Patents Examined by Donald B. Moyer
  • Patent number: 4737317
    Abstract: Phenyldichlorophosphine is prepared by contacting benzene with phosphorus trichloride in the vapor phase at a temperature from about 100.degree. C. to about 145.degree. C. in the presence of a catalyst consisting essentially of aluminum metal and an activating amount of aluminum chloride.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: April 12, 1988
    Assignee: Monsanto Company
    Inventor: Glenn R. Wilson
  • Patent number: 4735748
    Abstract: Phosphonic acid dichlorides of the general formula I ##STR1## are made by reacting thionyl chloride with a phosphonic acid dialkylester of the general formula II ##STR2## and using, as the catalyst, a compound of the general formulae III, IV or VR.sup.1 R.sup.2 R.sup.3 R.sup.4 PX (III)R.sup.1 R.sup.2 R.sup.3 P (IV)R.sup.1 R.sup.2 R.sup.3 PO (V)in which R.sup.1, R.sup.2 and R.sup.3 each stand for identical or different alkyl groups or aryl groups having from 1 to 8 carbon atoms, X stands for chlorine or bromine, R.sup.4 has the same meaning as R.sup.1 through R.sup.3 or stands for chlorine or bromine.
    Type: Grant
    Filed: November 13, 1986
    Date of Patent: April 5, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Werner Pieper
  • Patent number: 4735966
    Abstract: Compounds useful in treating cardiovascular disorders such as thrombosis, hypertension and atherosclerosis are depicted in formulas (1), (2) and (3): ##STR1## wherein: A is --C.tbd.C--, trans --HC.dbd.CH--, --CH.sub.2 CH.sub.2 -- or --CH.dbd.CHCH.sub.2 --;X is lower alkoxy, hydroxy, or (2,2,2)-trifluoroethoxy;Y is hydrogen, exo-(lower alkyl) or endo-(lower alkyl);is an integer of 2-4;R.sub.1 is --CH.sub.2 OH, --CHO, --CO.sub.2 R or --CO.sub.2 H, and the olefin formed by the R.sub.1 (CH.sub.2).sub.n CH.dbd. moiety is either (E) or (Z);R.sub.2 is hydrogen or methyl, or optionally --CH.dbd.CH.sub.2 when A is --CH.dbd.CHCH.sub.2 --; andR.sub.3 is linear or branched alkyl, alkenyl or alkynyl having 5-10 carbon atoms, ##STR2## --(CH.sub.2).sub.m -phenyl or CH.sub.
    Type: Grant
    Filed: August 25, 1986
    Date of Patent: April 5, 1988
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Helen Y. Wu, Walter Kurz
  • Patent number: 4736061
    Abstract: Process for preparing Naproxen via a sequence of stereospecific reactions which comprises: condensation of 1-chloro-2-methoxy-naphthalene with a (S)-2-halo-propionyl halide according to the Friedel-Crafts reaction, ketalization of the thus obtained (S)-2-halo-1-(5'-chloro-6'-methoxy-2'-naphthyl)-propan-1-one, rearrangement of said ketal to afford an ester, hydrolysis of the ester and removal of the chlorine atom in 5-position by hydrogenolysis.New (S) 2-halo-1-(5'-chloro-6'-methoxy-2'-naphthyl)-propan-1-ones.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: April 5, 1988
    Assignee: Blaschim S.p.A.
    Inventors: Oreste Piccolo, Ermanno Valoti, Giuseppina Visentin
  • Patent number: 4734435
    Abstract: Disclosed herein are N-[[6-methoxy-5-(trifluoromethyl)-1-naphthalenyl]-thioxomethyl]-N-methylgl ycine S-oxide (tolrestat S-oxide) and the amide thereof and methods of their preparation. The S-oxides are new aldose reductase inhibitors useful for the treatment of prevention of diabetic complications.
    Type: Grant
    Filed: November 25, 1986
    Date of Patent: March 29, 1988
    Assignee: American Home Products Corp.
