Nitrogen Attached Directly Or Indirectly To A Morpholine Ring By Nonionic Bonding Patents (Class 544/86)
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Patent number: 4556649Abstract: Insecticidally active novel substituted malonic acid diamide insecticides of the formula ##STR1## wherein R.sup.1 represents aryl or heteroaryl, each of which can optionally be substituted,R.sup.2 represents hydrogen or trialkylsilyl, and represents alkyl, cycloalkyl, alkenyl, alkinyl, aralkyl, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl, aryloxycarbonyl, alkylsulphenyl, arylsulphenyl, alkylsulphonyl, arylsulphonyl, alkylaminosulphonyl, dialkylaminosulphonyl, arylaminosulphonyl or arylalkylaminosulphonyl, each of which can optionally be substituted, and represents radicals of the formula--CO--NR.sup.5 R.sup.6whereinR.sup.5 and R.sup.6 independently of one another represent hydrogen, alkyl, cycloalkyl, aryl, alkylaminocarbonyl, arylaminocarbonyl, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl, aryloxycarbonyl, alkylsulphonyl or arylsulphonyl, it being possible for these radicals to be optionally substituted,R.sup.3 represents hydrogen or the radical R.sup.4,R.sup.7 and R.sup.Type: GrantFiled: December 21, 1984Date of Patent: December 3, 1985Assignee: Bayer AktiengesellschaftInventors: Herbert Salzburg, Rudolf Fauss, Kurt Findeisen, Bernhard Homeyer
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Patent number: 4537960Abstract: N- and O-substituted carbamates are prepared by reacting urea with an aminopropanol at 140.degree. C. or above. The compounds obtained by the novel process are useful starting materials for the preparation of textile finishing agents, stabilizers, plasticizers, dyes and crop protection agents.Type: GrantFiled: September 2, 1983Date of Patent: August 27, 1985Assignee: BASF AktiengesellschaftInventors: Franz Merger, Gerhard Nestler, Friedrich Towae
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Patent number: 4533499Abstract: A process for the production of a compound of formula ##STR1## which comprises reacting a compound of formula ##STR2## or a mixture of the compounds (2a) and (2b) with a compound ZH or a compound of formula ##STR3## or a mixture of the compounds (2c) and (2d) with a compound YH, both reactions under acidic conditions, wherein X and Y are the same or different and each represents an aromatic carbocyclic radical having an unsubstituted or substituted amino group in the para position to the indicated bond, or a heterocyclic group, and Z represents an aryl radical of formula ##STR4## wherein R.sub.1 and R.sub.2 independently of one another represent hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.8 -alkoxyalkyl, cycloalkyl, aralkyl, aryl, or substituted alkyl, cycloalkyl, aralkyl or aryl, or R.sub.1 and R.sub.Type: GrantFiled: April 6, 1984Date of Patent: August 6, 1985Assignee: Ciba-Geigy CorporationInventors: Malcolm C. Clark, John B. Henshall, Derrick A. Hart
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Patent number: 4500662Abstract: Polysubstituted .alpha.-aminoacetamides of the formula ##STR1## wherein R.sup.1 is tert-alkyl; R.sup.4 is alkyl, phenyl, substituted phenyl, cycloalkyl, piperidinyl, tetraalkylpiperidinyl or an alkylene (.alpha.-aminoacetamide). These compounds are prepared by first reacting an .alpha.-haloacetamide with a base to form an .alpha.-lactam intermediate which in turn is reacted with a primary amine. The compounds are useful as stabilizers of polymeric materials against ultraviolet light degradation.Type: GrantFiled: September 29, 1982Date of Patent: February 19, 1985Assignee: The B. F. Goodrich CompanyInventor: John T. Lai
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Patent number: 4473694Abstract: Process for the synthesis of hindered polysubstituted .alpha.-amino acetamides which comprises first reacting an .alpha.-haloacetamide with a base to form an intermediate .alpha.-lactam which in turn is reacted with a primary or secondary amine. The product thus obtained can comprise a multifunctional compound having one or more hindered amino moieties. These compounds are highly effective as UV stabilizers in a variety of plastics, especially the alpha monoolefins.Type: GrantFiled: September 29, 1982Date of Patent: September 25, 1984Assignee: The B. F. Goodrich CompanyInventor: John T. Lai
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Patent number: 4447428Abstract: Prostanoid compounds are described having the formula: ##STR1## where A is a cyclopentane ring, which is substituted by oxo and/or hydroxy or etherified hydroxy and may be saturated or unsaturated; X is --CH.dbd.CH--or --(CH.sub.2).sub.2 --; R is alkyl having a terminal --COOH or ester group; and Y is amino or substituted amino, particularly heterocyclic amino.The compounds have bronchodilator activity and/or inhibit blood platelet aggregation.The preparation and pharmaceutical formulation of the compounds is also described.Type: GrantFiled: July 15, 1983Date of Patent: May 8, 1984Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Harry Finch, Roger F. Newton
