Plural Rings In Acid Moiety Patents (Class 560/21)
  • Patent number: 4335055
    Abstract: Compounds of the formula I ##STR1## in which Z, Z.sub.1, R, m and p are as defined in patent claim 1, can be obtained in a simple and economical manner by a novel process wherein a halide of the formula II ##STR2## is reacted with a substituted or unsubstituted vinylbenzene or vinylnaphthalene derivative in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I) or functional derivatives preparable therefrom are useful, for example, for the preparation of known dyes or fluorescent brighteners, or can be used directly as fluorescent brighteners or as scintillators.
    Type: Grant
    Filed: May 8, 1981
    Date of Patent: June 15, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
  • Patent number: 4328168
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of a cyclic polyether compound and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: May 4, 1982
    Assignee: Emery Industries, Inc.
    Inventor: Richard G. Fayter, Jr.
  • Patent number: 4328169
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of an alkylene oxide derivative and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: May 4, 1982
    Assignee: Emery Industries, Inc.
    Inventor: Allen L. Hall
  • Patent number: 4324904
    Abstract: The invention concerns the novel compounds dialkyl 2-(3-fluoro-4-nitrophenyl)-2-methylmalonate IIIa and dialkyl 2-(3-fluoro-4-aminophenyl)-2-methylmalonate IVa useful as intermediates in an improved process for making 2-(2-fluoro-4-biphenylyl)propionic acid, known as flurbiprofen, having the formula ##STR1## and ester thereof. It has anti-inflammatory activity which is about 240 times that of aspirin and analgesic activity which is about 180 times that of aspirin in standard laboratory tests. However, despite this high activity, the toxicity (LD.sub.50) is only 1.2 to 2.4 times greater than that of aspirin in standard laboratory tests.Also within the invention is a novel method of making the above intermediates and analogs thereof useful to prepare corresponding biaryl compounds which have pharmaceutical uses.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: April 13, 1982
    Assignee: The Upjohn Company
    Inventors: Thomas A. Hylton, Jerry A. Walker
  • Patent number: 4321371
    Abstract: Substituted N-benzoylanthranilic acid derivatives of the formula I ##STR1## and their anhydro compounds, of the formula II ##STR2## where R.sup.1 is substituted phenyl,R.sup.2 is hydrogen, nitro, cyano or halogen,X is hydrogen, halogen, nitro or cyano, or is alkyl, haloalkyl, alkoxy, haloalkoxy, haloalkylmercapto or alkylmercapto, each of 1 to 4 carbon atoms, andY is --OR.sup.6 or ##STR3## where R.sup.6 is hydrogen, or is alkyl, alkenyl or alkynyl each of up to 4 carbon atoms, or is one equivalent of an alkaline earth metal cation, of an alkali metal cation or of an ammonium ion which is unsubstituted or is substituted by alkyls of 1 to 4 carbon atoms, andR.sup.7 and R.sup.8 independently of one another are hydrogen or alkyl of 1 to 4 carbon atoms, herbicides containing these compounds, and processes for controlling undesired plant growth by means of these compounds.
    Type: Grant
    Filed: August 15, 1980
    Date of Patent: March 23, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Adolf Parg, Bruno Wuerzer, Gerhard Hamprecht
  • Patent number: 4316042
    Abstract: Compounds of the formula II: ##STR1## are produced by reacting a compound of the formula III ##STR2## with a compound of the formula IV: ##STR3## wherein R.sub.1 is hydrogen, alkyl of 1 to 5 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, alkyl of 1 to 4 carbon atoms substituted by cycloalkyl of 3 to 6 carbon atoms, polyhaloalkyl of 1 to 5 carbon atoms, allyl, propargyl, enzyl or aryl,R.sub.2 is hydrogen, halogen, alkyl or alkoxy, each of 1 to 4 carbon atoms, trifluoromethyl, nitro, alkylamino or dialkylamino, wherein the alkyl groups have 1 to 4 carbon atoms, or aryl,R.sub.3 is hydrogen, halogen, alkyl or alkoxy, each of 1 to 4 carbon atoms, or aryl,R.sub.4 is hydrogen, nitro, halogen, alkyl or alkoxy each of 1 to 4 carbon atoms or aryl,R.sub.5 is hydrogen, halogen, alkyl, alkylthio or alkoxy each of 1 to 4 carbon atoms, nitro, trifluoromethyl or aryl,R.sub.6 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, benzyl or aryl, andR is alkyl of 1 to 4 carbon atoms.
