Guanamines Patents (Class 544/205)
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Patent number: 5792864Abstract: The present invention relates generally to carboxylated amino-1,3,5-triazines and the preparation thereof via carboxylation of amino-1,3,5-triazines with carbon dioxide and a base. These carboxylated amino-1,3,5-triazines find use, for example, as intermediates in the production of other useful amino-1,3,5-triazine derivatives, and particularly carbamate and isocyanate functional 1,3,5-triazines. The present invention also relates to the preparation of such carbamate and isocyanate functional 1,3,5-triazines.Type: GrantFiled: May 18, 1995Date of Patent: August 11, 1998Assignee: Cytec Technology Corp.Inventors: Lawrence Allen Flood, Ram Baboo Gupta
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Patent number: 5792865Abstract: The present invention relates generally to carboxylated amino-1,3,5-triazines and the preparation thereof via carboxylation of amino-1,3,5-triazines with carbon dioxide and a base. These carboxylated amino-1,3,5-triazines find use, for example, as intermediates in the production of other useful amino-1,3,5-triazine derivatives, and particularly carbamate and isocyanate functional 1,3,5-triazines. The present invention also relates to the preparation of such carbamate and isocyanate functional 1,3,5-triazines.Type: GrantFiled: May 18, 1995Date of Patent: August 11, 1998Assignee: Cytec Technology Corp.Inventors: Lawrence Allen Flood, Ram Baboo Gupta
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Patent number: 5569761Abstract: Process for the preparation of sulfonylureasHerbicidal sulfonylureas of the formula I, ##STR1## in which X is --O--, --0--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, Y is --N-- or CH,R.sup.1 is (substituted) alkyl, (substituted) alkenyl or (substituted) alkynyl, or else, where X.dbd.O, (substituted) phenyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3, R.sup.4 are H, (substituted) alkyl or (substituted) alkoxy, halogen, alkylthio, alkylamino or dialkylamino andR.sup.5, R.sup.Type: GrantFiled: February 7, 1995Date of Patent: October 29, 1996Assignee: Hoechst AktiengesellschaftInventors: Lothar Willms, Stephen Lacchein, Gunter Schlegel, Heinz Kehne
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Patent number: 5470921Abstract: A synthetic polyamide of formula I and its salts ##STR1## in which each R.sub.1 independently is selected from hydrogen, carboxyl, amino or a group of formula .alpha.-A.sub.1 -R.sub.10 (.alpha.)where A, is a bridging group and R.sub.10 is a sterically hindered amine group;each R.sub.2 independently is hydrogen or a group of formula .alpha.A is a bridging group of the formula ##STR2## is 0 or 1; R.sub.3 is hydrogen, C.sub.1-12 alkyl or is a significance of R.sub.10 ;R.sub.5 is hydrogen or C.sub.1-12 alkylR.sub.4 is a significance of R.sub.10 or a group of formula .alpha.; andp is an integer from 5 to 200;with the proviso that the compound of formula I contains 1-400 sterically hindered amine groups.Type: GrantFiled: May 20, 1994Date of Patent: November 28, 1995Assignee: Sandoz Ltd.Inventors: Bansi L. Kaul, Angelos-Elie Vougioukas, Jurgen Goldmann
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Patent number: 5451666Abstract: A water-soluble dye having a reactive group of the Formula (1): ##STR1## wherein: R.sup.1 is H or optionally substituted alkyl;R.sup.2 is H or C.sub.1-4 -alkyl;L is a divalent organic spacer group; andV is vinyl or a group convertible to vinyl on treatment with aqueous alkali.The reactive dyes of the present invention are useful for coloring natural and artificial textile materials containing amino or hydroxyl groups.Type: GrantFiled: June 9, 1993Date of Patent: September 19, 1995Assignee: Zeneca LimitedInventor: Kenneth Anderton
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Patent number: 5418212Abstract: The present invention provides a novel alkanoic acid amide derivative of the formula, ##STR1## (wherein R.sup.1 is a hydrogen atom, an alkyl group or an alkoxyalkoxy group, R.sup.2 is a group of --SO.sub.2 R or a hydroxyl group, R.sup.5 is an alkyl group, R.sup.3 is an alkyl group, a cycloalkyl group, a cycloalkenyl group or a phenyl group, R.sup.4 is a hydrogen atom or an alkyl group, X and Y may be the same or different and are an alkoxy group, an alkylamino group or a dialkylamino group, and Z is a methine group or a nitrogen atom) and its salt, a process for preparing the same and a herbicidal composition containing the same as an effective ingredient.This compound kills annual and perennial weeds grown in paddy fields and upland fields at a small dose, and is safe to a useful crop plant.Type: GrantFiled: April 27, 1993Date of Patent: May 23, 1995Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Takumi Yoshimura, Keiji Toriyabe, Katsumi Masuda, Ryo Hanai
