Substituent Nitrogen Bonded Directly To Carbon Of The Triazine Ring Patents (Class 544/194)
  • Patent number: 5258514
    Abstract: Novel s-triazine compounds containing at least one N,N-bis(alkoxy or hydroxyalkoxy-carbonyl-amino C.sub.2 -C.sub.10 alkyl) amino substituent function in self-condensation and as cross-linkers for compounds containing active hydrogen groups. The compositions cure to coatings with excellent properties, especially corrosion resistance, humidity resistance, abrasion resistance and flexibility. The coatings have excellent exterior durability.
    Type: Grant
    Filed: May 14, 1992
    Date of Patent: November 2, 1993
    Assignee: American Cyanamid Company
    Inventor: Girish G. Parekh
  • Patent number: 5246931
    Abstract: A compound of the formula: ##STR1## wherein A is a purin-9-yl group, a heterocyclic isostere of a purin-9-yl group, a pyrimidin-1-yl group or a heterocyclic isostere of a pyrimidin-1-yl group; E is hydrogen, --CH.sub.2 OH or --OH; and G and D are independently selected from hydrogen, C.sub.1 to C.sub.10 alkyl, --OH, --CH.sub.2 OH, --CH.sub.2 OR.sub.20 wherein R.sub.20 is C.sub.1 to C.sub.6 alkyl, --CH.sub.2 OC(O)R.sub.21 wherein R.sub.21 is C.sub.1 to C.sub.10 alkyl, --CH.sub.2 OC(O)CH(R.sub.22)(NHR.sub.23) wherein R.sub.22 is the side chain of any of the naturally occurring amino acids and R.sub.23 is hydrogen or --C(O)CH(R.sub.24)(NH.sub.2) wherein a R.sub.24 is the side chain of any of the naturally occurring amino acids, --CH.sub.2 SH, --CH.sub.2 Cl, --CH.sub.2 F, --CH.sub.2 Br, --CH.sub.2 I, --C(O)H, --CH.sub.2 CN, --CH.sub.2 N.sub.3, --CH.sub.2 NR.sub.1 R.sub.2, --CO.sub.2 R.sub.1, --CH.sub.2 CH.sub.2 OH, --CH.sub.2 CH.sub.2 OR.sub.20 wherein R.sub.20 is as defined above, --CH.sub.2 CH.sub.2 OC(O)R.sub.
    Type: Grant
    Filed: May 1, 1991
    Date of Patent: September 21, 1993
    Assignee: Bristol-Myers Squibb Company
    Inventors: Daniel W. Norbeck, Jacob J. Plattner, Terry J. Rosen, David L. Garmaise, Richard J. Pariza, Steven M. Hannick, Thomas J. Sowin
  • Patent number: 5245040
    Abstract: A process for the preparation of 1,3-disubstituted 2-nitroguanidines of the formula I ##STR1## in which R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.2 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl or a radical --CH.sub.2 B; A is an unsubstituted or mono- to tetrasubstituted aromatic or non-aromatic, monocyclic or bicyclic heterocyclic radical, which may contain one or two substituents from the group comprising C.sub.1 -C.sub.3 haloalkyl having 1 to 7 halogen atoms, cyclopropyl, halocyclopropyl having 1 to 3 halogen atoms, C.sub.2 -C.sub.3 alkenyl, C.sub.2 -C.sub.3 alkynyl, C.sub.2 -C.sub.3 haloalkenyl and C.sub.2 -C.sub.3 haloalkynyl having 1 to 4 halogen atoms, C.sub.1 -C.sub.3 haloalkoxy having 1 to 7 halogen atoms, C.sub.1 -C.sub.3 alkylthio, C.sub.1 -C.sub.3 haloalkylthio having 1 to 7 halogen atoms, allyloxy, propargyloxy, allylthio, propargylthio, haloallyloxy, haloallylthio, cyano and nitro and one to four substituents from the group comprising C.sub.1 -C.sub.3 alkyl, C.sub.
    Type: Grant
    Filed: October 16, 1991
    Date of Patent: September 14, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Maienfisch, Odd Kristiansen, Laurenz Gsell
  • Patent number: 5240499
    Abstract: Polymeric, water-soluble triazine compounds which contain both basic and acidic groups in the molecule have out-standing surfactant properties and are suitable for the preparation of dispersions of solids, preferably of dispersions of inorganic and/or organic pigments, in an aqueous or water-dilutable medium. Since these triazine compounds are colorless or only slightly colored, they do not influence the shade of the medium used.