    Type: Grant
    Filed: August 15, 1979
    Date of Patent: February 16, 1982
    Assignee: Sandoz Ltd.
    Inventor: Peter Funfschilling
  • Patent number: 4314070
    Abstract: An improved process for producing meta-phenoxy benzoic acids and their lower alkyl esters in improved yields and with higher selectivity by reacting an alkali metal phenate with a lower alkyl ester of meta-halobenzoic acid in the presence of a copper sulfate catalyst.
    Type: Grant
    Filed: May 14, 1980
    Date of Patent: February 2, 1982
    Assignee: Rhone-Poulenc Inc.
    Inventors: Fred G. Schreiber, Peter S. Gradeff
  • Patent number: 4312862
    Abstract: Novel therapeutically active derivatives of benzamide, having the general formula ##STR1## in which R.sub.1 and R.sub.2, independently of each other, are hydrogen or a lower alkyl group, R.sub.3 is a phenyl or lower alkyl or lower alkenyl group, R.sub.4 is a halogen or a trifluoromethyl or nitro-group, R.sub.5 is a sulphamoyl or carboxyl or carboxy-alkyl group, and the potassium salts of these derivatives.These compounds are diuretics and hypotensors (blood pressure depressants) and they lower the angiotensin and renin functions, with prolonged action.
    Type: Grant
    Filed: July 19, 1979
    Date of Patent: January 26, 1982
    Assignee: Debiopharm SA
    Inventors: William P. Purcell, Harlie A. Parish, Jr.
  • Patent number: 4311515
    Abstract: This invention concerns certain substituted diphenyl ethers having herbicidal activity, their preparation, and the control of weeds therewith.
    Type: Grant
    Filed: July 25, 1980
    Date of Patent: January 19, 1982
    Assignee: PPG Industries, Inc.
    Inventor: William S. Grove
  • Patent number: 4309443
    Abstract: A compound of the formula (I): ##STR1## or a pharmaceutically acceptable ester, amide or salt thereof wherein R.sub.1 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl group; R.sub.3 is a hydrogen, chlorine or bromine atom or a hydroxyl group; R.sub.4 is a hydrogen, chlorine or fluorine atom or a methyl, methoxyl or hydroxyl group or a carboxylic acid group or a salt, ester or amide thereof; R.sub.5 is a hydrogen atom or a methyl group; R.sub.6 is a hydrogen atom or a methyl group; R.sub.7 is a hydrogen atom or a methyl or ethyl group; R.sub.
    Type: Grant
    Filed: September 3, 1980
    Date of Patent: January 5, 1982
    Assignee: Beecham Group Limited
    Inventors: David G. Smith, Anthony T. Ainsworth
  • Patent number: 4304728
    Abstract: Compounds are described of the formula ##STR1## in which R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano, 5-tetrazolyl or R.sup.6, where R.sup.5 is hydrogen or C.sub.1-8 alkyl and R.sup.6 is phenyl or naphthyl, the phenyl or naphthyl group being optionally substituted by one or more group selected from halogen, C.sub.1-6 alkyl, C.sub.1-4 alkoxy, hydroxy, benzyloxy, nitro, trifluoromethyl, carboxyl, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, N(R.sup.5).sub.2, NHCOR.sup.5 and SR.sup.5 ; R.sup.2 is R.sup.6 or --CH.dbd.CH--R.sup.6 when R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano or 5-tetrazolyl, or R.sup.2 is --CH.dbd.CH--R.sup.6 when R.sup.1 is R.sup.6 ; R.sup.3 is hydrogen, C.sub.1-6 alkyl, halogen, hydroxy or --OCH.sub.2 R.sup.6 ; and R.sup.4 is hydrogen, C.sub.1-6 alkyl or halogen; and salts thereof. The compounds have pharmaceutical properties and in particular are useful in the treatment of immediate hypersensitivity conditions such as asthma.
