Aromatic Acid Moiety Patents (Class 560/8)
  • Patent number: 4301084
    Abstract: In a process for the preparation of a carboxylic acid ester of .beta.-formyl-crotyl alcohol by rearrangement of the corresponding carboxylic acid ester of 2-formyl-2-hydroxy-but-3-ene or of an acetal or acylate thereof in the presence of copper or a copper compound, followed, where relevant, by hydrolytic cleavage of the acetal or acylate, more especially in the preparation of 4,4-dimethoxy-3-methyl-crotyl acetate, the yield is improved by carrying out the rearrangement in the presence of copper (I) chloride as the catalyst and ensuring that low-boiling by-products formed during the rearrangement are removed.The products are of great importance as starting materials for an industrial synthesis of vitamin A and its derivatives.
    Type: Grant
    Filed: August 31, 1979
    Date of Patent: November 17, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Harald Laas, Axel Nissen, Bernd Meissner
  • Patent number: 4297371
    Abstract: Combating ectoparasites with the substantially pure isomer mixture (.+-.)-trans-3-(E/Z-2-Chloro-2-(4-chlorophenyl)-vinyl)-2,2-dimethyl-cyclop ropanecarboxylic acid (.+-.)-(.alpha.-cyano-3-phenoxy-4-fluoro-benzyl) ester or the individual E- and Z-isomers of the formula ##STR1## The intermediate free acids, acid chlorides and esters thereof are also shown.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: October 27, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Bernd Gallenkamp, Wilhelm Stendel
  • Patent number: 4297466
    Abstract: The invention relates to poly(phenyl fluoracrylate) a novel polymer.The polymer is useful for the manufacture of transparent materials with very high heat stability.
    Type: Grant
    Filed: December 11, 1979
    Date of Patent: October 27, 1981
    Assignee: Office National d'Etudes et de Recherches Aerospatiales
    Inventors: Bertrand Bloch, Chantal Cavalli born Meyer, Denis Charrier
  • Patent number: 4288606
    Abstract: Acyl-substituted phenyl esters of prostacyclin-type compounds, for example the 4-acetylphenyl ester of prostacyclin (PGI.sub.2) illustrated by the formula ##STR1## and including esters of the isomeric 6-hydroxy-PGI.sub.2 and 6-keto-PGF.sub.1.alpha. compounds, said esters having pharmacological activity. Processes for preparing them and the appropriate intermediates are disclosed.
    Type: Grant
    Filed: February 15, 1980
    Date of Patent: September 8, 1981
    Assignee: The Upjohn Company
    Inventor: John C. Sih
  • Patent number: 4284619
    Abstract: Certain radioiodine containing esters useful as brain imaging agents are disclosed. The compounds of the subject invention are represented by the formula ##STR1## wherein I is a radioisotope of iodine with iodine-123 being preferred and R is selected from the group consisting of alkyl, aryl, substituted aryl, aralkyl, a polyhydric alcohol radical and a 5- or 6-membered heterocyclic ring.
    Type: Grant
    Filed: November 29, 1978
    Date of Patent: August 18, 1981
    Assignee: Medi-Physics, Inc.
    Inventor: Tz-Hong Lin
  • 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: 4279920
    Abstract: 2,2-Dimethyl-3-(2-bromo-2-phenyl-vinyl)-cyclopropanecarboxylic acid 3-phenoxybenzyl ester of the formula ##STR1## which possess arthropodicidal properties. In addition, the new intermediate of the formula ##STR2## is produced by reacting an .alpha.-bromo-benzyl-phosphonic acid ester of the formula ##STR3## in which R.sup.6 each independently is alkyl or phenyl, or the two radicals R.sup.6 together are alkanediyl, with a 3-formyl-2,2-dimethyl-cyclopropanecarboxylic acid ester and saponifying. Also the compounds of the formula ##STR4## which are new when R.sup.1 is not alkyl, are produced by reacting triphenylphosphine and bromine to form dibromo-triphenylphosphorane, and reacting the dibromo-triphenylphosphorane without isolation with an .alpha.