    Type: Grant
    Filed: December 13, 1991
    Date of Patent: August 31, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rainer Az, Wolfgang Schwab, Dieter Schnaitmann, Erwin Dietz
  • Patent number: 5238934
    Abstract: There are described new triazinyl-substituted acrylic esters of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, X and Y have the meaning given in the description, and a process for their preparation.The new acrylic esters of the formula (I) are used for the preparation of pesticides.
    Type: Grant
    Filed: March 5, 1992
    Date of Patent: August 24, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter C. Knuppel, Dieter Berg, Stefan Dutzmann, Heinz-Wilhelm Dehne, Gerd Hanssler
  • Patent number: 5232896
    Abstract: 2-(Phenoxy or phenylthio)-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoic acid compounds, such as ethyl 2-(2-fluorophenoxy)-2-(4,6-dimethylpyrimidin-2-yloxy)-acetate, were prepared by the reaction of a phenol or thiophenol compound with a 2-chloro-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoate ester compound or by the reaction of a pyrimidinol or 1,3,5-triazinol with a 2-bromo-2-(phenoxy or phenylthio)alkanoate ester. These compounds, and, especially, agriculturally acceptable salts, esters, and amides of these compounds, were found to have herbicidal utility.
    Type: Grant
    Filed: May 6, 1992
    Date of Patent: August 3, 1993
    Assignee: DowElanco
    Inventors: Michael G. Smith, William C. Lo, Wendy S. Jacks, Robert J. Ehr
  • Patent number: 5231072
    Abstract: Compounds of the formula ##STR1## in which A is nitrogen or CR.sup.5 ;R.sup.1, R.sup.2 and R.sup.5 each independently are hydrogen, or halogen, formyl, cyano, carboxy or azido, or optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkenyloxy, alkynyloxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio, alkylcarbonyl, alkoxycarbonyl, amino, aminoxy or dialkyliminoxy;R.sup.3 is a hydrogen, or optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclic, aralkyl or aryl; andR.sup.4 optionally substituted alkyl, aralkyl, aryl or heterocyclyl; and salts thereof, have herbicidal properties. The invention also provides processes for their preparation and their use as herbicides.
    Type: Grant
    Filed: September 14, 1992
    Date of Patent: July 27, 1993
    Assignee: Shell Research Limited
    Inventors: David P. Astles, Andrew Flood, Trevor W. Newton, David C. Hunter
  • Patent number: 5225549
    Abstract: Lubricants for electromagnetic recording media are characterized in that they are amides, imides or amide-imides consisting of perfluoroalkylpolyether derivatives. The derivatives are reacted with perfluoropolyether radicals and cyclic amino compounds, nitrogen-containing heterocyclic amino compounds and phosphonitrile amide compounds. The general formula is represented by (1)(Rf) l--Z . . . (1)with the molecular weight of the Rf group being comprised between 400 and 10,000.
    Type: Grant
    Filed: January 15, 1992
    Date of Patent: July 6, 1993
    Inventor: Takateru Dekura
  • Patent number: 5214143
    Abstract: 2-Amino-4-fluoroalkoxy-1,3,5-triazines of the formula I ##STR1## where R.sup.1 is hydrogen, alkyl, alkenyl, alkynyl; R.sup.2 is hydrogen, halogen, haloalkyl, trifluoromethoxy or chlorodifluoromethoxy and n is 0 or 1 are prepared as described.
    Type: Grant
    Filed: July 22, 1991
    Date of Patent: May 25, 1993
    Assignee: BASF Aktiengesellschaft
    Inventor: Gerhard Hamprecht
  • Patent number: 5212307
    Abstract: The invention describes light-sensitive bis-trichloromethyl-s-triazines of the general formula I ##STR1## wherein A denotes the ring members required to complete a 5- or 6-membered heterocyclic ring which may be substituted or may carry a substituted or unsubstituted fused benzene ring,R denotes a substituted or unsubstituted alkyl group andX denotes CH or N.The compounds are readily prepared in high yields. They are suitable for use as light-sensitive free-radical and acid donors in light-sensitive compositions.