    Type: Grant
    Filed: March 27, 1980
    Date of Patent: December 8, 1981
    Assignee: Lilly Industries Limited
    Inventors: Barry P. Clark, William J. Ross, Alec Todd
  • Patent number: 4304791
    Abstract: N-Nitrophenyl-(tetrafluoroethoxy)-benzenamines are useful as fungicides, anticoccidials and ectoparasiticides, in addition to being insecticidal agents.
    Type: Grant
    Filed: January 8, 1980
    Date of Patent: December 8, 1981
    Assignee: Eli Lilly and Company
    Inventor: Albert J. Clinton, deceased
  • Patent number: 4303795
    Abstract: A process is provided for preparing pyrazolo-[1,5-c]quinazoline derivatives of the structure ##STR1## wherein X is O or S; R.sup.1 is hydrogen, lower alkyl, hydroxymethyl, phenyl-lower alkyl, phenyl or phenyl substituted with halogen, lower alkyl, lower alkoxy, or trifluoromethyl; R.sup.2 is lower alkoxy, phenyl-lower alkoxy, phenoxy, or phenoxy substituted with lower alkyl or lower alkoxy; and R.sup.3 and R.sup.4 are the same or different and are selected from the group consisting of hydrogen, alkyl of 1 to 4 carbons, alkoxy of 1 to 4 carbons, lower alkanoyloxy of 1 to 4 carbons, nitro, benzyloxy, benzyloxy having a single mono-lower alkoxy substituent, halogen, hydroxy, and trifluoromethyl, wherein quinolone compounds of the structure ##STR2## which are new intermediates, are reacted with a hydrazine compound to form a 5-(2-aminophenyl)-pyrazole which is then cyclized to the product.In addition, the above product may be reacted with a halogen acid to form the corresponding hydroxymethyl compound.
    Type: Grant
    Filed: July 23, 1980
    Date of Patent: December 1, 1981
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Richard A. Conley, Margaret M. Lam, Leroy B. High
  • Patent number: 4297357
    Abstract: N-phenethylacetamide compounds of the formula: ##STR1## wherein X.sub.1 represents a lower alkoxy group, X.sub.2 represents a hydrogen atom or a lower alkoxy group and R represents a phenyl group, a pyridyl group, a pyrimidinyl group or a benzoyl group, each of which may have one or more substituents selected from a halogen atom, a carbamoyl group, a lower alkoxy group, a sulfamoyl group, an amino group, a lower alkylamino group, a lower alkylthio group, a hydroxy group and a lower alkoxycarbonyl group; the parmaceutically acceptable acid addition salts and hydrates thereof; as well as the process for preparing such compounds and salts and hydrates thereof; the compounds, their salts and their hydrates having a distinct anti-peptic ulcer activity in human and animals.
    Type: Grant
    Filed: August 27, 1979
    Date of Patent: October 27, 1981
    Assignee: Daiichi Seiyaku Co., Ltd.
    Inventors: Tosaku Miki, Masahide Asano
  • Patent number: 4293566
    Abstract: 1, Arylamino-2,4-dinitronaphthalenes of the formula ##STR1## in which R each independently is hydrogen, alkyl, halogenoalkyl, alkenyl, alkynyl, alkoxy, alkylmercapto, alkylsulphonyl, sulphonate, halogenoalkoxy, halogenoalkylmercapto, acylamino, alkoxycarbonyl, phenylazo, halogen, CN or nitro, or two radicals R in orthoposition to one another can, conjointly with the two adjoining carbon atoms of the phenyl ring, form an optionally halogen-substituted 1,3-dioxane ring, andn is 1,2,3,4 or 5 which possess arthropodicidal, fungicidal and bactericidal properties.
    Type: Grant
    Filed: July 12, 1979
    Date of Patent: October 6, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Hamprecht, Alfons Hartmann, Erich Klauke, Ingeborg Hammann, Peter Roessler, Wilhelm Brandes
  • Patent number: 4291169
    Abstract: Certain ureides of substituted naphthoic acids and salts useful as inhibitors of connective tissue destruction.