    Type: Grant
    Filed: September 10, 1979
    Date of Patent: July 21, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Hellmut Hoffmann, Ingeborg Hammann, Bernhard Homeyer, Wilhelm Stendel
  • Patent number: 4276306
    Abstract: 3-Phenoxybenzyl 2,2-dimethyl-3-vinyl-cyclopropane carboxylates of the formula ##STR1## in which R, R.sup.1 and R.sup.2 each independently is hydrogen or halogen,R.sup.3 is phenyl, phenylthio, or phenyl or phenylthio carrying at least one alkyl group or halogen atom,Y is hydrogen or cyano,n is 1, 2, 3, 4 or 5, andm is 1, 2, 3 or 4,which possess arthropodicidal properties.
    Type: Grant
    Filed: June 16, 1978
    Date of Patent: June 30, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Ingeborg Hammann, Wilhelm Stendel
  • Patent number: 4273764
    Abstract: Resmethrin and 4,5-benzospiro[2,4]hepta-4,6-diene-1-carboxylic acid, .alpha.-cyano-m-phenoxybenzyl ester are stabilized against degradation with stabilizing amounts of nickel complexes of 2,2'-thiobis(p-alkylphenols).
    Type: Grant
    Filed: August 30, 1979
    Date of Patent: June 16, 1981
    Assignee: American Cyanamid Company
    Inventors: Arnold Zweig, Arthur K. Hoffmann
  • Patent number: 4271186
    Abstract: The invention relates to certain new stilbene derivatives of the general formula ##STR1## in which R, R.sup.1 and R.sup.2 have the below mentioned meaning, to a process for their preparation and to their use as arthropodicides, especially as insecticides and acaricides.
    Type: Grant
    Filed: June 29, 1979
    Date of Patent: June 2, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Rainer Fuchs, Ingeborg Hammann, Wilhelm Stendel
  • Patent number: 4270015
    Abstract: This invention concerns a two-step process for the preparation of ethylene from mixture of carbon monoxide and hydrogen (commonly known as synthesis gas) by reaction of said carbon monoxide/hydrogen mixtures with a carboxylic acid in the presence of one or more ruthenium catalyst complexes to form an ethyl ester of said carboxylic acid coreactant, followed by pyrolysis of said ethyl ester intermediate to ethylene.
    Type: Grant
    Filed: July 14, 1980
    Date of Patent: May 26, 1981
    Assignee: Texaco Inc.
    Inventor: John F. Knifton
  • Patent number: 4263319
    Abstract: Novel compounds of the formula ##STR1## are disclosed in which R.sup.1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, and R.sup.2 is hydrogen, a substituted-vinylcyclopropanecarbonyl group, a tetramethylcyclopropanecarbonyl group, or a 1-(substituted-phenyl)-2-methylpropylcarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.
    Type: Grant
    Filed: May 24, 1979
    Date of Patent: April 21, 1981
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4246281
    Abstract: Acenaphthenes of formula (I) ##STR1## where Ph represents an optionally substituted phenyl group and wherein R.sup.1 represents hydrogen or C.sub.1-4 alkyl are useful anti-inflammatory agents.
    Type: Grant
    Filed: September 10, 1979
    Date of Patent: January 20, 1981
    Assignee: Lilly Industries Limited
    Inventor: William R. N. Williamson
  • Patent number: 4243677
    Abstract: Perhaloalkylvinylcyclopropanecarboxylates having the general formula ##STR1## are disclosed wherein one of Y and Z is a perhaloalkyl group. Compounds in which R is hydroxy, halogen or lower alkoxy are novel intermediates for preparation of insecticidal esters in which R is --OR.sup.1 where R.sup.1 is a wide variety of alcohol residues. The insecticidal efficacy and preparation of the compounds and intermediates therefor are described and exemplified.
    Type: Grant
    Filed: July 30, 1979
    Date of Patent: January 6, 1981
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4234515
    Abstract: N,N-difluoroamines are prepared by fluorination of compounds containing a >C.dbd.N-- bond using molecular fluorine or a hypofluorite in which the fluoroxy group is bonded to an inert electron attracting group, such hypofluorites including fluoroalkyl hypofluorites such as trifluoromethyl hypofluorite. The fluorination is advantageously conducted in the presence of an alkanol or other nucleophilic compound. Suitable starting materials include imino ethers and esters and aliphatic and aromatic Schiff's bases, use of the latter being particularly convenient.
