinoline compounds, a process and intermediate compounds for the preparation thereof, and a method for controlling a wide variety of annual and perennial plant species therewith.
    Type: Grant
    Filed: May 25, 1982
    Date of Patent: January 20, 1987
    Assignee: American Cyanamid Company
    Inventor: Marinus Los
  • Patent number: 4634771
    Abstract: There is disclosed a method for the conversion of a carboxylic acid group on the ring of an aromatic or N-heteroaromatic compound to a trichloromethyl group which comprises contacting the aromatic or N-heteroaromatic compound with a phenylphosphonous dichloride, phosphorus trichloride and chlorine.
    Type: Grant
    Filed: July 25, 1985
    Date of Patent: January 6, 1987
    Assignee: Stauffer Chemical Company
    Inventors: Kyung S. Shim, Arthur D. F. Toy, James B. Heather
  • Patent number: 4631081
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: Z is selected from oxygen and the group --YAn wherein Y is selected from C.sub.1 to C.sub.6 alkyl and benzyl and An is an anion;k is zero or the integer 1;n is an integer selected from 3 and 4;X is selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, alkanoyloxy, benzyloxy, substituted benzyloxy, amino, substituted amino and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl; andR.sup.
    Type: Grant
    Filed: September 27, 1983
    Date of Patent: December 23, 1986
    Assignee: ICI Australia Limited
    Inventors: Keith G. Watson, Graham J. Bird, Graeme J. Farquharson, Richard J. Conway, Peter G. Tucker
  • Patent number: 4629813
    Abstract: The present invention relates to a novel four-step process for the preparation of herbicidal and plant growth regulating 2-nitro-5-(2-pyridinyloxy)acetophenone oxime ether derivatives of formula I ##STR1## wherein R.sup.1 is hydrogen, cyano, halogen, nitro, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl,R.sup.2 is hydrogen or halogen,R.sup.3 is C.sub.1 -C.sub.4 alkyl andR.sup.4 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 cyanoalkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 -haloalkenyl, C.sub.3 -C.sub.5 alkynyl, or C.sub.1 -C.sub.4 alkyl which is substituted by C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylaminocarbonyl or di(C.sub.1 -C.sub.4)alkylaminocarbonyl,which process comprises converting a phenol of formula II ##STR2## by reaction with a compound of formulaH.sub.2 N--O--R.sup.
    Type: Grant
    Filed: May 14, 1985
    Date of Patent: December 16, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann Rempfler, Georg Pissiotas
  • Patent number: 4621093
    Abstract: 4-(Nitrophenyl)-1,2,3,4-tetrahydropyridines of the formula ##STR1## in which R.sub.1 and R.sub.2 are identical or different and each represent hydrogen, phenyl or a straight-chain or branched alkyl radical which is optionally substituted by halogen or alkoxy,R.sub.3 represents a straight-chain or branched alkyl radical which is optionally substituted by alkoxy, halogen, alkylamino or aryl,X represents a single bond, an oxygen atom, a sulphur atom or the NH group andY denotes either the nitrile group or the radical ##STR2## wherein X' corresponds to the definition of X and can either be identical to X or different from X, andR.sub.4 corresponds to the definition of R.sub.3 and can be either identical to R.sub.3 or different from R.sub.3,or physiologically acceptable salts thereof, which are active on the circulation system, for example as vasodilators.
    Type: Grant
    Filed: April 8, 1985
    Date of Patent: November 4, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rosentreter Ulrich, Gunter Thomas, Andreas Knorr
  • Patent number: 4616002
    Abstract: Compounds of the formula I ##STR1## in which n represents 1, 2 or 3, Ar represents a carbocyclic or heterocyclic aryl radical, Ac represents the acyl radical of an acid, Z represents a radical --OR.sub.7 or --NR.sub.8 R.sub.9, R.sub.1 represents hydrogen, unsubstituted or substituted lower alkyl, a carbocyclic or heterocyclic aryl radical or free, etherified or esterified hydroxy, R.sub.2 and R.sub.3, independently of one another, each represents hydrogen, unsubstituted or substituted lower alkyl, formyl or functionally modified formyl, carboxy or functionally modified carboxy, a carbocyclic or heterocyclic aryl radical or unsubstituted or mono- or di-substituted amino, R.sub.4 represents hydrogen or lower alkyl, R.sub.5 and R.sub.6, independently of one another, each represents hydrogen, unsubstituted or substituted lower alkyl or a carbocyclic or heterocyclic aryl radical, R.sub.7, R.sub.8 and R.sub.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: October 7, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Bruno Kamber, Thomas Leutert, Hans Kuhnis, Kurt Eichenberger
  • Patent number: 4606757
    Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.
    Type: Grant
    Filed: October 2, 1984
    Date of Patent: August 19, 1986
    Assignee: The Dow Chemical Company
    Inventors: Sudarshan K. Malhotra, Ingrid L. Evoy
  • Patent number: 4605521
    Abstract: This invention relates to a process for the preparation of organic nitriles. More particularly, the invention relates to a process for the preparation of organic nitriles by reacting organic carboxylic acid primary amides with a dehydrating agent in the presence of a catalytic amount of a particular quaternary ammonium salt.
    Type: Grant
    Filed: March 29, 1985
    Date of Patent: August 12, 1986
    Assignee: Eastman Kodak Company
    Inventors: Robert J. I. Eubanks, James G. Pacifici
  • Patent number: 4603207
    Abstract: Disclosed is the vapor phase, catalytic reaction of a mixture of 3-methylpyridine and 3-methylpiperidine with ammonia and molecular oxygen to make 3-cyanopyridine.