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Patent number: 5414084Abstract: Herbicidal sulfonylureas of the formula I, ##STR1## in which X is --O--, --O--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, Y is --N-- or CH,R.sup.1 is (substituted) alkyl, (substituted) alkenyl or (substituted) alkynyl, or else, where X=O, (substituted) phenyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3, R.sup.4 are H, (substituted) alkyl or (substituted) alkoxy, halogen, alkylthio, alkylamino or dialkylamino andR.sup.5, R.sup.Type: GrantFiled: March 5, 1992Date of Patent: May 9, 1995Assignee: Hoechst AktiengesellschaftInventors: Lothar Willms, Stephen Lachhein, Gunter Schlegel, Heinz Kehne
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Patent number: 5410051Abstract: Disclosed are novel nitrogen containing heterocyclic compounds and novel vinyl terminated polyurethane/polyamide polymers together with the use of both of these compounds in a novel adhesive and coating composition. The nitrogen containing heterocyclic compounds of the invention contain two vinyl-terminated substituents and at least one carbamylmethyl substituent and have a nucleus selected from melamine, oligomers of melamine, benzoguanamine, and oligomers of benzoguanamine, glycoluril and oligomers of glycoluril, cyclohexylguanamine, oligomers of cyclohexylguanamine, acetoguanamine, and oligomers of acetoguanamine. The vinyl terminated polyurethane compounds of the invention have a molecular weight of from about 3000 to about 80000, and contain at least two vinyl end groups.Type: GrantFiled: June 17, 1993Date of Patent: April 25, 1995Assignee: Cytec Technology Corp.Inventors: Peter S. Forgione, William A. Henderson, Balwant Singh, Yuhshi Luh
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Patent number: 5374725Abstract: A compound of formula I or salt thereof can be prepared in a process which comprises reacting a compound of formula II with a compound of formula III: ##STR1## wherein the formulae I-III the radical X is O, ONR.sup.2 or SO.sub.2 NR.sup.2 ; Y is N or CH;R.sup.1 is (subst.) alkyl, (subst.) alkenyl, (subst.) alkynyl, or in case X.dbd.O, also (subst.) phenyl;R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3 -R.sup.6 are defined in claim 1;Z is S or NR.sup.8 ; R.sup.7, R.sup.8 are H, alkyl, (subst.) phenyl or (subst.) benzyl, or, in case Z.dbd.NR.sup.8, R.sup.7 and NR.sup.8 are also a 5- to 7-membered heterocycle.Type: GrantFiled: February 22, 1994Date of Patent: December 20, 1994Assignee: Hoechst AktiengesellschaftInventors: Gunter Schlegel, Hilmar Mildenberger
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Patent number: 5364937Abstract: Compounds of the formula I or salts thereof, ##STR1## in which X is oxygen, --O--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, and Y is N or CH,R.sup.1 is (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl or (C.sub.2 -C.sub.6)alkynyl, which are in each case optionally substituted, or, in the case where X=oxygen, also (subst.) phenyl,R.sup.2 is H, (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl or -alkynyl or (C.sub.3 -C.sub.6) cycloalkyl,R.sup.3 and R.sup.4 are H, (subst.) (C.sub.1 -C.sub.4)alkyl or (subst.) (C.sub.1 -C.sub.4)alkoxy or halogen, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylamino or di[(C.sub.1 -C.sub.4)alkyl]-amino,R.sup.5 is H or (C.sub.1 -C.sub.4)alkyl and R.sup.6 is hydrogen,may be prepared by reacting compounds of the formula II,R.sup.1 --X--R.sup.7 (II)with compounds of the formulae III, IV and VR.sup.8 --OCN (III)SO.sub.2 Cl.sub.2 (IV) ##STR2## where R.sup.7 and R.sup.8 are H, a quarternary ammonium ion or one equivalent of a metal cation.Type: GrantFiled: March 4, 1993Date of Patent: November 15, 1994Assignee: Hoechst AktiengesellschaftInventor: Gunter Schlegel