    Type: Grant
    Filed: May 9, 1978
    Date of Patent: November 18, 1980
    Assignee: Research Institute for Medicine & Chemistry Inc.
    Inventors: Derek H. R. Barton, Robert H. Hesse
  • Patent number: 4229362
    Abstract: A process for esterifying terminal hydroxyl groups of a polyoxyalkylene compound comprising one or more ring opened tert.-butyl or tert.-amyl glycidyl ether groups, without removing a significant portion of these tert.-alkyl ether groups. The process is conducted by contacting the polyoxyalkylene compound with an organic, carboxylic acid or anhydride in the liquid phase, in the presence of a small but catalytically effective amount of a Lewis base.
    Type: Grant
    Filed: April 16, 1979
    Date of Patent: October 21, 1980
    Assignee: The Dow Chemical Company
    Inventor: Paula R. Norman
  • 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: 4221742
    Abstract: Disclosed is a process for the coupling of a Grignard reagent RMgX with an allylic halide in the presence of a dipolar aprotic solvent wherein the improvement, for obtaining improved yield and selectivity, comprises adding a catalyst to said Grignard or allylic halide and then carrying out the coupling reaction by the addition of the Grignard reagent to the allylic halide, said reaction being characterized by the displacement at the gamma position (relative to the halide) of the allylic halide with R of the Grignard reagent, migration of the allylic double bond in the direction of the halogen atom and loss of halogen. The present invention also resides in the discovery of certain novel procedures for the synthesis of Vitamin E. Specific embodiments of this aspect of the invention reside in the syntheses of 6,7-dehydrophytol, 10,11-dihydrofarnesene, phytone, hexahydropseudoionone, and related compounds as precursors for Vitamin E.
    Type: Grant
    Filed: December 29, 1977
    Date of Patent: September 9, 1980
    Assignee: SCM Corporation
    Inventors: Carlos G. Cardenas, Zia U. Din
  • Patent number: 4217302
    Abstract: Esters of .alpha.-indenyl substituted aliphatic acids, intermediates therefor, synthesis thereof, and the use of said esters and compositions thereof for the control of pests.
    Type: Grant
    Filed: April 13, 1979
    Date of Patent: August 12, 1980
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Clive A. Henrick
  • Patent number: 4207251
    Abstract: This invention relates to a process for preparing isocyanates from formamides wherein a formamide corresponding to the formula R--NHCHO).sub.n, where R is an organic group and n is 1 or 2, is oxidized with an oxygen containing gas at a temperature in the range of 300.degree. C. to 600.degree. C. in the presence of a catalytic amount of copper and/or one or more metals of the Groups IB and VIII of the 5th and 6th period of the Periodic System of Elements to yield the corresponding isocyanate R (NCO).sub.n where R and n have the same meaning as above, and the resultant gaseous isocyanate containing reaction mixture is subjected to a separation process to separate the product isocyanate from water of reaction.
    Type: Grant
    Filed: July 10, 1978
    Date of Patent: June 10, 1980
    Assignee: Akzona Incorporated
    Inventor: Nico Heyboer
  • Patent number: 4203918
    Abstract: The invention is novel halo-substituted benzospiro cyclopropane carboxylates useful for the control of insect pests of agriculturally important crops, and useful as insecticidal and acaricidal agents for the treatment of livestock and domestic animals.
    Type: Grant
    Filed: July 21, 1978
    Date of Patent: May 20, 1980
    Assignee: American Cyanamid Company
    Inventor: Dale G. Brown
  • Patent number: 4201869
    Abstract: A multi-step, stereospecific total synthesis of steroids is disclosed. The starting materials for this process are the relatively inexpensive and readily available m-alkoxy acetophenones. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly A-ring aromatic steroids. This process features an early optical resolution and a unique asymmetric induction which insures the correct stereochemistry of the final steroidal product.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: May 6, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Noal Cohen, Gabriel Saucy
  • Patent number: 4189598
    Abstract: Esters of .alpha.-indenyl substituted aliphatic acids, intermediates therefor, synthesis thereof, and the use of said esters and compositions thereof for the control of pests.