    Type: Grant
    Filed: October 24, 1985
    Date of Patent: July 29, 1986
    Assignee: The Standard Oil Company
    Inventors: Robert DiCosimo, James D. Burrington, Dev D. Suresh
  • Patent number: 4594352
    Abstract: There are described compounds of formula: ##STR1## in which one of R and R.sup.1 is F or Cl and the other is H, F or Cl;X is a 1,4-phenylene or pyridyl bound in positions 2 and 5, optionally substituted;Y is a phenyl, 2- or 3-pyridyl, optionally substituted.The compounds of formula I are endowed with a high insecticide activity which is mainly directed against insect larvae and eggs.
    Type: Grant
    Filed: April 19, 1984
    Date of Patent: June 10, 1986
    Assignee: Montedison S.p.A.
    Inventors: Pietro Massardo, Franco Bettarini, Gabriele Giovarruscio, Paolo Piccardi, Franca Reggiori, Vincenzo Caprioli, Angelo Longoni
  • Patent number: 4579859
    Abstract: The invention relates to novel dihydropyridine derivatives of vasodilating activity of the formula: ##STR1## in which R.sup.1 is aryl selected from the group consisting of phenyl, tolyl, xylyl, cumenyl and mesityl which may have one or more substituents selected from the group consisting of halogen, nitro, hydroxy, carboxy and lower alkoxy, or a heterocyclic group containing at least one hetero atom selected from the group consisting of oxygen, nitrogen and sulfur,R.sup.2 is lower alkoxy-carbonyl or N,N-disubstituted amino(lower)alkoxycarbonyl,R.sup.3 is lower alkyl, alkanoyl, protected alkanoyl or cyano,R.sup.4 is lower alkyl andA is lower alkylene, and pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: May 17, 1984
    Date of Patent: April 1, 1986
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Ikuo Ueda, Daizo Morino, Koichi Takimoto
  • Patent number: 4565568
    Abstract: Certain novel pyridinyloxyphenoxy alkanoic acids, pyridinylthiophenoxy alkanoic acids, derivatives thereof and related compounds are described. More specifically, these novel compounds bear a fluorine substituent in the 3-position of the pyridinyl group and in the 5-position the substituent is selected from chlorine, CF.sub.3, CF.sub.2 Cl or CF.sub.2 H. These novel compounds exhibit surprising preemergent and postemergent activity in the control of grassy weeds.
    Type: Grant
    Filed: May 23, 1983
    Date of Patent: January 21, 1986
    Assignee: The Dow Chemical Company
    Inventors: Howard Johnston, Lillian H. Troxell
  • Patent number: 4563530
    Abstract: A process for the simultaneous preparation of 2,3-difluoro- and 2,3-dichloropyridines from 3-chloro-2-fluoropyridines which comprises passing a 3-chloro-2-fluoropyridine over a carbon based catalyst, optionally in the presence of HF, at elevated temperatures, thereby forming the corresponding 2,3-dichloro- and 2,3-difluoropyridines.
    Type: Grant
    Filed: October 29, 1984
    Date of Patent: January 7, 1986
    Assignee: The Dow Chemical Company
    Inventors: George S. Fujioka, John C. Little
  • Patent number: 4559350
    Abstract: 1,2,3,4-Tetrahydropyridines of the formula ##STR1## in which R.sup.1 is optionally substituted aryl or heterocyclic,R.sup.2 is an organic radical, X is a nitrile or an esterR.sup.3 and R.sup.5 are identical or different and each represent hydrogen, a straight-chain or branched or salts thereof with physiologically tolerated acids are antihypertensives.
    Type: Grant
    Filed: August 24, 1984
    Date of Patent: December 17, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Egbert Wehinger, Stanislav Kazda, Andreas Knorr
  • Patent number: 4556414
    Abstract: Selective herbicides based on compounds of the formula: ##STR1## in which: R.sup.1, R.sup.2 and R.sup.3 are H, lower alkyl, alkoxy or alkoxyalkyl;R.sup.4 is a carboxyl radical, optionally in the form of a salt or ester, or a cyano, cyanoalkyl or alkoxyalkyl radical;R.sup.5 and R.sup.6 are H, lower alkyl or cyano or together form a C.sub.2 to C.sub.5 alkylene radical;R.sup.7 is halogen, lower alkyl, lower alkoxy, lower alkenyl, alkenyloxy, nitro, cyano or amino, alkylene-dioxy;n=0 to 5; and ##STR2## is a nitrogen-containing heterocyclic ring containing 2 or 3 units of unsaturation.
    Type: Grant
    Filed: June 23, 1982
    Date of Patent: December 3, 1985
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Dominique Ambrosi, de Reinach Hirtzbach Francois
  • Patent number: 4539409
    Abstract: A process is disclosed for preparing coated catalysts, inter alia, for gas phase oxidations in organic chemistry, comprised of an inert support and a coating of catalyst material enclosing this support, wherein a suspension of the starting material for the coating is sprayed onto an agitated bed of the support, while the suspending medium is being partially removed by a gas stream, and the raw material is then dried and heat-treated. For this purpose, the support bed is mechanically agitated and loosened by a gas stream blown in from below. The catalyst precursor containing a binder and, if appropriate, a pore-former is sprayed in an increasing amount from above onto the bed, the ratio between suspending medium sprayed on and drawn off remaining about constant. The thermal expansion coefficient of the precursor as a dry powder must not deviate by more than 15% from that of the support.
    Type: Grant
    Filed: October 18, 1983
    Date of Patent: September 3, 1985
    Assignee: Degussa Aktiengesellschaft
    Inventors: Dietrich Arntz, Gunter Prescher, Werner Burkhardt, Johannes Heilos, Reinhard Manner