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Patent number: 5300503Abstract: Insects, and particularly the larvae of Lepidoptera and Coleoptera, are controlled by application of 4,6-diamino-1,2-dihydro-dihydro-1,3,5-trazine derivatives, and agriculturally acceptable salts thereof, having the following structure; ##STR1## when they are admixed with a compatible agricultural vehicle; additionally, certain related novel heterocyclyl, phenyl, and naphthyl triazines and their substituted counterparts are also taught.Type: GrantFiled: November 1, 1991Date of Patent: April 5, 1994Assignee: FMC CorporationInventors: Clinton J. Peake, Thomas G. Cullen, Albert C. Lew
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Patent number: 5288865Abstract: This invention provides a process for preparing amide derivatives of acids by the reaction of haloaminotriazines and acid halides.This invention also provides a process for preparing isocyanates and isocyanate adducts from amide derivatives derived from haloaminotriazines and acid halides such as oxalyl chloride, phosgene and phosgene analogs.Melamine derived acid amides are prepared by reaction of trichloro and hexachloromelamines with chloroformates and acid chlorides. The by-product chlorine may be recycled in this process.Amides, carbamates, sulfonamides, phosphoramides, and related amide derivatives may be prepared by the novel processes of the invention.Type: GrantFiled: October 30, 1992Date of Patent: February 22, 1994Assignee: American Cyanamid CompanyInventor: Ram B. Gupta
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Patent number: 5276130Abstract: According to the present invention, a .beta.-dicarbonyl functionality, an .alpha.,.beta.-unsaturation functionality, or a vinylogous amide functionality is incorporated into an aminoplast resin or an aminoplast resin precursor.Type: GrantFiled: October 30, 1991Date of Patent: January 4, 1994Assignee: BASF CorporationInventors: Christopher J. Bradford, Adriana E. Ticu, Richard E. De Schepper
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Patent number: 5258514Abstract: 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: GrantFiled: May 14, 1992Date of Patent: November 2, 1993Assignee: American Cyanamid CompanyInventor: Girish G. Parekh
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Patent number: 5258513Abstract: New substituted cyclopropylamino-1,3,5-triazines having the formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.3 -alkyl, C.sub.3 -C.sub.5 -cycloalkyl or C.sub.1 -C.sub.3 -alkyl-C.sub.3 -C.sub.5 -cycloalkylR.sub.2 is bis(2-hydroxyethyl)amino, 3-hydroxy-1-azetidinyl, 3-methoxy-1-azetidinyl, 3-oxo-1-azetidinyl, morpholino, 4-hydroxypiperidino, thiomorpholino, thiomorpholino S-oxide, thiomorpholino S,S-dioxide, 3-thiazolidinyl, 3-thiazolidinyl S-oxide, 3-thiazolidinyl S,S-dioxide or 8-oxa-3-azabicyclo[3,2,1]oct-3-yl. Processes for the preparation thereof and pharmaceutical composition containing them are also given. The compounds are useful for the treatment of disorders associated with Alzheimer's disease, senile dementia, Alzheimer's type and with any evolutive cognitive pathology, and also for the treatment of depression, anxiety, mood disturbances, inflammatory phenomena and asthma.Type: GrantFiled: July 20, 1992Date of Patent: November 2, 1993Assignee: UCB S.A.Inventors: Berend Jan Van Keulen, Solo Goldstein, Eric Cossement, Jean Gobert, Ernst Wulfert
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Patent number: 5250685Abstract: A process for the preparation of an S-alkyl-isothioureidoazine of the formula ##STR1## in which R is alkyl,X and Y each independently is selected from the group consisting of hydrogen, halogen, and alkyl, halogenoalkyl, alkoxyalkyl, halogenoalkoxy, alkoxy, alkylthio, halogenoalkylthio, alkylamino or dialkylamino, each of which is optionally substitued, andZ is nitrogen or CHwhich comprises in a first step reacting an thioureidoazine of the formula ##STR2## with a dialkyl sulphate of the formulaRO--SO.sub.2 --ORat a temperature between about 20.degree. C. and 150.degree. C., thereby to form an adduct of the formula ##STR3## and in a second step reacting the adduct with an acid acceptor in the presence of an aprotic polar diluent at a temperature between about 0.degree. C. and 50.degree. C.Type: GrantFiled: September 21, 1992Date of Patent: October 5, 1993Assignee: Bayer AktiengesellschaftInventor: Hans-Jochem Riebel
