Halogen Bonded Directly To Triazine Ring Carbon Patents (Class 544/217)
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Patent number: 4914098Abstract: Substituted N-phenylthioureas, N-phenylisothioureas and N-phenylcarbodiimides of formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, polycyclic alkyl containing a total of 7 to 10 carbon atoms, C.sub.1 -C.sub.12 alkyl which is substituted by 1 to 12 halogen atoms, C.sub.1 -C.sub.4 alkyl which is substituted by one or two C.sub.3 -C.sub.6 cycloalkyl radicals, alkoxyalkyl containing a total of 3 to 10 carbon atoms, C.sub.1 -C.sub.5 alkyl which is substituted by a phenyl radical, C.sub.1 -C.sub.5 alkyl which is substituted by a phenyl radical which is in turn substituted by one or two members selected from the group consisting of halogen, methyl, methoxy and ethoxy; or is C.sub.3 -C.sub.10 -alkenyl or C.sub.3 -C.sub.10 alkynyl, R.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.3 is C.sub.1 -C.sub.4 alkyl, R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl, and R.sub.Type: GrantFiled: August 12, 1987Date of Patent: April 3, 1990Assignee: Ciba-Geigy CorporationInventors: Manfred Boger, Jozef Drabek, Josef Ehrenfreund, Odd Kristiansen
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Patent number: 4797484Abstract: A process for the preparation of a guanidine derivative of the formula ##STR1## in which R.sup.1 represents hydrogen or the radical R.sup.5 --S(O).sub.m --,m represents the numbers zero, 1 or 2 andR.sup.5 represents an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and heteroaryl,R.sup.2 represents a six-membered aromatic heterocyclic structure which contains at least one nitrogen atom and is substituted, andR.sup.8 represents an optionally substituted radical from the series comprising C.sub.1 -C.sub.6 -alkyl, alkenyl, alkinyl, cycloalkyl, phenylalkyl and aryl,which comprises reacting a guanidine derivative of the formula ##STR2## with one or two molar equivalent(s), respectively, of a halogen/sulphur compound of the formulaR.sup.5 --S(O).sub.m --X.sup.1in whichX.sup.1 represents fluorine, chlorine or bromine.The compounds are herbicidally active.Type: GrantFiled: January 16, 1987Date of Patent: January 10, 1989Assignee: Bayer AktiengesellschaftInventors: Koichi Moriya, Theodor Pfister, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt, Klaus Lurssen
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Patent number: 4782083Abstract: Compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: one of R.sub.1 and R.sub.2 is hydrogen or C.sub.1-4 alkyl and the other is C.sub.1-4 alkyl or R.sub.1 and R.sub.2 together are C.sub.2-5 -polymethylene;either R.sub.3 is hydrogen, hydroxy, C.sub.1-6 alkoxy or C.sub.1-7 acyloxy and R.sub.4 is hydrogen or R.sub.3 and R.sub.4 together are a bond;R.sub.5 is hydrogen C.sub.1-6 alkyl optionally substituted by halogen hydroxy, C.sub.1-6 alkoxy, C.sub.1-6 alkoxycarbonyl, carboxy or amino optionally substituted by one or two independent C.sub.1-6 alkyl groups, or C.sub.2-6 alkenyl, amino optionally substituted by a C.sub.1-6 alkyl or C.sub.1-6 alkenyl group or by a C.sub.1-6 alkanoyl group optionally substituted by up to three halo atoms, by a phenyl group optionally substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy or halogen, or aryl or hetroaryl, either being optionally substituted by one or more groups or atoms selected from the class of C.sub.1-6 alkyl, C.sub.Type: GrantFiled: August 29, 1986Date of Patent: November 1, 1988Assignee: Beecham Group P.L.C.Inventors: Frederick Cassidy, Geoffrey Stemp, John M. Evans
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Patent number: 4762550Abstract: This invention relates to novel pyrazolesulfonamides, agricultural compositions thereof and the methods of their use as general and/or selective herbicides and/or plant growth regulants.Type: GrantFiled: August 13, 1987Date of Patent: August 9, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Stephen L. Hartzell
