The Alicyclic Ring And Amino Nitrogen Are Bonded Directly To The Same Acyclic Carbon, Which Carbon Additionally Has Only Hydrogen Or Acyclic Hydrocarbyl Substituents Bonded Directly Thereto Patents (Class 564/455)
  • Patent number: 6034134
    Abstract: Certain 1-aminoalkylcyclohexanes are systemically-active uncompetitive NMDA receptor antagonists having rapid blocking/unblocking kinetics and strong voltage-dependency and are therefore useful in the alleviation of conditions resulting from disturbances of glutamatergic transmission giving them a wide range of utility in the treatment of CNS disorders involving the same, as well as in non-NMDA indications, due to their immunomodulatory, antimalarial, anti-Borna virus, and anti-Hepatitis C activities and utilities. Pharmaceutical compositions thereof and a method-of-treating conditions which are alleviated by the employment of an NMDA receptor antagonist, as well as the aforementioned non-NMDA indications, and a method for the preparation of the active 1-aminoalkylcyclohexane compounds involved.
    Type: Grant
    Filed: August 27, 1998
    Date of Patent: March 7, 2000
    Assignee: Merz + Co. GmbH & Co.
    Inventors: Markus Gold, Wojciech Danysz, Christopher Graham Raphael Parsons, Ivars Kalvinsh, Valerjans Kauss, Aigars Jirgensons
  • Patent number: 5849802
    Abstract: New antimicrobial spirocarbocyclic compounds are described, having the general formula I, ##STR1## or an acid-addition salt thereof, in which R.sub.1 represents an optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, alkoxy, cycloalkoxy, alkoxyalkyl, aralkyl groupR.sub.2 and R.sub.3 each independently represent hydrogen or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, bicycloalkyl, tricycloalkyl, alkoxyalkyl, aralkyl, aryl or haloaralkyl, a 4- to 6-membered heterocyclyl, tetrahydrofuryl or dioxolanyl group, or R.sub.2 and R.sub.3, together represents an optionally substituted, saturated or unsaturated chain which may optionally contain one or more oxygen atoms and which may optionally be aryl- or cycloalkyl-fused, andn represents zero or an integer from 1 to 3.
    Type: Grant
    Filed: September 27, 1996
    Date of Patent: December 15, 1998
    Assignee: American Cyanamid Company
    Inventor: Waldemar Franz Augustin Pfrengle
  • Patent number: 5679869
    Abstract: A process for preparing aldehydes of the general formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.12 -alkylphenyl, C.sub.7 -C.sub.12 -phenylalkyl and R.sup.1 and R.sup.2 are joined together to form a 3-, 4-, 5-, 6- or 7-membered cycloaliphatic ring,R.sup.1 and R.sup.3 are each C.sub.1 -C.sub.4 -alkoxy, phenoxy, methylamino, dimethylamino or halogen, andR.sup.1 is additionally hydroxyl or aminocomprises reacting a carboxylic acid or ester of the general formula II ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are each as defined above, andR.sup.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.12 -alkylphenyl or C.sub.7 -C.sub.12 -phenylalkyl,with hydrogen in the gas phase at temperatures from 200.degree. to 450.degree. C. and pressures from 0.1 to 20 bar in the presence of a catalyst whose catalytically active mass comprises from 60 to 99.
    Type: Grant
    Filed: December 5, 1995
    Date of Patent: October 21, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Schnurr, Rolf Fischer, Joachim Wulff-Doring, Michael Hesse
  • Patent number: 5627215
    Abstract: The invention relates to compounds of formula (I), R.sub.1 and R.sub.2, each independently of the other, are selected from lower alkyl that is unsubstituted or substituted by one or more fluorine atoms which are not linked to the carbon atom of R.sub.1 or R.sub.2 bonding the nitrogen; from lower alkenyl wherein the double bond does not originate from the carbon atom that is bonded to a nitrogen bonding R.sub.1 or R.sub.2 ; from lower alkynyl wherein the triple bond does not originate from the carbon atom that is bonded to a nitrogen bonding R.sub.1 or R.sub.2 ; from cycloalkyl; and from cycloalkyl-lower alkyl; with the proviso that not more than one of the two radicals R.sub.1 and R.sub.2 is methyl; or salts thereof. The mentioned compounds are pharmacologically active against disorders that are responsive to a recuction in intracellular polyamines, such as tumours or protozoal diseases.