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Patent number: 5211740Abstract: Herbicidal aminoguanidinoazines of the formula ##STR1## in which R.sup.1 stands for an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and hetaryl,R.sup.2 stands for hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxyalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,X stands for nitrogen or a --CH group,Y stands for nitrogen or a --CR.sup.3 group whereR.sup.3 stands for hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl, andZ stands for nitrogen or a --CR.sup.4 group whereR.sup.Type: GrantFiled: February 24, 1992Date of Patent: May 18, 1993Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 5120843Abstract: 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: GrantFiled: October 23, 1989Date of Patent: June 9, 1992Assignee: UpjohnInventors: John M. McCall, Donald E. Ayer, E. Jon Jacobsen, Frederick J. VanDoornik, John R. Palmer
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Patent number: 5098465Abstract: 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: GrantFiled: October 1, 1990Date of Patent: March 24, 1992Assignee: Shering AktiengesellschaftInventors: Gabriele Kruger, Christoph Harde, Nikolaus Heinrich, Anita Kruger, Erhard Nordhoff, Gerhard Tarara, Peter Wegner, Clemens Kotter, Gerhard Johann, Richard Rees, Graham P. Jones
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Patent number: 5095021Abstract: Phenylalkylamines of the formula ##STR1## where n is 5, 6, 7, 8 or 9, m is 1, 2 or 3, R.sup.1 is methyl, halogen, substituted or unsubstituted aryl or substituted or unsubstituted phenoxy, and, when m is 2, two adjacent radicals R.sup.1 together denote the radical ##STR2## X is oxygen, except when R.sup.1 is methyl, or the radical ##STR3## R.sup.4 is isopropyl, tert-butyl or substituted or unsubstituted phenyl and R.sup.5 is H or OH, R.sup.2 and R.sup.3 are each hydrogen and, when X is oxygen, R.sup.2 and R.sup.3 additionally denote methyl or ethyl, and their plant-tolerated salts, and fungicides containing these compounds.Type: GrantFiled: April 29, 1991Date of Patent: March 10, 1992Assignee: BASF AktiengesellschaftInventors: Matthias Zipplies, Ernst Buschmann, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5093462Abstract: Hydroxy functional epoxidized amino resins comprising glycidamide groups. The polyglycidamides are produced from alkoxymethyl amino resins by reaction with acrylamide, followed by reaction with a polyol to introduce hydroxy functionality and then the unsaturated groups of the hydroxyfunctional acrylamidomethyl amino resins are epoxidized with an epoxidation agent such as hydrogen peroxide. The polyglycidamides are formulated with epoxy reactants to provide curable epoxy systems.Type: GrantFiled: May 27, 1988Date of Patent: March 3, 1992Assignee: Monsanto CompanyInventor: William F. Pfohl
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Patent number: 5089617Abstract: Novel beta-hydroxyalkylcarbamylmethyl aminotriazines function in self-condensation and as cross-linkers for amino resins and also compounds containing active hydrogen groups. The compositions cure to coatings with excellent properties, and they can be used as binders for fillers such as insulating glass and foundry sand.Type: GrantFiled: November 13, 1987Date of Patent: February 18, 1992Assignee: American Cyanamid CompanyInventors: Peter S. Forgione, Balwant Singh
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Patent number: 5003066Abstract: The polyglycidamides are epoxy derivatives of cyclic ureas such as glycouril and aminotriazines such as melamine and guanamines. They are prepared from cyclic ureas and aminotriazines by methylolating with formaldehyde, etherifying with an alcohol, transetheramidizing with acrylamide and epoxidizing with hydrogen peroxide. They are used with polyamines and other epoxy reactive oligomers to provide crosslinkable coating systems which posses solvent, chemical and water resistance and UV stability.Type: GrantFiled: March 29, 1989Date of Patent: March 26, 1991Assignee: Monsanto CompanyInventor: William F. Pfohl
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Patent number: 4992549Abstract: Aminotriazines of the formula ##STR1## wherein E is nitrogen,Z is oxygen or sulfur,R.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenyl or C.sub.1 -C.sub.4 -alkoxy,R.sup.4 is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.2 -C.sub.4 -alkoxyalkoxy, cyclopropyl, -NH.sub.2, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, or a saturated 5- to 7-membered nitrogen heterocycle bound by way of the nitrogen atom and selected from pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine and hexamethyleneimine,R.sup.5 is cyano, --CZ--R.sup.Type: GrantFiled: December 15, 1989Date of Patent: February 12, 1991Assignee: Ciba-Geigy CorporationInventor: Werner Topfl