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Patent number: 4740231Abstract: 1-Aryl-5-alkoximinoalkylamino-pyrazoles of the formula ##STR1## in which R represents cyano or nitro, or represents an optionally substituted heterocyclic radical,R.sup.1 represents hydrogen or alkyl,R.sup.2 represents hydrogen or alkyl, or represents optionally substituted aryl,R.sup.3 represents hydrogen, alkyl or alkenyl, or represents in each case optionally substituted aralkyl or aryl andAr represents optionally substituted phenyl or pyridyl,are active as herbicides and plant growth regulants. Compounds of the formula ##STR2## in which R" has the same definition as R other than cyano, are also active and useful as intermediates as well.Type: GrantFiled: May 22, 1986Date of Patent: April 26, 1988Assignee: Bayer AktiengesellschaftInventors: Reinhold Gehring, Otto Schallner, Jorg Stetter, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen
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Patent number: 4734125Abstract: Herbicidally active 5-acylamido-1-aryl-pyrazoles of the formula ##STR1## in which R.sup.1 represents hydrogen, halogen or nitro,R.sup.2 represents hydrogen or alkyl,X represents oxygen or sulphur,Y represents oxygen, sulphur, a sulphinyl group or a sulphonyl group,A represents a straight-chain or branched, optionally substituted alkylene bridge,Ar.sup.1 represents in each case optionally substituted aryl or heteroaryl, andAr.sup.2 represents in each case optionally substituted phenyl or pyridyl.Type: GrantFiled: January 8, 1987Date of Patent: March 29, 1988Assignee: Bayer AktiengesellschaftInventors: Reinhold Gehring, Otto Schallner, Jorg Stetter, Hans-Joachim Santel, Robert R. Schmidt
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Patent number: 4693744Abstract: This invention relates to novel ortho-(azinyl)-benzenesulfonamides, such as N[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-(2-pyridinyl)benzenes ulfonamide, and their use as pre-emergent or post-emergent herbicides or plant growth regulants.Type: GrantFiled: May 2, 1986Date of Patent: September 15, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Rafael Shapiro
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Patent number: 4683228Abstract: A guanidine derivative of the formula I: ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, ring X and D are a variety of radicals defined in the specification and A is a 3-8C alkylene chain which is substituted by a hydroxy radical and into which is optionally inserted, as part of the backbone of the chain, one or two groups selected from oxygen and sulphur atoms and NH and 1-6C N-alkyl radicals; and the pharmaceutically-acceptable acid additions salts thereof. Pharmaceutical compositions and methods of manufacture are also described. The compound of the formula I is a histamine H-2 antagonist and is therefore useful in ulcer therapy.Type: GrantFiled: January 22, 1985Date of Patent: July 28, 1987Assignees: ICI Americas Inc., Imperial Chemical Industries PLCInventors: Karin M. Kirkland, Derrick M. Mant
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Patent number: 4666627Abstract: Novel 4-heterocyclylvinyl-4'-styryl-biphenyls of the formula ##STR1## are described, i which A is an isoxazolyl, oxadiazolyl, pyrimidinyl or triazinyl radical which is unsubstituted or substituted by a non-chromophoric substituent, R.sub.1 is hydrogen or a non-chromophoric substituent and R.sub.2 is hydrogen, halogen, or alkyl; processes for the preparation of these compounds are also described.The novel 4-heterocyclylvinyl-4'-styryl-biphenyls can be used as fluorescent brighteners for high-molecular organic materials, in particular materials of polyamide and polyester, especially for polyester textiles.Type: GrantFiled: July 27, 1984Date of Patent: May 19, 1987Assignee: Ciba-Geigy CorporationInventor: Hans R. Meyer
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Patent number: 4610824Abstract: Antibacterial activity is exhibited by novel compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof.Type: GrantFiled: October 9, 1984Date of Patent: September 9, 1986Assignee: E. R. Squibb & Sons, Inc.Inventor: Uwe D. Truner