    Type: Grant
    Filed: December 10, 1980
    Date of Patent: September 22, 1981
    Assignee: American Cyanamid Company
    Inventors: Ransom B. Conrow, Seymour Bernstein
  • Patent number: 4291176
    Abstract: Insecticidally active vinyl-cyclopropane carboxylic acid esters of the formula ##STR1## are prepared by reacting ##STR2## in which R.sup.12 is a radical selected from the group consisting of ##STR3## with an alcoholate of the formulaM--O--R.sup.8.Various processes for making the intermediates are also described. Many of the intermediates and end products are new.
    Type: Grant
    Filed: August 24, 1977
    Date of Patent: September 22, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Georg Heine, Willy Hartmann
  • Patent number: 4291061
    Abstract: 2,3-Dichloro-7-hydroxy-1H-inden-1-one derivatives of the formula I ##STR1## wherein R.sub.1 is hydrogen or one of the groups ##STR2## R.sub.2 and R.sub.3 independently of one another are each hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, trifluoromethyl or nitro,R.sub.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.4 -alkenyl, each of which is unsubstituted or substituted by halogen, or R.sub.4 is phenyl which is unsubstituted or is substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, trifluoromethyl, cyano or nitro, or it is a C.sub.3 -C.sub.6 -cycloalkyl group, andR.sub.5 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.4 -alkenyl.These compounds exhibit a microbicidal action against in particular phytopathogenic fungi and bacteria.
    Type: Grant
    Filed: October 31, 1979
    Date of Patent: September 22, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Elmar Sturm, Robert Nyfeler
  • Patent number: 4287125
    Abstract: Benzenoid ethers/thioethers are prepared by reacting an activated halobenzene with an anionic reactant, RA.sup.- M.sup.+, in the presence of at least one tertiary amine sequestering agent having formula:N--CHR.sub.1 --CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: September 1, 1981
    Assignee: Rhone-Poulenc Industries
    Inventor: Gerard Soula
  • Patent number: 4287210
    Abstract: There are described acylaniline derivatives which in the phenyl ring are substituted in the meta-position with respect to the amino group by an aliphatic oxymethyl group or aryloxymethyl group, or by an aliphatic thiomethyl group or arylthiomethyl group. Compounds of this type have a very favorable microbicidal spectrum. They are used principally for combating phytopathogenic fungi and bacteria.
    Type: Grant
    Filed: November 21, 1979
    Date of Patent: September 1, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Wolfgang Eckhardt, Walter Kunz, Adolf Hubele
  • Patent number: 4283414
    Abstract: The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.
    Type: Grant
    Filed: June 8, 1979
    Date of Patent: August 11, 1981
    Assignee: ICI Australia Limited
    Inventors: Donald W. G. Harney, Peter G. Lehman, Joseph C. Rundle
  • Patent number: 4275076
    Abstract: Certain ureides of substituted naphthoic acids and salts useful as inhibitors of connective tissue destruction.
    Type: Grant
    Filed: February 4, 1980
    Date of Patent: June 23, 1981
    Assignee: American Cyanamid Company
    Inventors: Ransom B. Conrow, Seymour Bernstein
  • Patent number: 4271188
    Abstract: Compounds having hypolipidaemic activity which are substituted aralkylanilines, their preparation and pharmaceutical compositions containing them.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: June 2, 1981
    Assignee: Beecham Group Limited
    Inventor: Richard M. Hindley
  • Patent number: 4266069
    Abstract: The invention concerns the novel compounds dialkyl 2-(3-fluoro-4-nitrophenyl)-2-methylmalonate IIIa and dialkyl 2-(3-fluoro-4-aminophenyl)-2-methylmalonate IVa useful as intermediates in an improved process for making 2-(2-fluoro-4-biphenylyl)propionic acid, known as flurbiprofen, having the formula ##STR1## and ester thereof. It has anti-inflammatory activity which is about 240 times that of aspirin and analgesic activity which is about 180 times that of aspirin in standard laboratory tests. However, despite this high activity, the toxicity (LD.sub.50) is only 1.2 to 2.4 times greater than that of aspirin in standard laboratory tests.Also within the invention is a novel method of making the above intermediates and analogs thereof useful to prepare corresponding biaryl compounds which have pharmaceutical uses.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: May 5, 1981
    Assignee: The Upjohn Company
    Inventor: Jerry A. Walker
  • Patent number: 4266074
    Abstract: Substituted acetate compounds represented by the formula ##STR1## which are useful as pesticides and pesticidal composition containing the substituted acetate compounds as active ingredients, as well as processes for preparing the compounds and the compositions are disclosed.