    Type: Grant
    Filed: July 24, 1978
    Date of Patent: February 19, 1980
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Clive A. Henrick
  • Patent number: 4183942
    Abstract: New insecticidal (.beta.-phenyl-.beta.-substituted-vinyl)cyclopropanecarboxylates in which the .beta.-substituent may be halogen or lower haloalkyl are described and their preparation and insecticidal utility are exemplified.
    Type: Grant
    Filed: October 23, 1978
    Date of Patent: January 15, 1980
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4182896
    Abstract: The present invention relates to certain indane derivatives of general formula ##STR1## in which: X represents a hydrogen or halogen atom; R.sub.1 and R.sub.2, which may be identical or different, each represents a hydrogen atom, an alkyl group containing 1 to 5 carbon atoms or a cycloalkyl group containing 3 to 7 carbon atoms; R.sub.3 represents a hydrogen atom or an alkyl group containing 1 to 5 carbon atoms; and Y represents --CH.sub.2 OH or a group of formula --COOR.sub.4 in which R.sub.4 represents a hydrogen atom, 1/v(M) where M is a metal of valency v, or a group of formula--(CH.sub.2).sub.n --NR.sub.5 R.sub.6wherein n is an integer of 1 to 5 and R.sub.5 and R.sub.6, which may be identical or different, each represents an alkyl group containing 1 to 5 carbon atoms, a cycloalkyl group containing 3 to 7 carbon atoms, an aryl group or an aralkyl group, or R.sub.5 and R.sub.
    Type: Grant
    Filed: April 15, 1977
    Date of Patent: January 8, 1980
    Assignee: Societe Hexachimie
    Inventor: Jean-Marie Teulon
  • Patent number: 4166131
    Abstract: This invention provides new compounds of formula I, ##STR1## wherein R.sub.1 is lower alkyl,R.sub.2 is hydrogen or lower alkyl,R.sub.3 is hydrogen or lower alkyl,R.sub.4 is hydrogen or lower alkyl,R.sub.5 is hydrogen, chlorine or lower alkyl, and each ofR.sub.6 and R.sub.7 is hydrogen, or, when R.sub.5 is hydrogen, R.sub.6 may also be chlorine or lower alkyl, and R.sub.7 chlorine or lower alkyl,Useful as anti-phlogistic and anti-arthritic agents.
    Type: Grant
    Filed: October 24, 1974
    Date of Patent: August 28, 1979
    Assignee: Hexachimie Societe Anonyme
    Inventor: Trevor G. Payne
  • Patent number: 4163115
    Abstract: Esters of poly(tetramethylene ether) glycol are prepared by polymerizing tetrahydrofuran in a reaction mixture which contains, in addition to the tetrahydrofuran, and acylium ion precursor such as acetic anhydride, a polymeric catalyst which contains sulfonic acid groups and, optionally, a carboxylic acid such as acetic acid.
    Type: Grant
    Filed: January 13, 1978
    Date of Patent: July 31, 1979
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George E. Heinsohn, Ivan M. Robinson, Gerfried Pruckmayr, Walter W. Gilbert
  • Patent number: 4161609
    Abstract: A method is provided for converting a carboxylic acid amide to a carboxylic acid ester by reacting a vaporized mixture of the amide and an aliphatic alcohol or a phenol in the presence of a suitable catalyst at temperatures of from 100.degree. C. to 400.degree. C. The process is especially useful for the conversion of methacrylamide to methyl methacrylate.
    Type: Grant
    Filed: September 14, 1977
    Date of Patent: July 17, 1979
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Richard D. Cramer
  • Patent number: 4160842
    Abstract: New insecticidal (.beta.-phenylvinyl)cyclopropanecarboxylates having on the phenyl ring one or more substituents such as halogen, cyano, nitro, lower alkyl, aryl, aralkyl, lower alkoxy, lower alkylthio, aryloxy, arylthio, lower haloalkyl, di(lower alkyl)amino, or methylenedioxy are described, and their preparation and insecticidal utility are exemplified.
    Type: Grant
    Filed: August 27, 1976
    Date of Patent: July 10, 1979
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4158655
    Abstract: Monohaloalkenyl benzoates are halogenated to trihalo-substituted alkyl esters of benzoic acid. The halogenated compounds impart flame retardant properties to a variety of polymeric materials.