    Type: Grant
    Filed: April 5, 1990
    Date of Patent: May 18, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Wojciech A. Wilczak
  • Patent number: 5210118
    Abstract: The present invention relates to a novel method for stabilizing synthetic thermoplastic materials against thermal degradation, which comprises incorporating in said materials one or more compounds of the formula (I) ##STR1## in which R.sub.1 is unsubstituted or substituted phenyl, n is e.g. 1, 2 or 3, and, when n is 1, R.sub.2 is e.g. --COR.sub.3, --COOR.sub.4 or --CO-N(R.sub.5)R.sub.6 in which R.sub.3 is e.g. C.sub.4 -C.sub.17 alkyl, R.sub.4 is e.g. C.sub.4 -C.sub.18 alkyl, cyclohexyl or t-butylcyclohexyl, R.sub.5 and R.sub.6 which can be identical or different are e.g. C.sub.2 -C.sub.8 alkyl or cyclohexyl, and, when n is 2, R.sub.2 is e.g. --CO--R.sub.10 --OC, --COO-R.sub.11 --OOC-- or --CONH--R.sub.12 --NHCO- in which R.sub.10 is e.g. C.sub.2 -C.sub.8 alkylene, R.sub.11 is e.g. C.sub.4 -C.sub.6 alkylene and R.sub.12 is e.g. C.sub.4 -C.sub.6 alkylene, and, when n is 3, R.sub.2 is e.g. benzenetricarbonyl.Several compounds of the formula (I) are new.
    Type: Grant
    Filed: June 10, 1991
    Date of Patent: May 11, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Roberto Scrima
  • Patent number: 5204473
    Abstract: Hindered amines based on various 2,2,6,6-tetraalkylated nitrogen-containing heterocyclic moieties wherein the hindered nitrogen atom on the ring is substituted with OR.sub.1 substituents and the 4-position of the ring is substituted with a variety of groups, are effective as light stabilizers in diverse substrate systems.
    Type: Grant
    Filed: May 12, 1992
    Date of Patent: April 20, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, James P. Galbo, Raymond Seltzer
  • Patent number: 5186734
    Abstract: Herbicidal bisazinyl compounds of the formula ##STR1## in which A.sup.1 and A.sup.2 are identical or different and represent nitrogen or a C--X group, X representing hydrogen, halogen, alkyl or alkoxy, andQ.sup.1 and Q.sup.2 are identical or different and represent oxygen, sulphur, NH or N-alkyl,(the substituents R, X.sup.1, X.sup.2, Y.sup.1, Y.sup.2 and Z representing a variety of organic radicals).The compounds of the formulas ##STR2## are also new.
    Type: Grant
    Filed: September 11, 1991
    Date of Patent: February 16, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Mark W. Drewes, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5169878
    Abstract: A viscosity-stable polyisocyanate prepared by heating a polyisocyanate containing uretone imine groups and a catalyst under reaction conditions sufficient to produce compounds containing 2-imino-4,6-dioxohexahydro-s-triazine groups is disclosed. The polyisocyanate product so prepared may be used alone or blended with other polyisocyanates or diisocyanates to produce polyurethane, polyisocyanurate, polyamide and related polymers. These polymers, when used to prepare a foam, may exhibit improved dimensional stability and flammability. Also disclosed is a family of isocyanate compounds containing at least one 2-imino-4,6-dioxohexahydro-s-triazine group and having an isocyanate functionality of at least 4.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: December 8, 1992
    Assignee: The Dow Chemical Company
    Inventors: Lao-Jer Chen, Steven B. Lowenkron, Shenghong A. Dai
  • Patent number: 5153323
    Abstract: Radiation-sensitive organo-halogen compounds having a photo-labile halomethyl-1,2,5-triazine moiety and at least one photoinitator moiety within one molecule. The compounds of this invention are good photoinitiators, and compositions containing them can be used in printing, duplicating, copying, and other imaging systems. The compounds of this invention eliminate the need for a combination of photoinitiators in a photocurable or photopolymerizable composition.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: October 6, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Mitchell A. Rossman, James A. Bonham
  • Patent number: 5138055
    Abstract: Novel s-triazine compounds containing at least one N,N-bis(alkoxy or hydroxyalkoxy-carbonyl-amino C.sub.2 -C.sub.10 alkyl) amino substituent function in self-condensation and as cross-linkers for compounds containing active hydrogen groups. The compositions cure to coatings with excellent properties, especially corrosion resistance, humidity resistance, abrasion resistance and flexibility. The coatings have excellent exterior durability.
    Type: Grant
    Filed: April 29, 1988
    Date of Patent: August 11, 1992
    Assignee: American Cyanamid Company
    Inventor: Girish G. Parekh
  • Patent number: 5130428
    Abstract: 6-Trifluoromethyl-1,3,5-triazines I ##STR1## (X=O,S; R.sup.1 =H; R.sup.1, R.sup.2 =carbon organic radicals) are prepared by reacting(a) N-trichloroacetamidinoguanidines II ##STR2## with trifluoroacetic acid derivatives IIICF.sub.3 --CO--Y III(Y=Cl, alkoxy, CF.sub.3 --CO--O) to give 4-trichloromethyl-6-trifluoromethyl-1,3,5-triazines IV ##STR3## and (b) reacting the products IV in the presence of a base with alcohols VR.sup.2 --XH VThe triazines I are valuable intermediates for crop protection agents.