    Type: Grant
    Filed: August 18, 1995
    Date of Patent: May 6, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Jorg Frei, Jaroslav Stanek
  • Patent number: 5599998
    Abstract: The present invention provides a method to prepare aminated bridgehead polycyclic hydrocarbons by reacting bridgehead halo polycyclic hydrocarbons with lithium metal under conditions of sonication and aminating the resultant lithio compounds.
    Type: Grant
    Filed: October 24, 1994
    Date of Patent: February 4, 1997
    Assignee: Iowa State University Research Foundation, Inc.
    Inventor: George A. Kraus
  • Patent number: 5583260
    Abstract: A method of controlling the cis/trans isomer ratio in the preparation of isophoronediamine by the aminating hydrogenation of isophoronenitrile in the presence of ammonia, H.sub.2 and a catalyst. The reaction takes place in two temperature steps, initially at 10.degree. to 90.degree. C. and then at above 90.degree. to 150.degree. C. with a temperature difference of at least 30.degree. C. between the two steps, the contact time being shorter in the first step than in the second. The cis/trans ratio is increased by lowering the temperature of the first step.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: December 10, 1996
    Assignee: Degussa Aktiengesellschaft
    Inventors: Thomas Haas, Dietrich Arntz, Dieter Most
  • Patent number: 5583261
    Abstract: Use of a compound having the general formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 which may be the same or different represent hydrogen atoms or alkyl groups of 1-6 carbon atoms, or NR.sup.1 R.sup.2 and/or NR.sup.3 R.sup.4 together represent a heterocyclic group having 5 or 6 ring atoms, x is 0 or 1 and when x is 0, the dashed line represents a double bond, W represents a saturated or ethylenically unsaturated divalent hydrocarbyl group required to complete a cycloalkane, cycloalkene or cycloalkadiene ring of 3 to 6 ring atoms and from 0 to 2 double bonds, in the form of the free base or an acid addition salt tolerable to plants, as a plant fungicide, as a fungicide, especially as a mildewicide.Some of the compounds of formula (1) are new and are claimed per se.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: December 10, 1996
    Assignee: British Technology Group Ltd.
    Inventors: David J. Robins, Dale R. Walters
  • Patent number: 5554795
    Abstract: In accordance with the present invention there is provided a cyclopentadienyl-type ligand represented by the formula ZA, wherein Z is a cyclopentadienyl-type group, wherein A is --YPR.sub.2, --YNR.sub.2, or --NR.sub.2, wherein Y is an alkylene group containing 1 to 24 carbon atoms, wherein each R is individually selected from alkyl groups containing 1 to 20 carbon atoms. Another aspect of the invention is to provide a metallocene represented by the formula ZAMX.sub.3, wherein Z and A are as described above, M is a Group IVB or VB transition metal, and X is a halide. Other aspects of the present invention include catalyst systems comprising the metallocenes and an organoaluminoxane, processes for preparing the above defined ligands, metallocenes and catalyst systems, and polymerization processes employing the catalyst systems.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: September 10, 1996
    Assignee: Phillips Petroleum Company
    Inventors: Krisztina Frey, Gabriele von Massow, Helmut G. Alt, M. Bruce Welch
  • Patent number: 5491264
    Abstract: Isophorone diamine is prepared from isophorone nitrile by imination using a supported heteropoly acid catalyst to form the ketimine followed by the reduction of the ketimine to form the diamine.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: February 13, 1996
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Frank E. Herkes, Kostantinos Kourtakis
  • Patent number: 5406000
    Abstract: A method is disclosed for the selective preparation of 3-aminomethyl-3,5,5-trialkylcyclohexylamine by preparing dried 3-cyano-3,5,5-trialkylcyclohexylimine from the reaction of 3-cyano-3,5,5-trialkylcyclohexanone with ammonia in the presence of a drying agent in an amount at least sufficient to retain the water present or generated during the imine-forming reaction, and hydrogenating the dried 3-cyano-3,5,5-trialkylcyclohexylimine in the presence of a cobalt-containing catalyst at elevated temperature and pressure.
    Type: Grant
    Filed: January 12, 1993
    Date of Patent: April 11, 1995
    Assignee: Elf/Atochem North America, Inc.
