Patents Examined by Bernard Helfin
  • Patent number: 4495353
    Abstract: The invention relates to a process for substituting for a halogen atom attached to the nuclear carbon atom of an aromatic ring, a substituent of the formula -O-R wherein R represents alkyl, alkenyl, alkynyl or benzyl, which process comprises reacting the halogen-substituted aromatic compound with an alcoholate of the formula M.sup.n+ [O--R].sub.n.sup..crclbar. wherein M is an alkali metal atom or alkaline earth metal atom, n is the valency of M, and R is as defined above, in the presence of an active catalyst mixture comprising (i) a formic acid ester of an organic alcohol having the formula R.sup.2 --O--CO--H wherein R.sup.2 is as defined for R above; and (ii) a cuprous salt; in a liquid medium which is a solvent for the catalyst mixture and in which the halogen-substituted aromatic compound is at least partially soluble, under substantially anhydrous conditions and a non-oxidizing atmosphere. The invention further relates to a catalyst used in the above process.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: January 22, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Robert J. Bryant
  • Patent number: 4495371
    Abstract: A process for isomerizing styrene or homologues to .beta.-phenylaldehydes, consisting of conducting the isomerization reaction in the presence of a catalyst constituted by synthetic zeolites containing titanium, of formulaxTiO.sub.2.(1-x)SiO.sub.2where x lies between 0.0001 and 0.04, and optionally in the presence of one or more solvents, operating at a temperature of between 30.degree. and 100.degree. C.
    Type: Grant
    Filed: July 14, 1983
    Date of Patent: January 22, 1985
    Assignee: ANIC S.p.A.
    Inventors: Carlo Neri, Franco Buonomo
  • Patent number: 4495202
    Abstract: This invention provides for certain novel terphenyl derivatives, their pharmaceutical formulations, and a method of treating pain, fever, thrombosis, inflammation, and arthritis.
    Type: Grant
    Filed: June 22, 1983
    Date of Patent: January 22, 1985
    Assignee: Eli Lilly and Company
    Inventors: Ken Matsumoto, John S. Ward
  • Patent number: 4492683
    Abstract: New compounds and a method for inhibiting the growth of fungus is disclosed which comprises contacting said fungus with a fungicidal amount of a phenyl glycine compound of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are independently hydrogen, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, phenyl, substituted phenyl, halogen, amino or hydroxy groups; R.sub.3 is a hydrogen, lower alkyl, substituted lower alkyl, cycloalkyl, benzoyl, halo or nitro substituted benzoyl, substituted cycloalkyl, methylcarbamoyl, cyclohexylcarbamoyl, phenylcarbamoyl, halophenylcarbamoyl, methylphenylcarbamoyl, methylthiocarbamoyl, phenyl, substituted phenyl, napthyl group or --SO.sub.2 R.sub.7 where R.sub.7 is a hydrogen, alkyl, substituted alkyl, phenyl, substituted phenyl or amino group; R.sub.4 and R.sub.5 are independently hydrogen, lower alkyl or substituted lower alkyl groups and R.sub.6 is a hydrogen, lower alkyl or substituted lower alkyl, alkenyl or substituted alkenyl group.
    Type: Grant
    Filed: August 6, 1982
    Date of Patent: January 8, 1985
    Assignee: Buffalo Color Corporation
    Inventor: Krishen L. Nagpal
  • Patent number: 4490388
    Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with 4-(.beta.-amidinoethenyl)phenol represented by the formula (III) ##STR2## and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: December 25, 1984
    Assignee: Torii & Co., Ltd.
    Inventors: Setsuro Fujii, Takuo Aoyama, Yojiro Sakurai, Toyoo Nakayama, Shigeki Nunomura, Takashi Yaegashi, Toshiyuki Okutome
  • Patent number: 4490551
    Abstract: A process for producing urethanes by reacting aromatic amino compounds with aliphatic, cycloaliphatic or araliphatic alcohols and carbon monoxide under conditions of elevated temperature and pressure characterized in that the reaction takes place in the presence of(a) selenium, selenium compounds, sulfur and/or sulfur compounds,(b) aromatic nitro compounds,(c) tertiary organic amines and/or alkali metal salts of weak acids,(d) oxidizing agents of a specified group and, optionally(e) ammonia and/or aliphatic, araliphatic, cycloaliphatic or heterocyclic amines containing at least one hydrogen atom bound to an amine nitrogen.