    Type: Grant
    Filed: October 2, 1991
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Mayer, Gerhard Hamprecht
  • Patent number: 5120843
    Abstract: The aromatic amines (I), alkyl amines (II), bicyclic amines (III). ##STR1## cycloalkyl amines (IV), aromatic bicyclic amines (V), hydroquinone amines (VI), quinone amines (VII), amino-ethers (VIII) and bicyclic amino ethers (IX) are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc. Also disclosed is a method of treatment using the 3,4-dihydrobenzopyrans (XI).
    Type: Grant
    Filed: October 23, 1989
    Date of Patent: June 9, 1992
    Assignee: Upjohn
    Inventors: John M. McCall, Donald E. Ayer, E. Jon Jacobsen, Frederick J. VanDoornik, John R. Palmer
  • Patent number: 5116977
    Abstract: Radiation-sensitive organo-halogen compounds having a photo-labile halomethyl-1,3,5-triazine moiety and at least one amine-containing moiety within one molecule. The compounds serve the dual purpose of photoinitiation and polymerization acceleration, thereby eliminating the need for the use of two separate compounds. The compounds of this invention are good photoinitiators, and compositions containing them are useful in printing, duplicating, copying, and other imaging systems.
    Type: Grant
    Filed: January 14, 1991
    Date of Patent: May 26, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Mitchel A. Rossman, James A. Bonham
  • Patent number: 5110986
    Abstract: This application relates to a process for preparing a N-t-alkyl-1,2-diacylhydrazine by reacting a 1,3,4-oxadiazole with a tertiary alkyl cation precursor in the presence of a strong acid catalyst. Preferably, the 1,3,4-oxadiazole is a 2,5-disubstituted-1,3,4-oxadiazole and more preferably a 2,5-diaryl-1,3,4-oxadiazole. The strong acid catalyst is preferably a sulfur containing acid and more preferably sulfuric acid.
    Type: Grant
    Filed: April 26, 1988
    Date of Patent: May 5, 1992
    Assignee: Rohm and Haas Company
    Inventor: Martha J. Kelly
  • Patent number: 5098465
    Abstract: The invention relates to new 2-pyrimidinyl- and 2-triazinylacetic acid derivatives of general formula I ##STR1## in which A, R.sup.2-5 and X have the meanings given in the description, processes for their preparation and their use as herbicides, fungicides and plant growth regulants.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: March 24, 1992
    Assignee: Shering Aktiengesellschaft
    Inventors: Gabriele Kruger, Christoph Harde, Nikolaus Heinrich, Anita Kruger, Erhard Nordhoff, Gerhard Tarara, Peter Wegner, Clemens Kotter, Gerhard Johann, Richard Rees, Graham P. Jones
  • Patent number: 5095113
    Abstract: A method for making methyl-1,3,5-triazines including the 2,4-dichloro-6-methyl- and the 2-methyl-4-methylamino-6-methoxy-1,3,5-triazines, comprising reacting sodium dicyanamide with a cyclizing agent in the presence of HCl to make the 2,4-dichloro-6-methyl-triazine and reacting said triazine, additionally, with sodium methoxide and monomethylamine to make the 2-methyl-4-methylamino-6-methoxytriazine.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: March 10, 1992
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: George C. Chiang
  • Patent number: 5089044
    Abstract: The invention relates to new substituted pyrimidinyloxy(thio)- and triazinyloxy(thio)acrylic acid derivative of general formula I ##STR1## in which A, G, R.sup.1-3, X and Y have the meanings given in the description, processes for their preparation and their use as herbicides, fungicides and plant growth regulants.
    Type: Grant
    Filed: July 19, 1990
    Date of Patent: February 18, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Christoph Harde, Erhard Nordhoff, Anita Kruger, Gabriele Kruger, Gerhard Tarara, Peter Wegner, Nikolaus Heinrich, Clemens Kotter, Gerhard Johann, Richard Rees
  • Patent number: 5087289
    Abstract: A herbicidal alkanoic acid derivative of the formula: ##STR1## wherein R.sup.3 is a hydrogen atom, a halogen atom, a halogen-substituted alkyl group, an alkyl group, a cycloalkyl group, an alkylthioalkyl group, a hydroxyalkyl group, a hydroxyl group, a cyano group, an acyloxyalkyl group, a thienyl group, a naphthyl group, a dihydronaphthyl group ##STR2## wherein R.sup.8 is a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an alkoxy group or --S(O).sub.n R.sup.9 wherein R.sup.9 is an alkyl group, and n is an integer of from 0 to 2, m is an integer of from 0 to 2, each of R.sup.2 and R.sup.4 which may be the same or different is a hydrogen atom or an alkyl group, or R.sup.2 and R.sup.4 form together with the adjacent carbon atom a 3-, 4-, 5- or 6-membered ring which may contain an oxygen atom and may be substituted by one or two alkyl groups, each of R.sup.5 and R.sup.6 which may be the same or different is a hydrogen atom or an alkyl group, R.sup.7 is an alkyl group or a phenyl group, or R.sup.