    Inventor: Christian Forquy
  • Patent number: 5399763
    Abstract: A process for preparing an optically active 2-aminopropanal through oxidative cleavage of the corresponding optically active 3-amino-1,2-butanediol of the following formula (2): ##STR1## wherein R1 is a hydrocarbon group having 3 to 6 carbon atoms; R2 and R3 are each a hydrogen atom, or separately or together represent an N-protecting group; and the configuration at the *1 position is S or R. An optically active 2-aminopropanal of high purity can be obtained in a high yield by the process.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: March 21, 1995
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hisao Satoh, Taichi Koshigoe
  • Patent number: 5395846
    Abstract: This invention relates to a class of novel amino bi- and tri-carbocyclic alkane compounds having bis-aryl substitution which exhibit squalene synthase inhibition properties. The bi- and tri-carbocyclic alkane ring contains an amino group and the ring is further linked or bridged to two mono- and/or bicyclic rings. Compounds of this invention reduce levels of serum cholesterol in the body without significantly reducing mevalonic metabolite synthesis. This invention relates also to pharmacological compositions and method of treatment for lowering serum cholesterol levels using the compounds of this invention.
    Type: Grant
    Filed: June 25, 1993
    Date of Patent: March 7, 1995
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: Robert L. Morris, Kent W. Neuenschwander, Keith S. Learn, Anthony C. Scotese
  • Patent number: 5382684
    Abstract: The invention is directed to nitrogenous 1,3-substituted adamantanes, their preparation and use in synthesis of inorganic porous solids. The nitrogenous 1,3-substituted adamantanes are compounds having the formula: ##STR1## wherein R is a nitrogenous moiety selected from the group consisting of --(CH.sub.2).sub.n-1 CONR'.sub.2, --(CH.sub.2).sub.n NR'.sub.2 and --(CH.sub.2).sub.n NR'.sub.3.sup.+ A.sup.-, wherein R' is lower alkyl of 1 to 5 carbon atoms, n=1 to 5, R.sup.1 and R.sup.2 are selected from H and alkyl groups of 1 to 3 carbon atoms, and A.sup.- is an anion.
    Type: Grant
    Filed: July 6, 1993
    Date of Patent: January 17, 1995
    Assignee: Mobil Oil Corporation
    Inventors: Ahmad Moini, Dong-Ming Shen
  • Patent number: 5371293
    Abstract: Bisaminomethylcyclohexane is produced in high yield by one-stage process from an aromatic dinitrile by hydrogenating the aromatic dinitrile in the presence of a ruthenium catalyst containing 1 to 10% by weight of ruthenium, in terms of metallic ruthenium, supported on a carrier, and in the presence of 0.5 parts by weight or more of liquid ammonia per part by weight of the aromatic nitrile at a temperature of 70.degree. to 150.degree. C. and a hydrogen partial pressure of 50 to 150 atm.
    Type: Grant
    Filed: March 28, 1994
    Date of Patent: December 6, 1994
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventor: Makoto Takagawa
  • Patent number: 5371292
    Abstract: A process for the preparation of 3-aminomethyl-3,5,5-trimethyl-cyclohexylamine from 3-cyano-3,5,5-trimethyl-cyclohexanone, wherein the following stages are carried out in discrete reaction chambers:a) the 3-cyano-3,5,5-trimethyl-cyclohexanone is reacted in a first reaction chamber with excess ammonia over an acidic metal oxide catalyst at a temperature of from 20.degree. to 150.degree. C. and a pressure of from 15 to 500 bar, andb) in a second reaction chamber, the reaction product from stage a) is hydrogenated with hydrogen at a temperature of from 60.degree. to 150.degree. C. and a pressure of from 50 to 300 bar in the presence of excess ammonia over a catalyst containing cobalt, nickel, ruthenium, and/or some other noble metal, which catalyst optionally contains a basic component or is supported by neutral or basic supporting material.
    Type: Grant
    Filed: July 15, 1993
    Date of Patent: December 6, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Claus-Ulrich Priester, Tom Witzel, Gerhard Koppenhoefer, Wolfgang Harder
  • Patent number: 5342981
    Abstract: The present invention relates to intermediates useful in a process for the preparation of a compound of the formula: ##STR1## wherein R.sub.2a is hydrogen or loweralkyl, R.sub.2b is hydrogen, loweralkyl, cycloalkyl or phenyl and R.sub.1 is cycloalkyl, cycloalkylalkyl, phenyl or benzyl. These intermediates are compounds of the formula: ##STR2## wherein P.sub.2 is an O-protecting group, P.sub.3 is an N-protecting group and R.sub.1, R.sub.2a and R.sub.2b are defined as above.