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Patent number: 4606754Abstract: This invention relates to novel ortho-(azinyl)benzenesulfonamides, such as N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-(2-pyridinyl)benzene sulfonamide, and their use as pre-emergent or post-emergent herbicides or plant growth regulants.Type: GrantFiled: December 3, 1984Date of Patent: August 19, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Rafael Shapiro
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Patent number: 4494980Abstract: This invention relates to novel ortho-(azinyl)benzenesulfonamides, such as N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-(2-pyridinyl)benzene -sulfonamide, and their use as pre-emergent or post-emergent herbicides or plant growth regulants.Type: GrantFiled: October 28, 1982Date of Patent: January 22, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventor: Rafael Shapiro
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Patent number: 4455424Abstract: The present invention relates to naphthoquinone derivatives of formula I, ##STR1## in which R.sub.1 signifies a halogen atom, a nitro group or an unsubstituted or substituted alkoxy or amino group,R.sub.2 signifies the atoms necessary to form an unsaturated ring system, which ring system has 1 or 2 nuclei and is unsubstituted or substituted,R.sub.3 signifies an unsubstituted or substituted s-triazinyl or pyrimidyl radical, andn is 0, 1 or 2,which compounds are free from sulphonic acid groups are useful as pigments or disperse dyes.Type: GrantFiled: February 24, 1977Date of Patent: June 19, 1984Assignee: Sandoz Ltd.Inventor: Bansi L. Kaul
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Patent number: 4412856Abstract: The novel compounds of the formula I are useful selective herbicides for postemergence application in crops of cereals, maize and rice.In formula I, ##STR1## A is an unsubstituted or substituted amino group, Q is a C.sub.2 -C.sub.6 alkylene bridge, Y is an oxygen or sulfur atom or an unsubstituted or substituted nitrogen atom, and Z is an unsubstituted or substituted phenyl, naphthyl or heterocyclic radical, which phenyl radical, containing the bridge member Y, can additionally carry one to four further substituents.Type: GrantFiled: May 22, 1981Date of Patent: November 1, 1983Assignee: Ciba-Geigy CorporationInventors: Hans-Georg Brunner, Rolf Schurter, Henry Szczepanski
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Patent number: 4407993Abstract: N-(.beta.-aminoethyl)-3-hydroxy-1,1,6,6-tetramethyl-piperidine and certain of its N- and O-substituted derivatives are useful as light stabilizers for polymeric materials, particularly for thermoplastic polymers and automotive finishes. Preferred compounds include the N-, O-diacyl derivatives.Type: GrantFiled: March 15, 1982Date of Patent: October 4, 1983Assignee: Sandoz Ltd.Inventors: Hans Hinsken, Wolfgang Mueller, Hermann Schneider
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Patent number: 4362874Abstract: Quaternary compounds of the formula[(K.sup..sym..sub.m --X--).sub.n R]m.multidot.n.multidot.An.sup..crclbar.whereinK.sup..sym. denotes a cationic organic radical,X denotes a linking member,R denotes the radical of a heterocyclic reactive group,m denotes the numbers 1 or 2,n denotes the numbers 1 or 2 andAn.sup..crclbar. denotes an anion,can be used for increasing the affinity of anionic dyestuffs for natural or synthetic fibre materials containing nitrogen or hydroxyl groups.Type: GrantFiled: June 5, 1980Date of Patent: December 7, 1982Assignee: Bayer AktiengesellschaftInventors: Walter Kalk, Karl H. Schundehutte, Manfred Soll
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Patent number: 4357311Abstract: A method is disclosed for preparing an activated microporous substrate to which antibody may be covalently bonded through trichloro-triazine to yield an activated substrate which is very useful for many immunochemical reactions utilizing a flow-through procedure.Type: GrantFiled: October 3, 1980Date of Patent: November 2, 1982Assignee: Warner-Lambert CompanyInventor: Ernest G. Schutt