    Type: Grant
    Filed: August 23, 1990
    Date of Patent: February 11, 1992
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Koichiro Kaku, Nobuhide Wada, Akira Takeuchi, Yasufumi Toyokawa, Takeshige Miyazawa, Ryo Yoshida, Kazuhiko Sugiyama
  • Patent number: 5079361
    Abstract: Cross-linking reagents which are highly specific for sulphydryl groups and react with thiols at an excellent rate. The essential feature of the reagents is at least one vinyl group conjugated with an armoatic nitrogen heterocycle. Particular examples include vinyl pyridines, vinyl pyrimidines and vinyl triazines.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: January 7, 1992
    Assignee: Celltech Limited
    Inventors: Rikki P. Alexander, Michael A. W. Eaton, Thomas A. Millican, Richard C. D. Titmas
  • Patent number: 5075443
    Abstract: 2-Amino-4-alkoxy-s-triazines which are substituted by an alkyl, aryl or aralkyl moiety in the 6-position and which are useful as pharmaceutical agents and as intermediates for herbicides, dyes and optical brighteners are prepared by reacting a dialkyl (N-cyanoimido)carbonate with an amidine salt in the presence of an inert solvent and a base.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: December 24, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Michael A. Oliver, Ward H. Oliver
  • Patent number: 5070199
    Abstract: A process for preparing 2-amino-4-methyl-6-methoxy-1,3,5-triazine by reacting dialkyl-N-cyanoimidocarbonate with acetamidine hydrochloride or an O-alkylacetamidate hydrochloride under basic conditions.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: December 3, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George C. Chiang
  • Patent number: 5021478
    Abstract: Compounds containing both a UV-absorbing moiety and a 1-hydrocarbyloxy hindered amine moiety are effective stabilizers for protecting polymer compositions against the deleterious effects of actinic light. The UV-absorbing moieties include the substituted 2H-benzotriazoles, s-triazines, acrylates, benzophenones, oxanilides and oxamides.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: June 4, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Ramanathan Ravichandran, James P. Galbo
  • Patent number: 4996218
    Abstract: Compounds of the general formula (I) ##STR1## and physiologically acceptable salts and solvates thereof, which have .beta..sub.2 -adrenoreceptor stimulant activity. They may be used in the treatment of diseases associated with reversible airways obstruction, such as asthma and chronic bronchitis.In preferred embodiments, Q represents a chlorine atom or a trifluoromethyl group, X represents a C.sub.3-4 alkylene chain, Y a C.sub.1-5 alkylene chain, R, R.sup.1 and R.sup.2 are each preferably a hydrogen atom or a methyl group and Het represents a pyrimidinyl pyrazinyl, triazinyl, thiazolyl, quinolinyl, benzimidazolyl, benzothiazolyl, benzoxazolyl or pyridyl group.
    Type: Grant
    Filed: August 10, 1988
    Date of Patent: February 26, 1991
    Assignee: Glaxo Group Limited
    Inventor: Lawrence H. C. Lunts
  • Patent number: 4985562
    Abstract: Radiation-sensitive organo-halogen compounds having a photo-labile halomethyl-1,3,5-triazine moiety and at least one amine-containing moiety within one molecule. The compounds serve the dual purpose of photoinitiation and polymerization acceleration, thereby eliminating the need for the use of two separate compounds. The compounds of this invention are good photoinitiators, and compositions containing them are useful in printing, duplicating, copying, and other imaging systems.