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Patent number: 4980469Abstract: 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: GrantFiled: August 30, 1989Date of Patent: December 25, 1990Assignee: Bayer AktiengesellschaftInventors: Hans-Jochem Riebel, Klaus-Helmut Muller
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Patent number: 4968796Abstract: Disclosed is a process for the preparation of a sulphonylisothiourea of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, X, Y, and Z are as defined herein, which comprises reacting a sulphonic acid amide of the formulaR.sup.1 --SO.sub.2 --NH.sub.2, (II)or a metal salt thereof, with an N-heteroaryl-iminodithiocarbonic acid S,S-diester of the formula ##STR2## at a temperature between about 20.degree. C. and 200.degree. C. Intermediates and a process for their preparation are also disclosed.Type: GrantFiled: August 17, 1989Date of Patent: November 6, 1990Assignee: Bayer AktiengesellschaftInventor: Hans-Jochem Riebel
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Patent number: 4874420Abstract: Herbicidal substituted triazines of the formula ##STR1## in which A.sup.1 represents optionally branched and optionally aryl-substituted alkanediyl,A.sup.2 represents optionally branched alkanediyl,Q represents oxygen, sulphur, NH or N-alkyl,R.sup.1 represents hydrogen, hydroxyl, nitro, cyano, cyanoamino, azido, halogen, alkoxy, alkylthio (which is optionally substituted by halogen or cyano), alkyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, amino, alkylamino or dialkylamino,R.sup.2 represents hydrogen, alkyl, alkenyl or alkinyl,R.sup.3 represents optionally substituted aryl or heteroaryl,R.sup.4 represents hydrogen, alkyl, alkenyl or alkinyl andR.sup.5 represents hydrogen or alkyl.Type: GrantFiled: July 15, 1988Date of Patent: October 17, 1989Assignee: Bayer AktiengesellschaftInventors: Heinz-Jurgen Wroblowsky, Joachim Kluth, Klaus-Gunther Tietjen, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 4802910Abstract: 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: GrantFiled: January 20, 1987Date of Patent: February 7, 1989Assignee: Bayer AktiengesellschaftInventors: Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt
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Patent number: 4718937Abstract: The compounds of the general formula (I) ##STR1## in which X denotes O or --SO.sub.2 --, Y denotes CH or N, R.sub.1 denotes alkyl, alkenyl or (C.sub.2 -C.sub.6)-alkinyl which are optionally substituted, R.sub.2 denotes alkyl, alkenyl, alkinyl or cyclohexyl, R.sub.3 and R.sub.4 denote H or alkyl, and R.sub.5 and R.sub.6 denote H, (substituted) alkyl, (substituted) alkoxy, halogen, alkylthio, monoalkylamino or dialkylamino, and also salts thereof, possess advantageous herbicidal properties against monocotyledonous and dicotyledonous weeds and are suitable for selective use in large-scale crops. In addition, they possess a good plant growth-regulating action.Type: GrantFiled: April 9, 1986Date of Patent: January 12, 1988Assignee: Hoechst AktiengesellschaftInventors: Lothar Willms, Hilmar Mildenberger, Klaus Bauer, Helmut Burstell
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Patent number: 4695632Abstract: Quaternary compounds of the formula ##STR1## wherein K.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.crclbar. denotes an anion,can be used for increasing the affinity of anionic dyestuffs for natural or synthetic fiber materials containing nitrogen or hydroxyl groups.Type: GrantFiled: February 23, 1979Date of Patent: September 22, 1987Assignee: Bayer AktiengesellschaftInventors: Walter Kalk, Karl H. Schundehutte, Manfred Soll
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Patent number: 4680053Abstract: Alkenylsulfonylureas have been found to be effective as herbicides and plant growth regulants.Type: GrantFiled: July 13, 1984Date of Patent: July 14, 1987Assignee: E.I. Du Pont de Nemours and CompanyInventors: George Levitt, William T. Zimmerman