    Type: Grant
    Filed: July 16, 1975
    Date of Patent: May 5, 1981
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Keimei Fujimoto, Nobuo Ohno, Yoshitoshi Okuno, Toshio Mizutani, Isao Ohno, Masachika Hirano, Nobushige Itaya, Takashi Matsuo
  • Patent number: 4263041
    Abstract: Disclosed are compounds, for example, methyl N-[5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoyl]carbamate; the process of making the compounds; and the method of controlling weeds such as yellow foxtail and johnsongrass when growing among crops with the compounds represented by Formula I: ##STR1## wherein X is hydrogen (H), chloro (Cl), or bromo (Br); Z is nitro (NO.sub.2), halogen, or cyano (CN); and R is an alkyl of up to four carbon atoms or ##STR2## where A is halogen, an alkyl of up to three carbon atoms, an alkoxy of up to three carbon atoms, an alkylthio of up to three carbon atoms; cyano (CN), trifluoromethyl (CF.sub.3), nitro (NO.sub.2), or CO.sub.2 R.sup.2, where R.sup.2 is an alkyl of up to four carbon atoms, and n is an integer of 0, 1, 2, or 3.
    Type: Grant
    Filed: February 25, 1980
    Date of Patent: April 21, 1981
    Assignee: PPG Industries, Inc.
    Inventor: William S. Grove
  • Patent number: 4262152
    Abstract: A process for preparing trifluoromethylphenyl nitro phenylethers which comprises treating a trifluoromethylhalobenzene with a base in a cosolvent system to afford a trifluoromethyl phenolate which may be isolated as its free phenol or reacted with an appropriately substituted halobenzene to afford a diphenylether herbicide or a precursor thereto.
    Type: Grant
    Filed: May 2, 1979
    Date of Patent: April 14, 1981
    Assignee: Rohm and Haas Company
    Inventor: Wayne O. Johnson
  • Patent number: 4259510
    Abstract: A process for preparing trifluoromethylphenyl nitro phenylethers which comprises treating a trifluoromethylhalobenzene with a base in a cosolvent system to afford a trifluoromethyl phenolate which may be isolated as its free phenol or reacted with an appropriately substituted halobenzene to afford a diphenylether herbicide or a precursor thereto.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: March 31, 1981
    Assignee: Rohm and Haas Company
    Inventor: Wayne O. Johnson
  • Patent number: 4259105
    Abstract: Compounds of the general formula ##STR1## wherein X is trifluoromethyl or halogen,R.sub.1 is hydrogen, lower alkyl, lower alkenyl or benzyl,R.sub.2 is lower alkyl,R.sub.3 is hydrogen, alkyl or alkali metal,Y is oxygen or sulfur, andn is 0, 1 or 2;are useful as herbicides.
    Type: Grant
    Filed: April 26, 1979
    Date of Patent: March 31, 1981
    Assignee: Nippon Soda Company, Ltd.
    Inventors: Kuniyasu Maeda, Minoru Kaeriyama, Nobuo Matsui, Hisao Ishikawa, Shozo Yamada, Susumu Okunuki
  • Patent number: 4256641
    Abstract: The preparation of racemic and optically pure tryptophans is described. The D-enantiomers of the 6-substituted compounds possess a potent sweetening capability. Novel intermediates are also disclosed.
    Type: Grant
    Filed: July 30, 1979
    Date of Patent: March 17, 1981
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Andrew D. Batcho, Urs O. Hengartner, Willy Leimgruber, John W. Scott, Donald Valentine, Jr.