    Type: Grant
    Filed: February 10, 1993
    Date of Patent: August 30, 1994
    Assignee: Abbott Laboratories
    Inventors: Daniel J. Plata, Anthony K. L. Fung, Howard E. Morton, Robert Leanna, William R. Baker, John K. Pratt
  • Patent number: 5326911
    Abstract: Ortho-amides of the formula ##STR1## can be prepared by reacting salts of the formula ##STR2## with alcoholates of the formulaM.sup.1 OR.sup.1 (III)where the radicals R.sup.1 to R.sup.4, M.sup.1 and X.sup..crclbar. have the meaning given in the description. The alcoholates are employed in highly active form with an effective content of 98-100% M.sup.1 OR.sup.1.
    Type: Grant
    Filed: July 20, 1992
    Date of Patent: July 5, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz-Ulrich Blank, Helmut Kraus, Gerhard Marzolph, Nikolaus Muller
  • Patent number: 5286906
    Abstract: A process for the preparation of a 3-aminomethyl-3,5,5-trialkylcyclohexylamine, which comprises hydrogenating 3-cyano-3,5,5-trialkylcyclohexylamine in the presence of ammonia and a ruthenium-cobalt catalyst.
    Type: Grant
    Filed: September 25, 1992
    Date of Patent: February 15, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Yoshinori Hara, Haruhiko Kusaka, Masamichi Onuki, Sugio Nishimura
  • Patent number: 5283366
    Abstract: The reductive amination of 1,3,3-trimethyl-5-oxocyclohexane carbonitrile (IPN) with ammonia and hydrogen in the presence of nickel- or cobalt Raney catalysts to 3-aminomethyl-3, 5,5-trimethyl-cyclohexyl amine is achieved in a single stage with a good yield and requires no pressure distillation if a co-catalyst selected from the group consisting of salts of nickel, cobalt, yttrium, lanthanum and cerium is used in an amount of 0.01 to 0.5 mole per mole Raney catalyst.
    Type: Grant
    Filed: February 25, 1993
    Date of Patent: February 1, 1994
    Assignee: Degussa AG
    Inventors: Klaus Huthmacher, Hermann Schmitt
  • Patent number: 5283367
    Abstract: N,N,N',N'-Tetrasubstituted 1,4-diamino-2-butenes where the substituents are alkyl, cycloalkyl, aralkyl, aryl or mixtures thereof provide effective antioxidant protection to lubricants and/or synthetic polymers.
    Type: Grant
    Filed: May 16, 1991
    Date of Patent: February 1, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Joseph E. Babiarz, Glen T. Cunkle, Werner Rutsch
  • Patent number: 5270471
    Abstract: A branched chain polyalkylene polyamine ("PAPA") having plural amine groups, including a secondary amine group intermediate terminal primary amine groups one of which is hindered, and having at least two carbon atoms between each group, is selectively reductively alkylated with a ketone. The reaction provides a convenient method for selectively reductively alkylating a PAPA having a hindered primary amine group, the method comprising contacting the PAPA with hydrogen and the ketone in the presence of a catalytically effective amount of a Group VIII metal on a catalyst support, at a pressure in the range from about 500-1000 psi and a temperature in the range from about 50.degree. C. to about 200.degree. C. for a period of time sufficient to preferentially alkylate the unhindered amine primary terminal amine group. The alkylation proceeds essentially without alkylating either the sterically hindered terminal primary amine group or the intermediate unhindered secondary amine group.
    Type: Grant
    Filed: October 27, 1992
    Date of Patent: December 14, 1993
    Assignee: The B. F. Goodrich Company
    Inventors: John T. Lai, Pyong-Nae Son
  • Patent number: 5254707
    Abstract: The process for preparing a compound of the formula:Cp'YNHRwherein: Cp' is a cyclopentadienyl or a substituted cyclopentadienyl group, Y is a covalent bridging group which contains one or more group 14 elements, and R is a C.sub.1 to C.sub.20 hydrocarbyl or substituted hydrocarbyl group, the process comprising reacting a ligand of the formula Cp'YX, wherein Cp' and Y are as defined above and X is halogen, with a substantially equimolar amount of a primary amine of the formula NH.sub.2 R, wherein R is as defined above, in an inert solvent in the presence of a HX scavenger at an elevated temperature of at least about 35.degree. C., so as to form said compound.
    Type: Grant
    Filed: December 7, 1992
    Date of Patent: October 19, 1993
    Assignee: Ethyl Corporation
    Inventors: Jamie R. Strickler, John M. Power, Meng-Sheng Ao
  • Patent number: 5225591
    Abstract: The disclosed process relates to a method for preparing 1-cyclopentylalkyl amines, useful in the synthesis of artificial sweeteners, by reducing an azanorbornene in a high-yield one-step reduction of an azanorbornene, wherein the method involves use of a solvent reductant system with catalyst that is compatible with the production of edible food compositions.