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Patent number: 4668785Abstract: N,N',N"-tris-(2-hydroxyethyl)-melamine, if required, as a mixture with N-mono- and N,N'-bis-(2-hydroxyethyl)-melamine, is prepared by reacting melamine with ethanolamine in the presence of an acidic catalyst by a method in which the reaction is carried out at from 120.degree. to 250.degree. C. using an excess of ethanolamine, and the molar ratio of free ethanolamine to the sum of free and converted melamine is not permitted to fall below 4:1 during the entire reaction time, and the stated (2-hydroxyethyl)-melamines are used as modifiers in the prepartion of aminoplast resins which are suitable for laminating surfaces.Type: GrantFiled: June 13, 1985Date of Patent: May 26, 1987Assignee: BASF AktiengesellschaftInventors: Klaus Ebel, Wolfgang Reuther, Wolfram Weiss, Ludwig Lelgemann
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Patent number: 4658009Abstract: Disclosed is a 2-substituted-4,6-diamino-s-triazine/isocyanuric acid adduct represented by the following formula: ##STR1## wherein R stands for an alkyl group having 2 to 20 carbon atoms, an unsubstituted or cyano group-substituted aryl group, or a group of the formula R.sup.1 --CH.sub.2 CH.sub.2 -- in which R.sup.1 stands for an alkoxy group having up to 20 carbon atoms, an acyloxy group, an amino group, an N-substituted amino group, a benzotriazolyl group or a 2-alkylimidazolyl-(4)-dithiocarbonyl group, or by the following formula: ##STR2## wherein R.sup.2 stands for an alkylene group which may have an intervening imino or phenylene group.When this adduct is used for curing a polyepoxy resin, a cured product having good heat resistance, insulating property and adhesion and an excellent migration-preventing effect is formed.Type: GrantFiled: March 13, 1986Date of Patent: April 14, 1987Assignee: Shikoku Chemicals CorporationInventors: Kazuo Kamagata, Toshiaki Yamada, Natsuo Sawa
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Patent number: 4657908Abstract: The invention relates to carbonyl derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention where is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 and R.sup.2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R.sup.1 and R.sup.2 is halogen substituted, or R.sup.2 is hydrogen and R.sup.1 is R.sup.5 -E-W in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyls, E is O, S, SO, SO.sub.2 or NR.sup.6 in which R.sup.6 is H or 1-6C alkyl, R.sup.5 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R.sup.5 and R.sup.6 are joined to form a pyrrolidine, piperidine, morpholine, piperazine or N-methylpiperazine ring, or R.sup.2 is H and R.sup.Type: GrantFiled: February 12, 1985Date of Patent: April 14, 1987Assignees: ICI Americas, Inc., Imperial Chemical Industries PLCInventors: Tobias O. Yellin, David J. Gilman, Philip N. Edwards, Michael S. Large, Derrick F. Jones, Keith Oldham
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Patent number: 4596868Abstract: 2-Vinyl-4,6-diamino-s-triazine is synthesized in a high yield by reacting 2-(2'-methylimidazolyl-(1'))-ethyl-4,6-diamino-s-triazine with epichlorohydrin. The reaction may be carried out in an aqueous medium in the presence of a catalytic amount of a polymerization inhibitor.Type: GrantFiled: August 23, 1985Date of Patent: June 24, 1986Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Takeshi Masuda
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Patent number: 4587337Abstract: The present invention relates to a process for the preparation of 2-amino-s-triazines in three stages. In the first stage nitriles, alcohols and hydrogen chloride are reacted to form the corresponding imido-ester hydrochlorides. In the second stage, the imido-ester hydrochlorides are reacted with cyanamide in the aqueous phase to form the N-cyanimido-esters, which comprises carrying out the first stage in the presence of acetic acid esters and the second stage in an aqueous solution which has been brought to a pH value of 5-8 by addition of bases, and reacting the N-cyanimido-esters with O-alkylisourea, S-alkylisothiourea, guanidine or amidine salts in the presence of a base in the third stage. The 2-amino-s-triazines can be prepared in a high purity and with good yields in this manner.Type: GrantFiled: March 25, 1985Date of Patent: May 6, 1986Assignee: SKW Trostberg AktiengesellschaftInventors: Stefan Weiss, Helmut Krommer