    Type: Grant
    Filed: September 7, 1988
    Date of Patent: January 15, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Mitchell A. Rossman, James A. Bonham
  • Patent number: 4983734
    Abstract: Cyclic nitramines of the formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are independently selected from the group consisting of H, NO and NO.sub.2, and acid salts of the compound in which R.sup.1, R.sup.2 and R.sup.3 are each H, are disclosed. These compounds are useful as components in energetic compositions, including rocket and gun propellants and explosives, and are of particular interest due to their combination of high energy output and insensitivity. Compounds in which R.sup.3 is H or NO are further useful as intermediates in the preparation of those in which R.sup.3 is NO.sub.2. Also disclosed is a method for producing such compounds involving the reaction between hexamethylenetetramine and nitroguanidine.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: January 8, 1991
    Assignee: Aerojet General Corporation
    Inventors: Der-Shing Huang, Renato R. Rindone
  • Patent number: 4980469
    Abstract: A process for the preparation of an oxyguanidine of the formula ##STR1## in which R.sup.1 is an organic radical,R.sup.2, R.sup.3 and R.sup.4 each is hydrogen or an organic or inorganic substituent,X is N or CH,Y is N or CR.sup.3, andZ is N or CR.sup.4,comprising reacting ##STR2## in which R.sup.5 is optionally substituted alkyl or aralkyl, or its hydrogen halide, with a hydroxylamine derivative of the formulaH.sub.2 N--O--R.sup.1 (III)at a temperature between about 0.degree. C. and 150.degree. C. New isothioureas of the formula ##STR3## are also shown.
    Type: Grant
    Filed: August 30, 1989
    Date of Patent: December 25, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Klaus-Helmut Muller
  • Patent number: 4963160
    Abstract: An ultraviolet radiation absorbing agent for bonding to an ocular lens, wherein the agent has the formula: ##STR1## wherein A and B are ultraviolet radiation absorbing components which are either identical to or are dissimilar to each other.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: October 16, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: William M. Hung, Kai C. Su
  • Patent number: 4937340
    Abstract: Cyclic nitramines of the formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are independently selected from the group consisting of H, NO and NO.sub.2, and acid salts of the compound in which R.sup.1, R.sup.2 and R.sup.3 are each H, are disclosed. These compounds are useful as components in energetic compositions, including rocket and gun propellants and explosives, and are of particular interest due to their combination of high energy output and insensitivity. Compounds in which R.sup.3 is H or NO are further useful as intermediates in the preparation of those in which R.sup.3 is NO.sub.2. Also disclosed is a method for producing such compounds involving the reaction between hexamethylenetetramine and nitroguanidine.
    Type: Grant
    Filed: March 7, 1989
    Date of Patent: June 26, 1990
    Assignee: Aerojet-General Corporation
    Inventors: Der-Shing Huang, Renato R. Rindone
  • Patent number: 4935528
    Abstract: A thiophenesulfonamide compound having the formula: ##STR1## wherein X is a halogenoalkoxyalkyl group, and Y is ##STR2## wherein A is .dbd.N-- or .dbd.CH--, and each of Z.sub.1 and Z.sub.2 is a methyl group or a methoxy group, and its salt.
    Type: Grant
    Filed: January 26, 1989
    Date of Patent: June 19, 1990
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Fumio Kimura, Takahiro Haga, Kazuyuki Maeda, Koji Hayashi, Masahiko Ikeguchi, Tsunezo Yoshida
  • Patent number: 4933452
    Abstract: A radiation sensitive compound and method for making same. The compound has the general formula: ##STR1## wherein, R.sup.1 and R.sup.2, which may be the same or different, each represents lower alkyl, aryl, X, CHX.sub.2, CH.sub.2 X, CX.sub.3 or NHR.sup.3 wherein R.sup.3 represents hydrogen, lower alkyl, aryl or ##STR2## and provided at least one of R.sup.1 and R.sup.2 is CX.sub.3, X is halogen, and A.sup.1 and A.sup.2 are each residues of A.sup.1 --H and A.sup.2 --H respectively wherein A.sup.1 --H and A.sup.2 --H which may be the same or different are each compounds containing at least one group having an active hydrogen atom. The method comprises reacting together an isocyanate of the formula ##STR3## with a compound of the formula A.sup.1 --H or A.sup.2 --H to obtain the desired compound wherein R.sup.1 or R.sup.4 represents lower alkyl, aryl, X, CHX.sub.2, CX.sub.3, NCO or NHR.sup.5 wherein R.sup.5 represents hydrogen, lower alkyl or aryl and at least one of R.sup.1 and R.sup.4 is CX.sub.3.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: June 12, 1990
    Inventors: Nicholas J. White, Victor Kolodziejczyk
  • Patent number: 4933450
    Abstract: A metal.dicyanimide.ligand complex having the formula M[N(CN).sub.2 ].sub.2.ligand.sub.2 wherein M is Zn, Cu, Mg, Ca, Fe, Al or Si and ligand is a group capable of donating a pair of electrons, a process for its preparation, and its use in the preparation of aminotriazines is disclosed.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: June 12, 1990
    Assignee: E.I. du Pont de Nemours and Company
    Inventor: George C. Chiang
  • Patent number: 4927925
    Abstract: Compounds of formula (I) ##STR1## in which R.sub.1 is hydrogen, O.sup.., CN, NO, cyanomethyl, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.12 -alkenyl or C.sub.3 -C.sub.12 -alkynyl subject to the proviso that the carbon atom attached to the nitrogen atom is a primary carbon atom, C.sub.7 -C.sub.12 -aralkyl, C.sub.1 -C.sub.12 -acyl, 2,3-epoxypropyl, OH-monosubstituted C.sub.2 -C.sub.6 -alkyl or 2,3-dihydroxypropyl, R.sub.2 is hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.5 -C.sub.18 -cycloalkyl, C.sub.6 -C.sub.18 -aryl or C.sub.7 -C.sub.18 -aralkyl, R.sub.3 is C.sub.6 -C.sub.18 -aryl or a group of the formula (II) ##STR2## in which R.sub.1 is as defined above, n is an integer from 1 to 4 and R.sub.4 is an organic or inorganic radical of a valency equal to n are useful for stabilizing organic material against oxidative, thermal and/or light induced degradation.