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Patent number: 4332939Abstract: A process for the preparation of a fluorinated s-triazine, which comprises reacting a cyanuric halide, which contains at least one halogen other than fluorine, with hydrogen fluoride in the presence of active charcoal.Type: GrantFiled: March 24, 1981Date of Patent: June 1, 1982Assignee: Ciba-Geigy AGInventors: Gottfried Seifert, Sebastian Staubli
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Patent number: 4329458Abstract: The present invention relates to a process for the preparation of 2,4,6-trifluoro-1,3,5-triazine (TFT) from 2,4,6-trichloro-1,3,5-triazine (TCT) or from mixed chlorinated/fluorinated 1,3,5-triazines by fluorination with sodium fluoride in dipolar aprotic solvents.The process is characterized in that TCT or mixed chlorinated/fluorinated 1,3,5-triazines or mixtures thereof are metered into a suspension of sodium fluoride in a dipolar, aprotic solvent, which is warmed to a temperature of between 120.degree. C. and 220.degree. C. and optionally contains a further solvent.Type: GrantFiled: February 26, 1981Date of Patent: May 11, 1982Assignee: Bayer AktiengesellschaftInventors: Erich Klauke, Ernst Kysela, Arnd Stuwe, Alfons Dorlars
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Patent number: 4314844Abstract: This invention relates to novel substituted imidazoles of the formula: ##STR1## wherein R.sup.1 is a trifluoromethyl group, a halogen atom, an unsubstituted aryl group, a substituted aryl group, a heteroaromatic group, or a substituted heteroaromatic group;R.sup.2 and R.sup.3 are selected from a hydrogen atom, a halogen atom and a trifluoromethyl group, provided R.sup.2 and R.sup.3 are not concurrently halogen; andM is a hydrogen atom, an alkali or alkaline earth metal atom, a substituted carbonyl group, or other hydrolytically labile group.These compounds and compositions containing them exhibit herbicidal activity. Fungicidal activity of compounds of the invention is also shown.Type: GrantFiled: January 10, 1980Date of Patent: February 9, 1982Assignee: Rohm and Haas CompanyInventors: Colin Swithenbank, Ted T. Fujimoto
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Patent number: 4284769Abstract: Novel 1,2-diaryl-1,2-dicyano-ethane compounds having the following formula: ##STR1## wherein (1) m, n, p, and q independently are 0 or 1, provided that if m=0, then n=0; and if p=0, then q=0;(2) the groups Y and C, X and D, or both, being capable of forming a heterocyclic ring having 2 to 5 carbon atoms;(3) X, Y, C, and D are independently selected from the group consisting of substituted and unsubstituted alkyl groups having from 1 to about 20 carbon atoms, alkenyl groups having from 2 to about 20 carbon atoms, cycloalkyl groups having from 3 to 6 carbon atoms, and phenyl;(4) if m=0, X may also be chlorine;(5) if p=0, Y may also be chlorine;(6) if m=1, X and D independently may also be hydrogen;(7) if p=1, Y and C independently may also be hydrogen;(8) if m=1 and n=1, A is nitrogen;(9) if m=1 and n=0, A is at least one member selected from the group consisting of oxygen and sulfur;(10) if p=1 and q=1, B is nitrogen;(11) if p=1 and q=0, B is at least one member selected from the group consisting of oxygen andType: GrantFiled: August 1, 1979Date of Patent: August 18, 1981Assignee: Akzona IncorporatedInventors: Willem J. Mijs, Charles H. V. Dusseau, Hermannus J. M. Sinnige
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Patent number: 4229537Abstract: Proteins and non-protein affinity ligands are covalently bonded to trichloro-s-triazine activated supports. The activated support is prepared by reacting a water-free insoluble solid support with trichloro-s-triazine in a non-aqueous medium and neutralizing HCl generated during the reaction with a tertiary amine which does not form an insoluble complex with the trichloro-s-triazine.Type: GrantFiled: February 9, 1978Date of Patent: October 21, 1980Assignee: New York UniversityInventors: Leonard T. Hodgins, Thomas H. Finlay, Alan J. Johnson