    Inventors: Eckhardt S. Ferdinandi, Michael S. Malamas, Kazimir Sestanj, Surendra N. Sehgal
  • Patent number: 4733004
    Abstract: A process for the esterification of an olefinically unsaturated carboxylic acid, such as methacrylic acid, with a lower alkanol, such as methanol, to form the corresponding ester over a solid cationic catalyst in which the carboxylic acid is used in excess of the alkanol on a molar basis, the improvement which comprises: (A) employing a hydraulically fluidized solid catalyst reactor for the continuous esterification reaction, (B) including in the esterification reaction a solvent which is a hydrocarbon having from 6 to 15 carbon atoms, (C) passing the effluent from the esterification reactor into a first distillation column in which the ester product and water by-product are taken overhead, (D) taking the unesterified carboxylic acid, solvent, and heavies from the bottom of the first distillation column, (E) separating the water from the ester in the overhead from (C) and recoverying the ester product, (F) separating heavies from the carboxylic acid-solvent from (D) in a second distillation column, (G) recycl
    Type: Grant
    Filed: June 23, 1986
    Date of Patent: March 22, 1988
    Assignee: Ashland Oil, Inc.
    Inventor: Ralph F. Pascoe
  • Patent number: 4732756
    Abstract: A pheromonal compound produced by the sweetpotato weevil has been identified as (Z)-3-dodecen-1-ol (E)-2-butenoate. The synthetically-prepared compound demonstrates activity toward the sweetpotato weevil comparable to or greater than that of the natural female and comparable to that of its natural counterpart under field conditions. The novel compound provides a sensitive tool for detection of the sweetpotato weevil. By attracting adult weevils to field traps, this compound provides a means for monitoring and controlling this major agricultural pest.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: March 22, 1988
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventors: Robert R. Heath, James A. Coffelt, Fredrick I. Proshold, Philip E. Sonnet, James H. Tumlinson, III
  • Patent number: 4733005
    Abstract: The invention is (hydroxy)-phosphinylalkyl acrylate, (hydroxy)-phosphinylalkyl methacrylate or an alkali metal, alkaline earth metal or ammonium salt thereof.In another aspect, the invention is a polymeric composition which comprises the reaction product of:(a) between about 0.5 and 100 percent by weight of a (hydroxy)-phosphinylalkyl acrylate, (hydroxy)-phosphinylalkyl methacrylate or an alkali metal, alkaline earth metal or ammonium salt thereof; and(b) between about 0 and 99.5 weight percent of a compound containing a polymerizable 1,2-ethylenically unsaturated moiety.
    Type: Grant
    Filed: December 1, 1986
    Date of Patent: March 22, 1988
    Assignee: The Dow Chemical Company
    Inventors: Donald L. Schmidt, Gerald K. McEwen
  • Patent number: 4731202
    Abstract: The hydrocarboxylation of alkynes with CO and a carboxylic acid in the presence of a catalyst prepared by combining a compound of divalent palladium and tri-organic phosphine is carried out by using a ratio of mols phosphine per gramatoms of palladium of more than 15 and, preferably, in the presence of benzenephosphonic acid.
    Type: Grant
    Filed: March 5, 1986
    Date of Patent: March 15, 1988
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4731383
    Abstract: The invention relates to new aminoguanidine derivatives of the general formula (I), ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 each represent hydrogen or halogen atom, C.sub.1-4 alkyl, nitro, trifluoromethyl or C.sub.1-4 alkoxy group,R.sup.4 and R.sup.5 represent a C.sub.1-4 alkyl group, furthermore NR.sup.4 R.sup.5 may form a 5 to 7 membered saturated heterocyclic group containing either one or two nitrogen atoms or a nitrogen and an oxygen atom and being optionally substituted by one or two methyl, hydroxymethyl or hydroxyethyl groups,R.sup.6 and R.sup.7 each represent a hydrogen atom, normal or branched C.sub.1-4 alkyl or C.sub.2-4 alkenyl group,and to their pharmaceutically acceptable acid addition salts as well as to a process for the preparation thereof.The new compounds of the invention possess valuable antiarrhythmic activity and are devoid of the undesired circulatory side effects of the known antiarrhythmic compounds.