  • Patent number: 4254146
    Abstract: 3-Benzoyl-2-nitrophenylacetic acids, metal salts, amides and esters are disclosed having the formula: ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 is OH, OM, O-lower alkyl, NH.sub.2, NH-lower alkyl or N,N-dilower alkyl; X is hydrogen, halogen, lower alkyl, lower alkoxy, trifluoromethyl or nitro and M is a pharmaceutically acceptable cation or a fraction thereof when the cation is multivalent, hydrates thereof and n is 1-3 inclusive. The compounds have anti-inflammatory activity and methods and pharmaceutical compositions for use thereof are disclosed.
    Type: Grant
    Filed: October 18, 1979
    Date of Patent: March 3, 1981
    Assignee: A. H. Robins Company, Inc.
    Inventor: David A. Walsh
  • Patent number: 4252739
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yields. The process involves reacting an alkylating agent and an activated methylene compound in the presence of an onium compound, an alkali metal compound and water, which while only necessary in trace amounts can be present in substantial quantities.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: February 24, 1981
    Assignee: Emery Industries, Inc.
    Inventors: Richard G. Fayter, Jr., John F. White, Eugene G. Harris
  • Patent number: 4252980
    Abstract: (Phenoxy- or benzyl)-phenoxypropionic acid methyl esters are produced by esterification of the corresponding anhydrous alkali metal salts with half the molar amount of dimethyl sulfate at a temperature exceeding 120.degree. C.
    Type: Grant
    Filed: October 2, 1979
    Date of Patent: February 24, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Koch, Hilmar Mildenberger
  • Patent number: 4251667
    Abstract: A process for the preparation of aromatic urethanes by reacting an aromatic amine, an alcohol and carbon monoxide in the presence of a catalytic quantity of a copper salt, oxygen and a dehydrating agent is disclosed. The reaction is preferably carried out using a copper halide catalyst and dehydrating agents which combine with water to release the alcohol used in the preparation of the urethane product.
    Type: Grant
    Filed: June 6, 1979
    Date of Patent: February 17, 1981
    Assignee: Atlantic Richfield Company
    Inventor: Haven S. Kesling, Jr.
  • Patent number: 4246429
    Abstract: Novel .alpha.-amino-phenylacetic acid derivatives, said phenyl having at least one substituent other than hydrogen, are useful as herbicidal, algicidal and plant growth regulatng agents.
    Type: Grant
    Filed: April 9, 1979
    Date of Patent: January 20, 1981
    Assignee: Janssen Pharmaceutica, N.V.
    Inventor: Georges Van Daele
  • Patent number: 4243678
    Abstract: Compounds of the formula ##STR1## wherein R is (a) optionally-substituted and optionally-hydrogenated biphenylyl, (b) optionally-substituted and optionally-hydrogenated bicyclic aryl having from 8 to 12 ring carbon atoms or (c) a radical of the formula ##STR2## R.sup.1 is aliphatic hydrocarbyl, alicyclic hydrocarbyl or optionally-substituted phenyl;R.sup.2 is --H or lower aliphatic hydrocarbyl;R.sup.3 is --H, lower alkyl, cycloalkyl, optionally-substituted phenyl or, with R.sup.4, alkylene;R.sup.4 is lower alkyl, cycloalkyl, optionally-substituted phenyl, optionally-(nuclearly)-substituted phenalkyl or, with R.sup.3, alkylene;or R.sup.2,R.sup.3 and R.sup.4, together with the carbon to which each is bound, are adamantyl; andn is 3, 4 or 5;and salts thereof with a base are pharmacologically active. Esters thereof are valuable intermediates for the preparation of the pharmacologically-active compounds. Physiologically-acceptable embodiments are administered, e.g.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: January 6, 1981
    Assignee: Byk Gulden Lomberg Chemische Fabrik GmbH
    Inventor: Walter Krastinat
  • Patent number: 4242523
    Abstract: An improved process for the preparation of para-nitroso-diphenyl-hydroxylamines is discussed. In the improved process the dimerizing rearrangement of a nitroso benzene is performed in the presence of at least 0.5 mole of a Lewis acid per mole of nitroso compound.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: December 30, 1980
    Assignee: Akzona Incorporated
    Inventors: Paul K. Battey, Manfred Bergfeld, Peter Hope
  • Patent number: 4241221
    Abstract: This disclosure describes 11-deoxy-11-substituted members of the E.sub.2, F.sub.2, E.sub.1, F.sub.1, dihydro E.sub.1 and dihydro F.sub.1 prostaglandin series which are useful as hypotensive agents and as anti-ulcer agents.