    Type: Grant
    Filed: July 28, 1992
    Date of Patent: July 6, 1993
    Assignee: The Coca-Cola Company
    Inventors: James G. Sweeny, Lihong L. D'Angelo
  • Patent number: 5196035
    Abstract: The present invention is directed to compositions prepared by reacting (a) an oil soluble polyalkylene polyamine containing at least one polyalkylene polymer chain having at least one double bond and which chain is attached to a nitrogen and/or carbon atom of the alkylene radical(s) connecting the amino nitrogen atoms with said alkaline polyamine having a molecular weight of the range of from about 600 to about 10,000 and (b) furan under Diels-Alder reaction conditions. The invention also relates to the use of the subject compositions as additives in an unleaded fuel gasoline compositions to reduce intake valve deposits in electronic port fuel injected engines.
    Type: Grant
    Filed: September 20, 1991
    Date of Patent: March 23, 1993
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 5189173
    Abstract: A branched chain polyalkylene polyamine ("PAPA") having plural amine groups, including a secondary amine group intermediate terminal primary amine groups one of which is hindered, and having at least two carbon atoms between each group, is selectively reductively alkylated with a ketone. The reaction provides a convenient method for selectively reductively alkylating a PAPA having a hindered primary amine group, the method comprising contacting the PAPA with hydrogen and the ketone in the presence of a catalytically effective amount of a Group VIII metal on a catalyst support, at a pressure in the range from about 500-1000 psi and a temperature in the range from about 50.degree. C. to about 200.degree. C. for a period of time sufficient to preferentially alkylate the unhindered amine primary terminal amine group. The alkylation proceeds essentially without alkylating either the sterically hindered terminal primary amine group or the intermediate unhindered secondary amine group.
    Type: Grant
    Filed: March 2, 1989
    Date of Patent: February 23, 1993
    Assignee: The BFGoodrich Company
    Inventors: John T. Lai, Pyong-nae Son
  • Patent number: 5145874
    Abstract: Provided are cyclic hydrocarbons of Formula I ##STR1## with an aminoalkyl sidechain that are useful for treating phospholipase A2 mediated conditions, diabetes, and obesity.
    Type: Grant
    Filed: February 25, 1991
    Date of Patent: September 8, 1992
    Assignee: The Upjohn Company
    Inventors: Roy A. Johnson, Gordon L. Bundy, Gilbert A. Youngdale, Douglas R. Morton, Donald P. Wallach, deceased, by Vera M. Wallach, legal representative
  • Patent number: 5131945
    Abstract: Compounds of formula I ##STR1## are useful as herbicides, effective against dicotyledonous weeds.
    Type: Grant
    Filed: July 13, 1990
    Date of Patent: July 21, 1992
    Assignee: Shell Research Limited
    Inventors: Hans-Joachim Bissinger, Ludwig Schoeder, Helmut Baltruschat, Manfred Garrecht, Erich Raddatz, Wolfgang Fruhstorfer
  • Patent number: 5126426
    Abstract: Herein disclosed are an .alpha.-(aminocyclohexyl)alkylamine represented by the following general formula (II): ##STR1## wherein R represents hydrogen atom or a lower alkyl group having 1 to 5 carbon atoms, provided that the amino group bonded to the cyclohexyl group may be in either of the 2-, 3- and 4-positions and a method for preparing it; an .alpha.-(isocyanatocyclohexyl)alkylisocyanate of Formula (II) wherein the amino groups are replaced with isocyanato groups and a method for preparing it; polyisocyanato-isocyanurate represented by the following general formula (IV): ##STR2## wherein R.sub.1, R.sub.2 and R.sub.
    Type: Grant
    Filed: April 19, 1990
    Date of Patent: June 30, 1992
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Ryuji Haseyama, Masatoshi Takagi, Kouzou Hayashi, Katsuyoshi Sasagawa, Kazuyuki Kuroda, Taisaku Kano, Kiyoshi Shikai
  • Patent number: 5051409
    Abstract: 2-Aminodecalin derivatives of the formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are H or methyl,A is H, OH, O-alkylcarbonyl, O-benzoyl or O-CH.sub.3,R.sup.4 is H, cyclopropyl, alkyl, alkenyl, or alkynyl,R.sup.5 is alkyl, alkenyl or alkynyl which is substituted or unsubstituted,cycloalkyl or cycloalkenyl whic is substituted or unsubstituted, substituted phenylalkyl, substituted cycloalkyl-alkyl, substituted 5-membered heterocyclic ring, bicycloalkyl-alkyl orR.sup.4 and R.sup.5, together with the nitrogen atom, are a substituted or unsubstituted, saturated or unsaturated piperidine radical,their plant-tolerated salts and N-oxides, and fungicides containing these compounds.