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Patent number: 4220765Abstract: A process for the preparation of a 4,6-dihalogeno-triazine of the formula ##STR1## wherein R represents an aryl or aryloxy radical or 5 or 6-membered nitrogen-containing aromatic heterocyclic radical which can be optionally mono or polysubstituted by a C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogeno, nitro, cyano, C.sub.1 -C.sub.4 -carbalkoxy, aryl or aryloxy andHal.sup.1 denotes a halogen atom is described wherein a trihalogenomethyl compound of the formulaR--C (Hal.sup.2).sub.3whereinR has the meaning indicated above andHal.sup.2 represents a halogen atom is reacted with Hal.sup.1 --CN in which Hal.sup.1 has the meaning indicated above at a temperature of 50.degree. to 200.degree. C. in the presence of a Lewis acid. Optionally the process can be conducted in the presence of an inert solvent.Type: GrantFiled: November 30, 1978Date of Patent: September 2, 1980Assignee: Bayer AktiengesellschaftInventor: Kurt Findeisen
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Patent number: 4189323Abstract: This invention relates to a radiation sensitive composition which comprises, as the radiation sensitive compound, an s-triazine corresponding to Formula I ##STR1## wherein X is bromine or chlorine, and m and n are whole numbers from 0 to 3 which, taken together, do not exceed 5, and in which R is a substituted or unsubstituted bi- or polynuclear aromatic or heterocyclic aromatic group which may be partially hydrogenated and which is linked via an unsaturated nuclear carbon atom.Type: GrantFiled: April 24, 1978Date of Patent: February 19, 1980Assignee: Hoechst AktiengesellschaftInventor: Gerhard Buhr
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Patent number: 4180664Abstract: A process for improving the color yield and the wetfastness properties of dyeings produced on cellulose fibre material with anionic dyes, which process comprises treating the cellulose material before, during or after dyeing, with a cationic fibre-reactive compound of the formula ##STR1## wherein B represents a mono- or polynuclear heterocyclic radical,Hal represents a reactive halogen atom,X represents halogen, lower alkoxy, lower alkylthio, phenoxy, phenylthio, ##STR2## or the group of the formula ##STR3## each of W.sub.1 and W.sub.2 independently represents the direct bond, ##STR4## Z represents hydrogen, lower alkyl or hydroxy-lower alkyl, each of Q.sub.1 and Q.sub.2 independently represents an aliphatic or cycloaliphatic radical,each ofR.sub.1, R.sub.2, V.sub.1, V.sub.2, Y.sub.1 and Y.sub.2 independently represents lower alkyl, or lower alkyl or benzyl each of which is substituted by halogen, hydroxy or cyano, or each of the pair of substituents R.sub.1 and R.sub.2 and Y.sub.1 and Y.sub.Type: GrantFiled: June 9, 1977Date of Patent: December 25, 1979Assignee: Ciba-Geigy CorporationInventors: Pierre Perrin, Gert Hegar, Gerald Siegrist, Herbert Seiler, Ulrich Horn
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Patent number: 4161593Abstract: Process for the preparation of triazines containing a mixture of chlorine and fluorine substituents, characterized in that cyanuric chloride is heated with cyanuric fluoride to temperatures from 30.degree.-300.degree. C. in the presence of suitable catalysts.Type: GrantFiled: January 18, 1978Date of Patent: July 17, 1979Assignee: Bayer AktiengesellschaftInventors: Erich Klauke, Ernst Kysela, Alfons Dorlars
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Patent number: 4051134Abstract: Reactive dyestuffs of the formula ##STR1## wherein W, T, T', n, R, R.sub.1, R.sub.2, p and Z have the meaning given in the description, their preparation and their use for dyeing and printing materials containing N and materials containing hydroxyl groups, especially fibre materials. The dyestuffs are particularly suitable as fluorescent dyestuffs for dyeing or printing natural and synthetic polyamides and natural and regenerated cellulose, especially cotton. They combine a high fixing yield with outstanding wet fastness properties.Type: GrantFiled: November 20, 1975Date of Patent: September 27, 1977Assignee: Bayer AktiengesellschaftInventors: Adolf Friedrich, Horst Harnisch, Roderich Raue