    Type: Grant
    Filed: March 10, 1977
    Date of Patent: December 23, 1980
    Assignee: American Cyanamid Company
    Inventors: Charles V. Grudzinskas, Martin J. Weiss
  • Patent number: 4235896
    Abstract: Compounds of the formula ##STR1## in which A is lower alkyl, or a substituted or unsubstituted phenyl, thienyl, furyl, indolyl or thiaindolyl radical, R, X.sub.4 and X.sub.5 are hydrogen or lower alkyl, Y is hydrogen, hydroxy, etherified hydroxy, substituted amino, or N-attached heterocyclyl, X.sub.0 is O or OCH.sub.2 CH.sub.2 O, R' represents hydrogen, lower alkyl or acetyl; and acid-addition salts thereof, are novel and useful in pharmacy as hypolipaemiant, hypocholosterolaemiant and cholagogic agents or in the preparation of such agents.
    Type: Grant
    Filed: October 28, 1977
    Date of Patent: November 25, 1980
    Assignee: Orchimed S.A.
    Inventor: Andre Mieville
  • Patent number: 4234482
    Abstract: Azo dyestuffs, insoluble in water, are represented by the formula: ##STR1## wherein A represents the residue of a diazotizable benzene component carrying at least two substituents or the residue of a diazotizable heterocyclic component, R represents alkyl, B represents an unsubstituted or substituted alkyl group, and X represents hydrogen, chlorine, bromine, acylamino, benzoylamino, alkoxycarbonylamino, phenoxycarbonylamino, alkylsulfonylamino or phenylsulfonylamino, the dyestuff molecule being free of groups causing water solubility by formation of ions. These dyestuffs can be used for dyeing of hydrophobic fibers, in particular polyester fibers. Affinity is excellent and there are obtained bright, full-bodied shades very fast to wet tests, sublimation, abrasion and light.
    Type: Grant
    Filed: July 8, 1975
    Date of Patent: November 18, 1980
    Assignee: Produits Chimiques Ugine Kuhlmann Service Propriete Industrielle
    Inventors: Claude M. H. E. Brouard, Jean-Pierre H. Stiot
  • Patent number: 4233054
    Abstract: New phenoxy-alkanecarboxylic acid derivatives which have a herbicidal action and which are effective in regulating plant growth are described. They correspond to the formula ##STR1## in which A is the cyano group, a carboxylic acid, a salt, ester, thioester or amide thereof,Q is a mono- to trisubstituted phenyl or pyrid-2-yl radical,R.sub.3 is hydrogen, halogen, cyano, nitro, alkyl or carbamoyl,R.sub.4 is alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, phenyl or benzyl, andX, Y and Z are each oxygen or sulfur.They can be used as selective herbicides in cereal and rice crops, or for reducing the vegetative growth, for example in soya-bean crops, and also for defoliation and desiccation in cotton or potato crops shortly before the harvesting thereof.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: November 11, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Szczepanski, Otto Rohr, Georg Pissiotas, Beat Bohner, Hermann Rempfler
  • Patent number: 4231953
    Abstract: Fluoro substituted aryl esters and thiolesters of amino acids, intermediates therefor, synthesis thereof and the use of said esters and thiolesters and compositions for the control of pests.
    Type: Grant
    Filed: June 4, 1979
    Date of Patent: November 4, 1980
    Assignee: Zoecon Corporation
    Inventors: Clive A. Henrick, Barbara A. Garcia
  • Patent number: 4229368
    Abstract: Esters and thiolesters of .alpha.-substituted unsaturated acids, intermediates therefor, synthesis thereof, and the use of said esters and thiolesters and compositions thereof for the control of pests.
    Type: Grant
    Filed: June 4, 1979
    Date of Patent: October 21, 1980
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Clive A. Henrick
  • Patent number: 4228303
    Abstract: The compound of the formula: ##STR1## is active as an antibacterial agent.