    Type: Grant
    Filed: November 1, 1989
    Date of Patent: September 24, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Zipplies, Bernhard Zipperer, Hubert Sauter, Norbert Goetz, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5021602
    Abstract: Novel compounds have at least one perfluorocyclobutane ring and at least two functional groups suitable for forming condensation polymers. Preferably the compounds have a structures represented by Formula II: ##STR1## wherein R and R' independently represent optionally inertly substituted groups; X and X' represent any molecular structures which link R and R' with the perfluorocyclobutane ring; n and n' are the number of G and G' groups, respectively; and G and G' independently represent any reactive functional groups or any groups convertible into reactive functional groups. The compound are preferably prepared by a process of thermally dimerizing trifluorovinyl compound to form a compounds of Formula IG.sub.n --R--X--CF.dbd.CF.sub.2wherein G represents G or G' in Formula II; X represents X or X' of Formual II; and n represents n or n' of Formula II, to form a compound having a perfluorocyclobutane group.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: June 4, 1991
    Assignee: The Dow Chemical Company
    Inventors: Katherine S. Clement, David A. Babb, Bobby R. Ezzell
  • Patent number: 4994619
    Abstract: The present invention relates to substituted cyclopentanone and cyclohexanone derivatives and substituted cyclopentenone and cyclohexenone derivatives, which are useful as intermediates for pharmaceutical products and agricultural chemicals and especially useful for the synthesis of prostaglandins, and also to a process for producing the same.
    Type: Grant
    Filed: June 16, 1988
    Date of Patent: February 19, 1991
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Fumie Sato, Kazutaka Arai, Katsuaki Miyaji
  • Patent number: 4983630
    Abstract: There are provided new 2,2-difluorocyclopropylethane derivatives of general formula I ##STR1## in which A, B and R.sup.1-5 have the meanings given in the description and processes for their preparation. The compounds of the invention can be used as pesticides, especially against insects and mites.
    Type: Grant
    Filed: November 28, 1988
    Date of Patent: January 8, 1991
    Assignee: Schering Aktiengesellschaft
    Inventors: Peter Wegner, Hartmut Joppien, Gunter Homberger, Arnim Kohn
  • Patent number: 4914241
    Abstract: Diamines of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, alkyl, aryl, alkoxy, aralkyl or cycloalkyl and X is a group of the formula(CR.sup.4 R.sup.5).sub.m (II)where R.sup.4 and R.sup.5 have the meanings given above for R.sup.1 and m is from 1 to 12, are prepared by a process in which a diamine of the formula ##STR2## where R.sup.1, R.sup.2 and X are the groups described above, is reacted with an olefin of the formula ##STR3## where R.sup.6 and R.sup.9 are each hydrogen or alkyl which is straight-chain in the .alpha.-position, in the presence of a zeolite as a catalyst.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: April 3, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Hesse, Wolfgang Hoelderich, Matthias Schwarzmann
  • Patent number: 4879414
    Abstract: Polythiols prepared by the reaction of hydrogen sulfide or organic dithiols with polyglycidyl substituted amines have been found to be outstanding curing agents for epoxy resins. Epoxy resins cured with these polythiols are characterized by not only improved gel times, but also improved cure rates, better heat resistance and greater resistance to absorption of water.A useful polythiol is the reaction product of N,N,N',N'-tetraglycidyl-m-xylylenediamine with hydrogen sulfide.
    Type: Grant
    Filed: February 17, 1988
    Date of Patent: November 7, 1989
    Assignee: Henkel Corporation
    Inventors: Grannis S. Johnson, Reuben H. Grinstein, Stuart J. Hartman, Raymond P. Dallago
  • Patent number: 4740237
    Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings given in the description, are used for controlling undesirable plant growth.