    Type: Grant
    Filed: October 29, 1986
    Date of Patent: March 15, 1988
    Assignee: Biogal Gyogyszergyar
    Inventors: Istvan Erczi, Jeno Marosfalvi, Gyorgy Rabloczky, Andras Varro, Maria Kuhar nee Kurthy, Istvan Elekes, Laszlo Szatmary, Laszlo Jaszlits
  • Patent number: 4730081
    Abstract: The present invention provides a water soluble vinyl monomer containing a vicinal diol group of the general formula: ##STR1## wherein R.sub.1 is hydrogen or methyl; R.sub.3 and R.sub.4 are independently methyl or ethyl; Y is oxygen or NH; X.sup.- is a halogen, sulfate, CH.sub.3 SO.sub.4.sup.- or C.sub.2 H.sub.3 SO.sub.4.sup.- or CH.sub.3 COO.sup.- and n is 2 or 3. Polymers containing the monomer when crosslinked in aqueous fluids form high viscosity gels which are stable at high temperatures and can be used in carrying out completion, stimulation, enhanced production and other treatments in subterranean formations.
    Type: Grant
    Filed: January 28, 1987
    Date of Patent: March 8, 1988
    Assignee: Halliburton Company
    Inventors: Marlin Holtmyer, David Hanlon, Mike Conway, Charles Hunt
  • Patent number: 4730053
    Abstract: The present invention is related to new S-(Carbamoyl-phenylselenyl) derivatives of mercaptanes of the general formula (I) ##STR1## and to a process for the treatment of diseases caused by cell injury due to the increased formation of active oxygen metabolites.
    Type: Grant
    Filed: November 25, 1985
    Date of Patent: March 8, 1988
    Assignee: A. Nattermann & Cie GmbH
    Inventors: Norbert Dereu, Albrecht Wendel, Helmut Sies, Sigurd Leyck, Axel Romer, Erich Graf
  • Patent number: 4730082
    Abstract: A process for the preparation of methyltrifluoroacetate. Trifluoroacetic acid is contacted with an excess of methanol and distilled to form a methyltrifluoroacetate/methanol azeotrope. The azeotrope is contacted with trifluoroacetic acid in the presence of a catalytic quantity of a strong acid followed by distillation to obtain methyltrifluoroacetate. The methyltrifluoroacetate can be used as a synthesis intermediate in the pharmaceutical industry.
    Type: Grant
    Filed: June 12, 1986
    Date of Patent: March 8, 1988
    Assignee: Rhone-Poulenc Specialties Chimiques
    Inventor: Louis Amiet
  • Patent number: 4729856
    Abstract: Process for the preparation of 2-perfluoropropoxy-perfluoropropionyl fluoride by dimerization of hexafluoropropene epoxide in aprotic polar medium, in the presence of N,N,N',N'-tetrasubstituted diaminodifluoromethane as catalyst, characterized in that the dimerization reaction is carried out in the presence of a co-catalyst constituted by a nitrogenous organic base having structure of aniline, or of pyridine, or of a derivative thereof, wherein the nitrogen atom is not linked to hydrogen atoms and, in the case of the pyridine-type structure, it is sterically hindered by substituent groups on ortho-position relatively to it.
    Type: Grant
    Filed: May 20, 1986
    Date of Patent: March 8, 1988
    Assignee: Ausimont S.p.A.
    Inventors: Giorgio Bornengo, Filippo M. Carlini, Michele Pontevivo, Giorgio Guglielmo
  • Patent number: 4727182
    Abstract: Monohalohydroquinone monocarboxylates are selectively prepared by halogenating a hydroquinone monocarboxylate, or admixture thereof with a hydroquinine dicarboxylate and a minor amount of hydroquinone, with a chlorine, bromine or sulfuryl halide halogenating agent; such monocarboxylates are facilely converted into the corresponding dicarboxylates by acylation. Both the monocarboxylates, e.g., monochlorohydroquinone monoacetate, and dicarboxylates, e.g., monochlorohydroquinone diacetate, are useful organic intermediates.