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Patent number: 4579946Abstract: Disclosed is a process for the synthesis of 2-vinyl-4,6-diamino-S-triazine having the following structural formula: ##STR1## which comprises heating an imidazolyl-S-triazine compound represented by the following general formula: ##STR2## wherein R.sub.1 stands for a hydrogen atom, a methyl group or an ethyl group, and R.sub.2 stands for a hydrogen atom or a methyl group, or an isocyanuric acid-addition product thereof under reduced pressure in the presence of a polymerization inhibitor.According to this process, 2-vinyl-4,6-diamino-S-triazine can be manufactured at a low cost on an industrial scale.Type: GrantFiled: January 10, 1985Date of Patent: April 1, 1986Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Takeshi Masuda
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Patent number: 4528027Abstract: Certain tri-substituted s-triazines, in which one substituent is an acylthioamino moiety, and their use for controlling growth of plants.Type: GrantFiled: May 24, 1984Date of Patent: July 9, 1985Assignee: Shell Oil CompanyInventors: William W. John, Kurt H. Pilgram, Mae E. F. Martin
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Patent number: 4496564Abstract: The invention relates to amide derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention there is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 is a hydrogen or 1-10C alkyl, 3-8C cycloalkyl, 4-14C cycloalkylalkyl, 3-6C alkenyl, 3-6C alkynyl, 1-6C alkanoyl, 6-10C aryl, 7-11C aralkyl or 7-11C aroyl, the aryl, aralkyl and aroyl radical being optionally substituted; ring X is a heterocyclic ring as defined in the specification; A is phenylene or 5-7C cycloalkylene, or a 1-8C alkylene into which is optionally inserted one or two groups; D is O or S; and R.sup.2 and R.sup.3 are hydrogen or a variety of radicals described in the specification: and the pharmaceutically-acceptable acid-addition salts thereof. Manufacturing processes and pharmaceutical compositions are also described.Type: GrantFiled: March 1, 1982Date of Patent: January 29, 1985Assignees: ICI Americas Inc., Imperial Chemical Industries PLCInventors: Tobias O. Yellin, David J. Gilman
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Patent number: 4460769Abstract: Vulcanizable rubber compositions are described which are inhibited from premature vulcanization by thio-substituted-1,3,5-triazine-diamine or -triamine.Type: GrantFiled: February 3, 1983Date of Patent: July 17, 1984Assignee: Monsanto CompanyInventor: Eiichi Morita
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Patent number: 4440565Abstract: Compounds of the formula ##STR1## wherein R.sub.1 denotes an aliphatic radical which is optionally substituted by halogen and/or interrupted by oxygen, R.sub.2 and R.sub.3 denote H or alkyl, X denotes oxygen or sulfur, m denotes 0 or 1, and R.sub.4 denotes an optionally substituted six-membered heterocyclic ring having 2-3 N atoms, are effective herbicides and growth regulators.Type: GrantFiled: March 22, 1982Date of Patent: April 3, 1984Assignee: Hoechst AktiengesellschaftInventors: Lothar Willms, Hilmar Mildenberger, Dieter Gunther, Klaus Bauer, Helmut Burstell, Hermann Bieringer
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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: 4393207Abstract: Alkoxyalkylaminotriazine trans-etherification products are obtained by reacting an alkoxyalkylaminotriazine of the general formula ##STR1## where X is hydrogen, alkyl, phenyl, alkylphenyl or ##STR2## A and B are hydrogen, alkyl, alkenyl or ##STR3## and R and R' are hydrogen or alkyl, with from 0.1 to 6 moles, per mole of alkoxyalkylaminotriazine, of a .beta.-hydroxyaldehyde of the general formula ##STR4## where R", R"' and R"" are identical or different and each is hydrogen or alkyl or R"' and R"" together with the .alpha.-carbon atom form a cyclopentane or cyclohexane ring, and R"' and/or R"" can also be hydroxyalkyl and R"" can also be phenyl, in the presence of an acidic catalyst, and removing the alcohol resulting from the trans-etherification. The alkoxyalkylaminotriazine trans-etherification products may be used in baking finishes and acid-hardening surface coatings.Type: GrantFiled: July 1, 1981Date of Patent: July 12, 1983Assignee: BASF AktiengesellschaftInventors: Rainer Hummerich, Wolfram Weiss, Franz Merger, Guenther Immel, Hans-Joachim Kraus, Karl-Clemens Peters