    Type: Grant
    Filed: October 13, 1988
    Date of Patent: May 22, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Giuseppe Cantatore, Valerio Borzatta
  • Patent number: 4886881
    Abstract: Process for preparing aminotriazines wherein it is not necessary to make any separations before completing the preparation. The process of the invention involves reacting dicyandiamides with trimethylorthoacetate in the presence of a catalyst to form aminotriazines.
    Type: Grant
    Filed: May 12, 1989
    Date of Patent: December 12, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George C. Chiang, Masuo Toji
  • Patent number: 4868187
    Abstract: Nucleoside analogues having a ring-open structure, of general formula: ##STR1## where R and R' may be hydrogen, silyl groups, substituted alkyl groups, benzyl groups and the like, and X is an optionally substituted base such as guanine or adenine, have been shown to exhibit anti-viral and other biological acivities at non-toxic levels.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: September 19, 1989
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Kelvin K. Ogilvie
  • Patent number: 4864055
    Abstract: A compound represented by the following formula: ##STR1## wherein R is a C.sub.3 -C.sub.24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable,R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 alkyl radical, orR and R.sup.1 together with the nitrogen atom can form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable,R.sup.2 and R.sup.3 are hydrogen, a C.sub.1 -C.sub.4 alkyl or acyl radical, orR.sup.2 and R.sup.3 together are a C.sub.1 -C.sub.4 alkylene group,R.sup.4 is hydrogen or a C.sub.1 -C.sub.4 alkyl, acyl, ester, amide or acid group, andn is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R.sup.2 and R.sup.3 are methyl and R.sup.1 and R.sup.4 are hydrogen.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: September 5, 1989
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Robert K. Pinschmidt, Jr., Dale D. Dixon, William F. Burgoyne, Jr.
  • Patent number: 4861879
    Abstract: Substituted [[4-[4-(4-phenyl-1-piperazinyl)phenoxymethyl]-1,3-dioxolan-2-yl]methyl]-1H -imidazoles and 1H-1,2,4-triazoles having antimicrobial properties and being particularly useful in the treatment of vaginal candidosis.
    Type: Grant
    Filed: February 9, 1988
    Date of Patent: August 29, 1989
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Jan Heeres, Raymond A. Stokbroekx, Leo J. J. Backx
  • Patent number: 4847251
    Abstract: The present invention provides pyridazinone derivatives of the general formula: ##STR1## wherein Het is a mono- or bicyclic heterocycle with one or two nitrogen atoms, B-C is a --CHR.sub.1 --CH.sub.2 --, --CR.sub.1 .dbd.CH--, --CHR.sub.1 --O--, --O--CHR.sub.1 --, --CHR.sub.1 --NH-- or --NH--CHR.sub.1 -- group, R.sub.1 being a hydrogen atom or an alkyl radical, and A is an amiono, alkylcarbonylamino, aminocarbonylamino, aminothiocarbonylamino, alkylaminothiocarbonylamino, alkylamionocarbonylamino, N'-cyanoguanidino or N'-cyano-N"-alkylguanidino group, a substituted phenyl ring or heterocycle attached via a nitrogen or sulphur atom, or a mono- or bicyclic substituted heterocycle with 1 to 3 nitrogen atoms, one ring nitrogen atom being directly attached to Het; as well as the physiologically acceptable salts thereof.The present invention also provides processes for the preparation of these pyridazinone drivatives and pharmaceutical compositions containing them for the treatment of heart and circulatory diseases.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: July 11, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Alfred Mertens, Wolfgang Von Der Saal, Bernd Muller-Beckmann, Gisbert Sponer
  • Patent number: 4844730
    Abstract: A plant growth regulating compound of the formula ##STR1## in which R.sup.2 is an optionally substituted nitrogen heterocyclic radical,R.sup.3 is hydrogen, alkyl, cycloalkyl, alkenyl, alkinyl or aralkyl, andR.sup.4 is hydrogen, or if R.sup.3 is not hydrogen R.sup.4 may be hydroxyl or a variety of radicals, orR.sup.3 and R.sup.4 together may form a ring,or an acid adduct thereof.