    Type: Grant
    Filed: June 25, 1985
    Date of Patent: February 23, 1988
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Serge Ratton
  • Patent number: 4727190
    Abstract: A process for continuously preparing benzophenone-azines comprising oxidizing benzophenone-imines with molecular oxygen or a molecular oxygen-containing gas in the presence of a copper halide catalyst is disclosed. The oxidation reaction is carried out in a multistage system under an oxygen partial pressure gradually decreasing from the former stage to the latter stage and at a conversion gradually decreasing from the former stage to the latter stage, while controlling the conversion so that the molar ratio of the benzophenone-imines to the copper halide in the final stage be maintained at 1 or more. By the process, the continuous reaction can stably be performed at a high conversion of the benzophenone-imines without involving insolubilization and sedimentation of the catalyst.
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: February 23, 1988
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Takanari Nawata, Shuzabu Sakaguchi, Toshiaki Kohzaki, Osamu Aoki, Norio Takeda, Yoshiyuki Aoki, Masafumi Shimpo
  • Patent number: 4727074
    Abstract: The invention relates to selected stereoisomers having the E, E or E, Z configuration and within the Formula (I) ##STR1## wherein N is 2-4, A is alkylene or 2 or 3 carbon atoms, R is phenyl or substituted phenyl and R.sup.1 and R.sup.2 are lower alkyl, or, together with the carbon to which attached, form a heterocyclic ring; and pharmaceutically acceptable acid addition salts thereof, a process for their preparation and pharmaceutical compositions comprising the same.The compounds of the general formula (I) can be used in therapy due to their narcosis potentiating, analgesic and antiarrhythmial effect.
    Type: Grant
    Filed: February 8, 1984
    Date of Patent: February 23, 1988
    Assignee: Egyt Gyogyszervegyeszeti Gyar
    Inventors: Zoltan Budai, Tibor Mezei, Aranka Lay nee Konya, Lujza Petocz, Katalin Grasser, Eniko Szirt nee Kiszelly
  • Patent number: 4724269
    Abstract: A process for producing a p-chlorobenzene having the formula: ##STR1## wherein R is a lower alkyl group, a lower alkoxy group or a halogen atom, which comprises chlorinating a benzene having the formula: ##STR2## wherein R is as defined above, in a liquid phase in the presence of a catalyst, characterized in that the catalyst is a combination of an aliphatic alcohol having the formula:R'OH (III)wherein R' is a lower alkyl group or a lower haloalkyl group, and a zeolite having a SiO.sub.2 /Al.sub.2 O.sub.3 molar ratio of from 3 to 8 and a pore size of from 6 to 10 .ANG..
    Type: Grant
    Filed: June 18, 1986
    Date of Patent: February 9, 1988
    Assignee: Ihara Chemical Industry Co., Ltd.
    Inventors: Toshihiro Suzuki, Chizu Komatsu
  • Patent number: 4722922
    Abstract: The invention relates to tetrapeptides of the formula I: ##STR1## which are useful as renin inhibition/antihypertensive agents.
    Type: Grant
    Filed: January 22, 1985
    Date of Patent: February 2, 1988
    Assignee: G. D. Searle & Co.
    Inventors: Donald W. Hansen, Jr., David A. Jones, Jr., Robert H. Mazur, James M. Schlatter
  • Patent number: 4720581
    Abstract: The present invention relates to benzamidine derivatives corresponding to the general formula ##STR1## in which: A represents a linear or branched alkyl chain containing from 3 to 9 carbon atoms; andX represents the oxygen atom or a direct bond, with the restriction that if X represents a direct bond, the benzamidine and the alkanol group are located in the para position, and also the pharmaceutically acceptable salts of the products of the formula (I);it also relates to a process for the preparation of the products of the formula (I) and the drugs for external use which contain a product of the formula (I).
    Type: Grant
    Filed: July 17, 1984
    Date of Patent: January 19, 1988
    Assignee: Sanofi
    Inventors: Madeleine Mosse, Henri Demarne, Robert Filhoi