    Type: Grant
    Filed: September 19, 1985
    Date of Patent: April 26, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Jahn, Rainer Becker, Norbert Goetz, Hardo Siegel, Bruno Wuerzer
  • Patent number: 4714777
    Abstract: The subject invention relates to novel cyclopropanone hydrate derivatives of the structural formula ##STR1## whereinR.sub.1 and R.sub.2 are selected from the group consisting of --H, --(CH.sub.2).sub.n -- where n is an integer between 1 and 20, preferably 2 and 10, --COCH.sub.2 NH.sub.2, and ##STR2## and R.sub.3 and R.sub.4 selected from the group consisting of --H, --OH, 13 NH.sub.2, --CN, --COOR.sub.5, --COOH, --SH, --(CH.sub.2).sub.n OH, --(CH.sub.2).sub.n NH.sub.2, --(CH.sub.2).sub.n COOH, --(CH.sub.2).sub.n COOR.sub.5, --CCH.sub.3 OH (CH.sub.2).sub.n COOH, halogen and C.sub.7 -C.sub.10 arakyls, where n is an integer between 1 and 20, preferably 1 and 10, and R.sub.5 is an alkyl radical having between 1 and 20, preferably 1 and 10, carbon atoms;and to a process for the synthesis thereof.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: December 22, 1987
    Assignee: University of Pittsburgh
    Inventors: Paul Dowd, Christopher Kaufman, Robert H. Abeles
  • Patent number: 4673759
    Abstract: A process for the preparation of 2-alkyl cyclopent-2-enones having the formula: ##STR1## wherein R is as defined hereinafter. An .alpha.-olefin having the formula CH.sub.2 .dbd.CH--CH.sub.2 R is oxidized to the corresponding epoxide. The epoxide is reacted with an alkylating agent having the formula Na.sup.+ [CH(COOR").sub.2 ].sup.-, wherein R" is an ethyl, an isopropyl, or an isobutyl radical. An .alpha.-carbalkoxy-.gamma.-alkyl lactone is obtained, which, through saponification and decarboxylation, yields a .gamma.-alkyl lactone having the formula: ##STR2## which is reacted with a protic acid, thereby obtaining, by cyclization, the desired 2-alkylcyclopent-2-enone. The obtained products are intermediates for the production of pharmaceutical products and of drugs for veterinary use, in particular prostaglandin.
    Type: Grant
    Filed: March 3, 1986
    Date of Patent: June 16, 1987
    Assignee: Montedison S.p.A.
    Inventor: Enrico Dalcanale
  • Patent number: 4670599
    Abstract: This invention relates to 2,2-dichloro-3,3-dimethylcyclopropylmethylamine, a novel compound which is useful as an agricultural and horticultural fungicide or as a synthetic intermediate for other cyclopropyl derivatives and other compounds, and to a process for production thereof.
    Type: Grant
    Filed: September 21, 1984
    Date of Patent: June 2, 1987
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Kozo Shiokawa, Shinzo Kagabu, Shinji Sakawa
  • Patent number: 4588823
    Abstract: Novel compounds of the following general formula: ##STR1##
    Type: Grant
    Filed: September 27, 1984
    Date of Patent: May 13, 1986
    Assignee: The Upjohn Company
    Inventor: Paul A. Aristoff
  • Patent number: 4575517
    Abstract: Cyclopropylmethyl(ene) ethers have an outstanding action in microbicidal agents for preserving industrial materials from damage or destruction by microorganisms.
    Type: Grant
    Filed: February 16, 1984
    Date of Patent: March 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Uwe Priesnitz, Gerhard Jager, Wilfried Paulus, Hermann Genth
  • Patent number: 4575516
    Abstract: Substituted cyclopropylmethyl(ene) ethers of the formula ##STR1## in which X.sup.1 and X.sup.2 are identical or different and represent halogen,R.sup.1 represents hydrogen or alkyl,R.sup.2 and R.sup.3 are identical or different and represent hydrogen, alkyl, optionally substituted aryl, halogenoalkyl, hetero-alkyl, alkoxyalkyl, alkylthioalkyl, optionally substituted alkenoxyalkyl, optionally substituted alkinoxyalkyl or (di)alkylaminoalkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 and R.sup.6 are identical or different and represent hydrogen or optionally substituted radicals from the series comprising alkyl, aryl and aralkyl andR represents a trihalogenoalkenyl, alkinyl or iodoalkinyl radical,exhibit some arthropodicidal activity and synergize other known arthropodicides.
    Type: Grant
    Filed: February 1, 1984
    Date of Patent: March 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Uwe Priesnitz, Gerhard Jager, Wolfgang Behrenz
  • Patent number: 4515960
    Abstract: The invention provides compounds of the formula I ##STR1## in which m is 1 to 3 and n is 1 to 4, a process for their preparation, and their use as intermediates for the manufacture of valuable medicaments, and starting products for the preparation of compounds of the formula I.