    Type: Grant
    Filed: January 13, 1975
    Date of Patent: June 19, 1979
    Assignee: Phillips Petroleum Company
    Inventor: Donnie G. Brady
  • Patent number: 4157447
    Abstract: Intermediates for insecticidal (.beta.-phenyl-.beta.-substituted-vinyl)cyclopropanecarboxylates in which the .beta.-substituent may be halogen, lower alkyl, lower haloalkyl, cyano, carbomethoxy, or carbethoxy are described and exemplified.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: June 5, 1979
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4157397
    Abstract: New insecticidal (.beta.-phenylvinyl)cyclopropanecarboxylates are described, and their preparation and insecticidal utility are exemplified.
    Type: Grant
    Filed: August 27, 1976
    Date of Patent: June 5, 1979
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4154948
    Abstract: Phosphonium compounds of the formula ##STR1## where y is --CH.sub.2 OH or --CH.sub.2 OOCCH.sub.2 PR.sub.3, n is an integer of 2-4, R is a substituted group, preferably hydrocarbon, such as alkyl, cycloalkyl, aryl, etc., and X is a negative ion. These compounds are used in inhibiting the corrosion of metals and particularly in preventing corrosion of metals, particularly iron, steel and ferrous alloys.
    Type: Grant
    Filed: March 20, 1978
    Date of Patent: May 15, 1979
    Assignee: Petrolite Corporation
    Inventor: Derek Redmore
  • Patent number: 4139711
    Abstract: Dihydroethanoanthracene derivatives of the formula: ##STR1## [wherein R represents a hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.1 represents a group ##STR2## (in which A represents a C.sub.2 -C.sub.4 alkylene optionally substituted by one or two C.sub.1 -C.sub.4 alkyls or by a phenyl; and Y represents an oxygen, sulfur, or imino) or group--COO--A--NH.sub.2(in which A is as defined above)] and their pharmaceutically acceptable acid addition salts, being useful as antidepressants or their synthetic intermediates.
    Type: Grant
    Filed: February 10, 1977
    Date of Patent: February 13, 1979
    Assignee: Shionogi & Co., Ltd.
    Inventor: Masayuki Narisada
  • Patent number: 4137417
    Abstract: Enamides are prepared by hydrogenating oximes having at least one hydrogen atom at the .alpha.-position in the presence of a carboxylic anhydride using a ruthenium catalyst. These enamides are important to obtain amino group-containing compounds by reduction or polymerization.
    Type: Grant
    Filed: April 26, 1977
    Date of Patent: January 30, 1979
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Motoo Hazama
  • Patent number: 4134879
    Abstract: Compounds of the general formula I ##STR1## in which R.sub.1 and R.sub.5 independently of one another denote hydrogen or lower alkyl, one of R.sub.2 and R.sub.3 denotes hydroxyl and the other denotes alkyl, cycloalkyl or aralkyl, R.sub.4 denotes hydrogen or, if R.sub.3 denotes hydroxyl, additionally also denotes alkyl, cycloalkyl or aralkyl, X denotes a group ##STR2## wherein R.sub.8 is alkyl, aralkyl or phenyl and R.sub.9 is alkyl, aralkyl, phenyl or the group ##STR3## or R.sub.9 and R.sub.8 together are alkylene, Y.sub.1 and Y.sub.2 independently of one another denote oxygen or sulphur, p denotes 1 or 2, q denotes 0 or 1, with the proviso that p + q = 2, and R.sub.6, if q is 0, denotes alkyl, cycloalkyl, aralkyl or thiaalkyl, in which case Y.sub.1 is linked to a carbon atom in the thiaalkyl radical which does not carry a further hetero-atom, or denotes oxaalkyl, in which case Y.sub.