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Patent number: 4384102Abstract: Compounds having both s-triazine units and epoxide groups present are prepared by reacting an epoxide containing an isocyanate-reactive group with a triisocyanate corresponding to the formula: ##STR1## in which X is as defined herein. These reactants are used in quantities such that the equivalent ratio of isocyanate groups to isocyanate-reactive groups is maintained at less than or equal to 1 to 1. The compounds thus produced are particularly useful as reactive cross-linkers in the production of polyurethanes and polyepoxides.Type: GrantFiled: January 4, 1982Date of Patent: May 17, 1983Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Gerhard Grogler, Richard Kopp
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Patent number: 4356304Abstract: A process for synthesizing oxyalkylated polyamino-1,3,5-triazines involves reacting a hydroxyalkyl (C.sub.2 -C.sub.12) or hydroxyaryl polyamino-1,3,5-triazine with an alkylene oxide at an elevated temperature.Type: GrantFiled: July 22, 1981Date of Patent: October 26, 1982Assignee: American Cyanamid CompanyInventors: Jeno G. Szita, Roland R. DiLeone
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Patent number: 4352930Abstract: The following new compounds, useful in flame retardant compositions for cotton, are disclosed in the invention:2,4-diamino-6-carbamoylmethyl-1,3,5-triazine (Ib),2,4-diamino-6-(dibromocyanomethyl)-1,3,5-triazine (IIa),2,4-diamino-6-(dibromocarbamoylmethyl)-1,3,5-triazine (IIb),2,4-diamino-6-(3,5-dibromo-4'-aminophenyl)-1,3,5-triazine (IIc),ethyl N-(2,4,6-tribromophenyl)glycinate (IV),N-(2,4,6-tribromophenyl)glycinamide (V),2,4-bis[di(hydroxymethyl)amino]-6-(3,5-dibromo-4'-amino-phenyl)-1,3,5-triaz ine (III),2,4-diamino-6-(2',4',6'-tribromoanilinomethyl)-1,3,5-triazine (Id), and2,4-bis[di(hydroxymethyl)amino]-6-(2',4',6'-tribromoanilinomethyl)-1,3,5-tr iazine (VI).Type: GrantFiled: June 24, 1981Date of Patent: October 5, 1982Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Leon H. Chance
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Patent number: 4312988Abstract: The amount of isomelamine impurities formed in the reaction of melamine and an alkanolamine may be reduced by using isopropanolamine as the alkanolamine.Type: GrantFiled: November 10, 1980Date of Patent: January 26, 1982Assignee: American Cyanamid CompanyInventors: William Jacobs, III, James C. Goebel
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Patent number: 4291162Abstract: New compounds of formula ##STR1## where R.sup.1 represents --NR.sup.2 R.sup.3, an alkyl group, a mononuclear aryl group, a phenylalkylene group, or a group of formula ##STR2## R.sup.2 and R.sup.3 each represent --H, --CHR.sup.4 OR.sup.5, --CHR.sup.4 --S--R.sup.6 --COOQ, or ##STR3## R.sup.2 and R.sup.3 in formulae I and III being such that at most one represents a group of formula III and at least two each represent a group --CHR.sup.4 --S--R.sup.6 --COOQ,R.sup.4 and R.sup.5 represent --H or alkyl groups,R.sup.6 is an alkylene group, optionally substituted by a carboxyl group,at least two Q in formula I represent --H and the remainder may alternatively represent alkyl groups,m is 1, 2, or 3, andn is zero or 1,e.g., hexakis(N-2-carboxyethylthiomethyl)melamine, a tris(N-2-carboxyethylthiomethyl)tris(N-2-(butoxymethyl)melamine, or tetrakis(N-2-carboxyethylthiomethyl)acetoguanamine,are useful as curing agents for epoxide resins.Type: GrantFiled: July 15, 1980Date of Patent: September 22, 1981Assignee: Ciba-Geigy CorporationInventor: Derek J. R. Massy
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Patent number: 4287338Abstract: The present invention provides novel substituted sulfooxy-pyrimidinium, -pyridinium, and -triazinium hydroxide inner salts. These compounds are useful for the treatment of hypertension and peripheral vascular diseases. They are formed by reacting the corresponding aminopyrimidine, aminotriazine, and aminopyridine N-oxides with a latent sulfate source such as pyridinium-sulfur trioxide complex, triethylamine-sulfur trioxide complex, chlorosulfonic acid or chlorosulfuryl chloride.Type: GrantFiled: March 10, 1980Date of Patent: September 1, 1981Assignee: The Upjohn CompanyInventor: John M. McCall
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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