    Type: Grant
    Filed: July 27, 1988
    Date of Patent: July 4, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Koichi Moriya, Theodor Pfister, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt, Klaus Lurssen
  • Patent number: 4802910
    Abstract: Novel herbicides of the formula ##STR1## in which R.sup.1 represents an organic radical,R.sup.2 represents hydrogen or an organic radical,R.sup.3 represents an organic radical or an amino radical,R.sup.4 represents hydrogen, an organic radical, an ether radical or an amino radical,X represents N or CH,Y and Z each represent N, CH or a substituted C radical, andM is H, a metal ion or an acyl radical, or a strong acid adduct thereof. Some intermediates are also new.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: February 7, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 4803234
    Abstract: Compounds of formula (I) ##STR1## in which R.sub.1 is hydrogen, O.sup.., CN, NO, cyanomethyl, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.12 -alkenyl or C.sub.3 -C.sub.12 -alkynyl subject to the proviso that the carbon atom attached to the nitrogen atom is a primary carbon atom, C.sub.7 -C.sub.12 -aralkyl, C.sub.1 -C.sub.12 -acyl, 2,3-epoxypropyl, OH-monosubstituted C.sub.2 -C.sub.6 -alkyl or 2,3-dihydroxypropyl, R.sub.2 is hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.5 -C.sub.18 -cycloalkyl, C.sub.6 -Chd 18-aryl or C.sub.7 -C.sub.18 -aralkyl, R.sub.3 is C.sub.6 -C.sub.18 -aryl or a group of the formula (II) ##STR2## in which R.sub.1 is as defined above, n is an integer from 1 to 4 and R.sub.4 is an organic or inorganic radical of a valency equal to n are useful for stabilizing organic material against oxidative, thermal and/or light induced degradation.
    Type: Grant
    Filed: January 29, 1987
    Date of Patent: February 7, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Giuseppe Cantatore, Valerio Borzatta
  • Patent number: 4801709
    Abstract: A process for the preparation of a 2-cyanamino-4,6-dialkoxy-1,3,5-triazine of the formula ##STR1## in which R represents alkoxy, comprising reacting 2,4,6-trichloro-1,3,5-triazine with cyanamide under alkaline conditions thereby to produce a 2-cyanamino-4,6-dichloro-1,3,5-triazine of the formula ##STR2## in which R.sup.1 represents an alkali metal ion, reacting the 2-cyanamino-4,6-dichloro-1,3,5-triazine with at least twice the molar amount of an alcoholate of the formulaRMein whichMe is an alkali metal ion, in the presence of a diluent, and then reacting with acid in the presence of water. The end product is a known intermediate for synthesizing herbicides.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: January 31, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Jochem Riebel
  • Patent number: 4798893
    Abstract: A method for the synthesis of the 2-propanone (I) is described starting from alkoxide (II) through the lactone (IV). ##STR1## Excellent control of the location of the substitution on the phenyl ring is achieved and the reaction proceeds in high yield.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: January 17, 1989
    Assignee: McNeilab, Inc.
    Inventors: David A. Cherry, Cynthia A. Maryanoff, John E. Mills, Roy A. Olofson, James D. Rodgers
  • Patent number: 4769060
    Abstract: The invention relates to certain sulfonylurea compounds having an ester group ortho to the sulfonylurea linkage which have been found to be excellent preemergent and postemergent herbicides or plant growth regulators.
    Type: Grant
    Filed: February 18, 1987
    Date of Patent: September 6, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Donald J. Dumas
  • Patent number: RE33853
    Abstract: A pigment paste comprising a pigment and as a pigment dispersing agent, a compound having a basic structure represented by the following formula ##STR1## wherein R.sub.1 represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, and R.sub.2 represents a residue of a diol or polyol, or a mixture of said pigment dispersing agent and an organic solvent, said pigment being dispersed in said pigment dispersing agent or in said mixture.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: March 24, 1992
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Noboru Okoshi, Masatoshi Motomura, Mitsuru Ohtsubo, Takenori Ikeda