    Type: Grant
    Filed: May 16, 1983
    Date of Patent: May 7, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Volker Teetz
  • Patent number: 4506099
    Abstract: Diamines of the formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings defined in claim 1, can be produced by a simple process comprising reacting 1-aza-1,5,9-cyclododecatrienes, correspondingly substituted in the 3- and/or 12-position, with ammonia and hydrogen, in the presence of a hydrogenation catalyst, to obtain compounds (I). The compounds (I) are used for example as curing agents for epoxide resins, or for producing polyamides.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: March 19, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Baumeister, Dieter Reinehr, Eckehard Rosenegger
  • Patent number: 4490555
    Abstract: Novel compounds of the following general formula: ##STR1##
    Type: Grant
    Filed: March 19, 1982
    Date of Patent: December 25, 1984
    Assignee: The Upjohn Company
    Inventor: John C. Sih
  • Patent number: 4487961
    Abstract: Novel compounds of the following general formula: ##STR1##
    Type: Grant
    Filed: February 16, 1982
    Date of Patent: December 11, 1984
    Assignee: The Upjohn Company
    Inventor: Paul A. Aristoff
  • Patent number: 4460790
    Abstract: There are described novel substituted 1,11-diaminoundecanes, particularly those of the formula ##STR1## [R.sub.1 is alkyl having 1-12 C atoms, R.sub.2 is hydrogen or alkyl having 1-12 C atoms, R.sub.3 is alkyl having 1-12 C atoms, cycloalkyl having 4-12 C atoms, aralkyl having 7 or 8 C atoms, unsubstituted or substituted aryl, pyridyl, furyl or thienyl, R.sub.4 is hydrogen, alkyl having 1-12 C atoms, cycloalkyl having 4-12 C atoms, or unsubstituted or substituted aryl, or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 together are alkylene having 3-11 C atoms], and processes for prducing them. The compound of the formula I can be used for example for producing polycondensation products, particularly polyamides. They can be used also as curing agents for epoxide resins.
    Type: Grant
    Filed: July 31, 1981
    Date of Patent: July 17, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Reinehr, Josef Pfeifer
  • Patent number: 4454157
    Abstract: The invention relates to a pharmaceutical composition comprising a tetracyclononane derivative of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are hydrogen atoms or alkyl radicals and A is CH.sub.2 CH.sub.2 or CH--R.sup.4 in which R.sup.4 is a hydrogen atom or an alkyl, cyclohexyl, phenylalkyl or optionally-substituted phenyl radical, or a salt thereof. The majority of compounds of the formula II are novel and they are included within the scope of the invention, as are processes for their manufacture. Typical of the compounds disclosed is 8-(1-amino-ethyl)tetracyclo[4,3,0,0.sup.2,4,0.sup.3,7 ]nonane.
    Type: Grant
    Filed: August 17, 1982
    Date of Patent: June 12, 1984
    Assignee: Imperial Chemical Industries PLC
    Inventor: Douglas L. Swallow
  • Patent number: 4429158
    Abstract: Disclosed ar novel polyamine compounds having the general formula ##STR1## wherein R, R.sup.1, R.sup.2 and R.sup.3 are each independently selected from hydrogen and alkyl groups which may be substituted, the preparation of such compounds and their use as curing agents for epoxy resins.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: January 31, 1984
    Assignee: Eastman Kodak Company
    Inventors: Raymond H. Good, Paul McBride
  • Patent number: 4410705
    Abstract: A process for preparing substituted or unsubstituted benzoxazoline compound by reacting ammonia, a cycloalkanone and oxygen in the presence of metal cations.
    Type: Grant
    Filed: August 31, 1981
    Date of Patent: October 18, 1983
    Assignee: Allied Corporation
    Inventors: Divakaran Masilamani, Edward H. Manahan
  • Patent number: 4357352
    Abstract: The invention relates to a pharmaceutical composition comprising a tetracyclononane derivative of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are hydrogen atoms or alkyl radicals and A is CH.sub.2 CH.sub.2 or CH--R.sup.4 in which R.sup.4 is a hydrogen atom or an alkyl, cyclohexyl, phenylalkyl or optionally-substituted phenyl radical, or a salt thereof. The majority of compounds of the formula II are novel and they are included within the scope of the invention, as are processes for their manufacture. Typical of the compounds disclosed is 8-(1-amino-ethyl)tetracyclo-[4,3,0,0.sup.2,4,0.sup.3,7 ]nonane.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: November 2, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventor: Douglas L. Swallow