    Type: Grant
    Filed: June 25, 1979
    Date of Patent: October 14, 1980
    Assignee: Morton-Norwich Products, Inc.
    Inventor: Thomas J. Schwan
  • Patent number: 4227015
    Abstract: Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester. The intermediate iodides are prepared by condensing a methyl cyclopropyl ketone with an aromatic aldehyde to give an arylvinyl cyclopropyl ketone, reducing the latter to an arylethyl cyclopropyl carbinol or arylvinyl cyclopropyl carbinol, treating the carbinol with phosphorus tribromide and then with zinc bromide to give an arylalkyl or arylalkenyl bromide, and then replacing the bromine atom by iodine.
    Type: Grant
    Filed: February 14, 1979
    Date of Patent: October 7, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Joseph C. Collins
  • Patent number: 4225533
    Abstract: Novel esters of ether and thioether substituted cyclopropanecarboxylic acids, synthesis thereof, and intermediates therefor, such esters being useful as pesticides.
    Type: Grant
    Filed: June 1, 1979
    Date of Patent: September 30, 1980
    Assignee: Zoecon Corporation
    Inventor: Clive A. Henrick
  • Patent number: 4225521
    Abstract: This invention relates to phosphorus containing compounds which are useful as herbicides.Additionally, they demonstrate tolerance towards desired crops, e.g., cotton, soybeans and sugarbeets.
    Type: Grant
    Filed: August 1, 1978
    Date of Patent: September 30, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Richard F. Sauers
  • Patent number: 4224341
    Abstract: 5-Substituted indan-2-carboxylic acids and functional derivatives thereof having inflammation-reducing properties have the general formula ##STR1## in which R is a phenyl, phenyl-lower alkenyl, phenyl-lower alkyl, phenyl substituted by at least one of the halogens, lower alkyl, lower alkoxy, acetamido, amino, lower dialkylamino, nitro, phenyl, lower alkylsulfonyl, lower dialkylaminosulfonyl and sulfamido, cyclohexyl, furyl, lower alkylfuryl, thienyl, halothienyl, lower alkylthienyl, or pyridyl group and R' is a hydroxyl, lower alkoxy, lower dialkylaminoalkoxy, cinnamoylamido lower alkoxy, 2-hydroxyethylamino, amino or lower dialkylaminoalkyl amino group. Besides the esters and amides, the functional derivatives of the acids include the pharmacologically acceptable salts of the above compounds. The compounds are also of low toxicity, have analgesic activity and exert an antipyretic effect.
    Type: Grant
    Filed: December 14, 1977
    Date of Patent: September 23, 1980
    Assignee: Lipha, Lyonnaise Industrielle Pharmaceutique
    Inventors: Michel Bayssat, Francis Sautel, Jean-Claude Depin, Annie Betbeder Matibet
  • Patent number: 4221918
    Abstract: Carboxylic acid anhydrides are contacted with hydrogen in the presence of an insoluble metal hydrogenation catalyst and strong protonic acid to produce 1,1-diesters.
    Type: Grant
    Filed: October 30, 1978
    Date of Patent: September 9, 1980
    Assignee: Chevron Research Company
    Inventor: Shigeto Suzuki
  • Patent number: 4221581
    Abstract: The present invention relates to novel herbicidally active phenoxyphenoxyalkanecarboxylic acid esters, compositions which contain these compounds as active ingredient, and a method of selectively controlling weeds in crops of cultivated plants or of regulating plant growth which comprises the use of these compounds.The phenoxyphenoxyalkanecarboxylic acid esters have the formula ##STR1## wherein R.sub.1 is hydrogen, halogen or cyano,R.sub.2 is hydrogen or lower alkyl,R.sub.3 is a radical OR.sub.4 or SR.sub.5,R.sub.4 is a substituted alkyl radical, an alkenyl, alkynyl, cycloalkyl radical, a substituted or unsubstituted phenyl or benzyl radical or a 5- to 6-membered heterocyclic radical, andR.sub.5 is an unsubstituted alkyl radical or has the same meaning as R.sub.4.
    Type: Grant
    Filed: October 20, 1978
    Date of Patent: September 9, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Otto Rohr, Georg Pissiotas, BoBeat