    Type: Grant
    Filed: November 5, 1976
    Date of Patent: January 16, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Andreas Schmidt
  • Patent number: 4132702
    Abstract: Compounds of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another denote alkyl, cycloalkyl or aralkyl, R.sub.3 denotes hydrogen or, conjointly with R.sub.1, denotes tetramethylene, R.sub.4 denotes hydrogen or lower alkyl or, conjointly with R.sub.2, denotes tetramethylene, R.sub.5 denotes hydrogen, alkyl, aralkyl, acyloxyalkyl, oxaalkyl or phenyl, R.sub.6 denotes hydrogen, alkhyl, phenyl or the group or, conjointly with R.sub.5, denotes alkylene, R.sub.7 denotes hydrogen, alkyl, phenyl, benzyl or alkylphenyl or, conjointly with R.sub.5 or R.sub.6, denotes alkylene or, conjointly with R.sub.5 and R.sub.6, denotes alkanetriyl, R.sub.5, R.sub.6 and R.sub.7 together containing at least one carbon atom, Y denotes --O-- or --NH--, P denotes 1, 2, 3 or 4 and A denotes hydrogen or a group which is derived from an organic or inorganic oxygen acid A-(OH).sub.p, are suitable for stabilizing organic material against thermo-oxidative degradation.
    Type: Grant
    Filed: July 27, 1976
    Date of Patent: January 2, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Schmidt, Kurt Schwarzenbach
  • Patent number: 4125735
    Abstract: A process for the synthesis of perfume products, Vitamin E and intermediates described herein involving a coupling reaction. For instance, a process for the synthesis of dehydrophytol and Vitamin E comprising forming a C.sub.15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C.sub.20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.
    Type: Grant
    Filed: October 16, 1975
    Date of Patent: November 14, 1978
    Assignee: SCM Corporation
    Inventors: Ralph E. Close, William Oroshnik
  • Patent number: 4124619
    Abstract: Preparation of carboxylic acid esters of .gamma.-hydroxy-tiglic-aldehyde from bismonocarboxylic acid esters of but-2-en-1,4-diol via 1,4-diacetoxy-2-formyl butane including intermediates in this synthesis.
    Type: Grant
    Filed: March 23, 1977
    Date of Patent: November 7, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Peter Fitton, Harold Moffet
  • Patent number: 4104043
    Abstract: A new series of substituted esters of 3-hydroxyindone compounds have been found to have exceptional miticidal and herbicidal activity.
    Type: Grant
    Filed: December 12, 1972
    Date of Patent: August 1, 1978
    Assignee: Union Carbide Corporation
    Inventors: John A. Durden, Jr., Anthony A. Sousa, John F. Stephen
  • Patent number: 4093591
    Abstract: Phenolic age resistors such as 4-(3,5-ditertiary butyl-4-hydroxyphenyl)-2-butyl 2-methyl-4-thia-6-octanoyloxy-hexanoate are used as antioxidants in diene rubbers, such as butadiene-styrene types and in polyolefins, such as polypropylene.
    Type: Grant
    Filed: November 8, 1976
    Date of Patent: June 6, 1978
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Richard H. Kline
  • Patent number: 4092483
    Abstract: A multi-step, stereospecific total synthesis of steroids is disclosed. The starting materials for this process are the relatively inexpensive and readily available m-alkoxy acetophenones. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly A-ring aromatic steroids. This process features an early optical resolution and a unique asymmetric induction which insures the correct stereochemistry of the final steroidal product.
    Type: Grant
    Filed: September 24, 1975
    Date of Patent: May 30, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Noal Cohen, Gabriel Saucy
  • Patent number: 4091111
    Abstract: A novel substituted-arylacetic acid ester of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or a halogen atom, a C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkoxy, cyano, nitro, methylthio, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 alkanoyloxy, or C.sub.1 -C.sub.4 alkoxycarbonyl group, or R.sub.1 and R.sub.2, taken together, may form methylenedioxy, a C.sub.3 -C.sub.5 alkylene or butadienylene (--CH.dbd.CH--CH.dbd.CH--) ring; R.sub.3 is a C.sub.2 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, propargyl, C.sub.3 -C.sub.6 cycloalkyl or cyclopropylmethyl group; R.sub.4 is hydrogen or a halogen atom, methyl or ethyl group; R.sub.5 is allyl, propargyl, 3-butenyl, 3-butynyl, phenyl or benzyl group; and A is oxygen or sulfur atom or --CH.dbd.CH-- group, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting a substituted-arylacetic acid of the formula; ##STR2## wherein R.sub.1, R.sub.2, R.sub.