    Type: Grant
    Filed: February 27, 1980
    Date of Patent: December 25, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Scholl, Armin Zenner
  • Patent number: 4490562
    Abstract: A very pure, dust-free commercial form of 4,2',4'-trichloro-2-hydroxydiphenyl ether with little odor is prepared by diazotizing 4,2'4'-trichloro-2-aminodiphenyl ether, boiling the diazonium salt and purifying the reaction product.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: December 25, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Schreiber, Michael Marky
  • Patent number: 4489212
    Abstract: Arenes are reacted with allyl chloride to produce allylarenes and 2-chloropropyl- or propenylarenes using a catalyst comprising a metal oxide substrate having tantalum (V) halide/oxide bound to the surface of the substrate.
    Type: Grant
    Filed: October 25, 1983
    Date of Patent: December 18, 1984
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 4487975
    Abstract: Phenols, including the polyhydric phenols, are selectively monoetherified with an alkyl or alkenyl carboxylate, or admixture of compounds adapted to in situ form such carboxylate, in the presence of a salt of a carboxylic acid.
    Type: Grant
    Filed: August 11, 1982
    Date of Patent: December 11, 1984
    Assignee: Rhone-Poulenc Industries
    Inventor: Serge Ratton
  • Patent number: 4487952
    Abstract: Process for the preparation of esters of carbamic acids by carbonylation of aromatic nitrocompounds, with carbon monoxide, in the presence of alcohols and of catalyst consisting of metallic selenides.
    Type: Grant
    Filed: February 3, 1983
    Date of Patent: December 11, 1984
    Assignee: Anic S.p.A.
    Inventor: Villiam Giroldini
  • Patent number: 4487972
    Abstract: This specification discloses a process for the production of oxygenated compounds, more specifically aldehydes and alcohols, by reacting an olefin with hydrogen and carbon monoxide in the presence of, as a ctalyst, an insoluble polymer containing a functional group, which may be an amine, thiol, phosphine, or arsine group, having chemically bonded thereto a metal of Group VIII of the Periodic Table. The metal can be, for example, rhodium, cobalt, or ruthenium. The olefin can contain more than one carbon-to-carbon double bond, may be an open chain or a cyclic olefin, and may be substituted. Further, the olefin may be contained in a refinery stream such as a cracked gasoline. The reaction may be carried out in the presence of a polar solvent.
    Type: Grant
    Filed: April 22, 1980
    Date of Patent: December 11, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Werner O. Haag, Darrell D. Whitehurst
  • Patent number: 4487976
    Abstract: Phenols are etherified to products such as anisole by contacting said phenols with a low molecular weight alcohol or ether in the presence of an acid catalyst comprising a sulfated composite of one or more transition metal oxides on alumina. The process of this invention may be used to etherify, in situ, phenols present in synthetic fuel feedstocks, such as phenols present in naphthas derived from coal liquefaction. Preferred catalysts comprise oxides of tungsten, hafnium, and mixtures thereof on a high surface area gamma alumina support containing at least 2 wt. % sulfate ions.
    Type: Grant
    Filed: August 30, 1982
    Date of Patent: December 11, 1984
    Assignee: Exxon Research & Engineering Co.
    Inventor: Dan Farcasiu
  • Patent number: 4486610
    Abstract: A process is described for purifying the bacteriostat 2,4,4'-trichloro-2'-hydroxydiphenylether prepared by the diazotization of 2,4,4'-trichloro-2'-aminodiphenylether from the 2,4,8-trichlorodibenzofuran and associated nonphenolics which form. A selective solvent extraction for these non-phenolics consisting of tetrachlorethylene is used after neutralization of the hydrolyzed diazo product.
    Type: Grant
    Filed: February 7, 1983
    Date of Patent: December 4, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Richard B. Lund
  • Patent number: 4486611
    Abstract: A process for the isolation of a dihydroxybenzene-monoether from a reaction mixture containing solvent, ether and unreacted dihydroxybenzene, comprising contacting the reaction mixture with at least one hydrocarbon which is not miscible or only partially miscible with the reaction mixture, the ether selectively entering the hydrocarbon. Advantageously the reaction for the preparation of the monoether is carried out in an alcohol, a ketone, a dipolar aprotic solvent or a polyhydroxyalkyl ether, or a mixture thereof with water, the hydrocarbon used as extracting agent has a boiling point between about 80.degree. and 300.degree. C., and the extraction is carried out in the presence of water whereby there is an increase in the selectivity of the extraction.
    Type: Grant
    Filed: August 30, 1982
    Date of Patent: December 4, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Lenthe, Udo Allenbach, Gerhard Buttner, Karl-Friedrich Christmann
  • Patent number: 4486607
    Abstract: The invention relates to a process for the production of 3 (alkyl phenyl) propanals; certain of which are known to be valuable in the perfumery industry. The process enables this group of chemicals to be produced more easily as compared to known processes for their production. In a preferred embodiment in one step of the process the alkylation of the 3 phenyl propanol is carried out under controlled conditions so as to favor the production of para isomer of the product.
    Type: Grant
    Filed: July 12, 1982
    Date of Patent: December 4, 1984
    Assignee: Bush Boake Allen Limited
    Inventor: David Webb
  • Patent number: 4483870
    Abstract: Novel .alpha.-difluoromethyl tyrosines and esters thereof are disclosed. The novel compounds have useful pharmacological activity.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: November 20, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Janos Kollonitsch, Stephen Marburg, Arthur A. Patchett
  • Patent number: 4484008
    Abstract: This invention relates to an improvement in the process of isolating certain diphenyl ethers from an aprotic organic solvent by the addition of a diphenyl ether phase forming amount of water to a reaction mixture comprising a liquid phase of the diphenyl ether dissolved in the solvent.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: November 20, 1984
    Assignee: PPG Industries, Inc.
    Inventors: James A. Cook, Jr., James A. Manner
  • Patent number: 4483707
    Abstract: Phenylamino-oxo-acetic acids and the esters thereof, of the formula I ##STR1## wherein X.sub.1 and X.sub.2, each independently of the other, are halogen or halomethoxy, or one of X.sub.1 and X.sub.2 is also hydrogen,R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, andR.sub.2 is hydrogen or an unsubstituted or substituted C.sub.1 -C.sub.18 alkyl, C.sub.3 -C.sub.18 alkenyl, C.sub.3 -C.sub.6 alkynyl or C.sub.3 -C.sub.8 cycloalkyl radical,are able to protect cultivated plants from the phytotoxic action of aggressive herbicides. Preferred herbicides are those of the classes of .alpha.-(phenoxyphenoxy)propionic acid and .alpha.-(pyridyloxyphenoxy)propionic acid derivatives. The cultivated plants to be protected are primarily monocots, i.e. cereals.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: November 20, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Breitenstein, Werner Fory, Robert Nyfeler, Manfred Boger
  • Patent number: 4482751
    Abstract: Disclosed is a method for the preparation of 8-methoxy-4,8-dimethyl-1-(4-isopropylphenyl)-nonane which comprises the steps of(a) reacting para-isopropylbenzyl chloride with triphenylphosphine in the presence of a suitable solvent for a sufficient period of time and at a sufficient temperature to form an intermediate product in solution, para-isopropylbenzyl triphenylphosphonium chloride, and(b) reacting said solution with sodium methoxide, followed by methoxycitronellal to produce cis- and trans-8-methoxy-4,8-dimethyl-1-(4-isopropylphenyl)-1-nonene,(c) separating said intermediate product from the residual reactants, and(d) hydrogenating said cis- and trans-8-methoxy-4,8-1-(4-isopropylphenyl)-1-nonene, in the presence of a suitable solvent and catalyst to form 8-methoxy-4,8-dimethyl-1-(4-isopropylphenyl)-nonane.
    Type: Grant
    Filed: February 14, 1983
    Date of Patent: November 13, 1984
    Assignee: Stauffer Chemical Company
    Inventors: Kambiz Javdani, William J. Welch
  • Patent number: 4482748
    Abstract: The homogeneous catalysis of the hydrocarbonylation of olefins using a catalyst comprising a complex between an organic ligand and a Group VIII noble metal hydride carbonyl. The reaction is performed at mild conditions including temperatures from 50.degree.-200.degree. C. and pressures from 1 to 10,000 atmospheres to produce a predominantly aldehyde product having a high normal to iso distribution. The aldehyde products so produced are useful as intermediates for hydrogenation to aliphatic alcohols, for aldol condensation to produce plasticizers, for oxidation to produce aliphatic acids, etc.
    Type: Grant
    Filed: July 19, 1978
    Date of Patent: November 13, 1984
    Assignee: Celanese Corporation
    Inventor: Frank B. Booth