    Type: Grant
    Filed: October 1, 1976
    Date of Patent: May 23, 1978
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Nobuo Ohno, Isao Ohno, Toshio Nishioka, Hisami Takeda, Kiyoshi Kasamatsu
  • Patent number: 4083863
    Abstract: Certain derivatives of cyclopropane carboxylic acid and their esters are useful and valuable intermediates for the preparation of broad spectrum pyrethroid type pesticides. The invention provides a novel method for the preparation of the derivatives of cyclopropane carboxylic acid and esters from stable sulfonium ylides.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: April 11, 1978
    Assignee: American Cyanamid Corporation
    Inventor: William Wayne Brand
  • Patent number: 4076937
    Abstract: The present invention is concerned with new dibenzylglycolic acid derivatives and with the preparation thereof. These derivatives show an extraordinary anti-hypertensive and antisecretory profile.
    Type: Grant
    Filed: June 16, 1976
    Date of Patent: February 28, 1978
    Assignee: Warner-Lambert Company
    Inventors: Wolf-Dieter Vigelius, Gerhard Satzinger, Manfred Herrmann
  • Patent number: 4072755
    Abstract: Novel cyclopentanoic acid derivatives of the formula ##STR1## wherein R is selected from the group consisting of ##STR2## and --CH.sub.2 OH, R' is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and a non toxic, pharmaceutically acceptable cation and R.sub.1 is selected from the group consisting of hydrogen, 2-tetrahydropyranyl, branched or straight chain, saturated or unsaturated alkyl of 1 to 4 carbon atoms and ##STR3## and R.sub.2 is selected from the group consisting of straight or branched chain alkyl of 1 to 12 carbon atoms and phenyl with the alkyl and phenyl being optionally substituted with --COOA wherein A is selected from the group consisting of hydrogen, alkali metal, ammonium ion, ion of an organic amine, alkyl and haloalkyl of 1 to 7 alkyl carbon atoms with the proviso that R.sub.1 is not hydrogen or 2-tetrahydropyranyl when R is a carboxylic group, and the OH and R groups on the ring and OR.sub.
    Type: Grant
    Filed: August 24, 1976
    Date of Patent: February 7, 1978
    Assignee: Roussel UCLAF
    Inventors: Jean Buendia, Michel Vivat, Jeanine Schalbar
  • Patent number: 4072752
    Abstract: 2,2-Dimethyl-4,5-benzospiro(2,4)heptane- and 2,2-dimethyl-4,5-benzospiro(2,4)-hepta-4,6-diene-1-carboxylates of the formula ##STR1## WHEREIN EACH OF R.sub.1 and R.sub.2 represents a hydrogen atom or together represent a carbon to carbon bond, andR.sub.3 represents a hydrogen atom or a cyano group, process for their manufacture and a method of controlling pests, which comprises the use of these compounds.
    Type: Grant
    Filed: September 17, 1976
    Date of Patent: February 7, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Saleem Farooq, Jozef Drabek, Laurenz Gsell, Friedrich Karrer, Willy Meyer
  • Patent number: 4067823
    Abstract: Improved supported thallium(III) reagents are provided which significantly improve reaction rates and product selectivity of oxythallation reactions. The present reagents have a thallium(III) salt of an acid on the surface and within montmorillonite clay minerals.
    Type: Grant
    Filed: August 26, 1976
    Date of Patent: January 10, 1978
    Assignee: Emery Industries, Inc.
    Inventors: John F. White, Edward C. Taylor, Chih-Shu Chiang
  • Patent number: 4062968
    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: December 13, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Keimei Fujimoto, Nobuo Ohno, Yoshitoshi Okuno, Toshio Mizutani, Isao Ohno, Masachika Hirano, Nobushige Itaya, Takashi Matsuo
  • Patent number: 4059603
    Abstract: The amidation and esterification of carboxylic acids with amines and hydroxyl group-containing compounds, respectively, are effected without incurring the drawbacks of reaction equilibrium by the reaction of the reactants, one of which has been activated in the reactive group by contact with a phosphonium salt obtained by reacting a phosphorous ester or phosphorous monoester salt with an organic base such as pyridine and an oxidizing agent such as halogens and mono or divalent mercury halide or acetate. The amidation can be applied to the preparation of peptides by the reaction of amino acids and/or peptides in which one of the reactive groups have been protected.
    Type: Grant
    Filed: May 20, 1976
    Date of Patent: November 22, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noboru Yamazaki, Fukuji Higashi