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Patent number: 4438112Abstract: Prostanoids are described of the formulae ##STR1## (and the salts thereof) in which: X is cis or trans --CH.dbd.CH-- or CH.sub.2 CH.sub.2 --;R.sup.1 is C.sub.1-7 alkyl terminated by --COOR.sup.10 where R.sup.10 is H, C.sub.1-6 alkyl or aralkyl;Y is a saturated heterocyclic amino group; andR.sup.4 is aralkyl (in which the aryl portion is substituted by alkylthio, alkylsulphinyl, alkylsulphonyl, alkanoylamino, aroylamino, phenalkyl, aminosulphonyl, alkanoylaminosulphonyl, phenylsulphonyl, nitro, tetrazolyl, substituted phenyl or thienyl).These compounds inhibit blood platelet aggregation and have bronchodilatory action, and may be formulated for use as anti-asthmatics and antithrombotic agents.Type: GrantFiled: September 17, 1982Date of Patent: March 20, 1984Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, John Bradshaw
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Patent number: 4414211Abstract: 5-Membered, 6-membered and 7-membered heterocyclic derivatives of guanidine having hypoglycemic activity.Type: GrantFiled: March 14, 1980Date of Patent: November 8, 1983Assignee: McNeilab, Inc.Inventor: Chris R. Rasmussen
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Patent number: 4409213Abstract: Prostanoid compounds are described having the formula: ##STR1## where A is a cyclopentane ring, which is substituted by oxo and/or hydroxy or etherified hydroxy and may be saturated or unsaturated; X is --CH.dbd.CH-- or --(CH.sub.2).sub.2 --; R is alkyl having a terminal --COOH or ester group; and Y is amino or substituted amino, particularly heterocyclic amino.The compounds have bronchodilator activity and/or inhibit blood platelet aggregation.The preparation and pharmaceutical formulation of the compounds is also described.Type: GrantFiled: November 10, 1982Date of Patent: October 11, 1983Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Harry Finch, Roger F. Newton, Christopher J. Wallis
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Patent number: 4374271Abstract: N-Amino substituted aniline and 1,3-phenylenediamine compounds having 1 or 2 nitro groups on the aromatic ring. The compounds are useful as herbicides and as intermediates for preparing herbicides.Type: GrantFiled: April 4, 1979Date of Patent: February 15, 1983Assignee: United States Borax & Chemical CorporationInventors: Don L. Hunter, William G. Woods, James D. Stone, Cecil W. LeFevre
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Patent number: 4374244Abstract: Quaternary ammonium polymers having formula ##STR1## wherein R' and R" may be the same or different alkyl groups of from 1 to 18 carbon atoms, optionally substituted by from 1 to 2 hydroxyl groups or, when taken together, with N form a saturated or unsaturated ring of from 5 to 7 atoms, or when taken together with N and an oxygen atom form the N-morpholino group; wherein Z is --CH.sub.2 CH.dbd.CHCH.sub.2 -- when Z' is --CH.sub.2 CHOHCH.sub.2 -- or Z is --CH.sub.2 CHOHCH.sub.2 -- when Z' is --CH.sub.2 CH.dbd.CHCH.sub.2 --; wherein X is a halogen of atomic weight greater than 30; wherein Y and Y' may be either the same or different and may be either X or -NR'R"; and wherein n is an integer of from 2 to 20.Type: GrantFiled: November 17, 1980Date of Patent: February 15, 1983Assignee: Kewanee Industries, Inc.Inventors: Harold A. Green, John J. Merianos, Alfonso N. Petrocci
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Patent number: 4342756Abstract: Compounds are described of the formula ##STR1## (and their salts and solvates) in which: X is cis or trans --CH.dbd.CH--;R.sup.1 is C.sub.1-7 alkyl terminated by --COOR.sup.3 where R.sup.3 is H, C.sub.1-6 alkyl or C.sub.7-10 aralkyl;Y is a saturated heterocyclic amino group having 5-8 ring members; andR.sup.2 is C.sub.2-4 alkanoyl, C.sub.3-6 alkenyl (optionally substituted), C.sub.1-12 alkyl, or substituted or unsubstituted phenylalkyl, biphenylalkyl or naphthylalkyl.These compounds inhibit blood platelet aggregation and bronchoconstriction and may be formulated for use as antithrombotic and anti-asthmatic agents.Type: GrantFiled: April 29, 1981Date of Patent: August 3, 1982Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, John Bradshaw, Norman F. Hayes
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Patent number: 4325940Abstract: The use for anti-microbial, cosmetic and water-treatment of compounds of formula: ##STR1## in which R.sup.I and R.sup.II and (I) the same or different monovalent, branched or unbranched, alkyl groups of from 1 to 18 carbon atoms, optionally substituted by from 1 to 2 hydroxyl groups; or (II) form a 5, 6 or 7 membered ring when taken together with N, or (III) form the N-morpholino group when taken together with N and an oxygen atom; wherein R.sup.III, R.sup.IV and R.sup.V are (I) the same or different, branched or unbranched, alkyl groups of from 1 to 18 carbon atoms, optionally substituted by 1 or 2 hydroxyl groups, or (II) R.sup.III is a branched or unbranched alkyl group of from 1 to 18 carbon atoms optionally substituted by 1 or 2 hydroxyl groups and R.sup.IV and R.sup.V form a 5, 6 or 7 membered ring when taken together with N; or (III) R.sup.III is a branched or unbranched alkyl group of from 1 to 18 carbon atoms optionally substituted by 1 or 2 hydroxyl groups and R.sup.IV and R.sup.Type: GrantFiled: February 8, 1980Date of Patent: April 20, 1982Assignee: Kewanee Industries, Inc.Inventors: Harold A. Green, John J. Merianos, Alfonso N. Petrocci
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Patent number: 4323691Abstract: Described are compounds of the formula ##STR1## wherein ##STR2## wherein Z is hydrogen or loweralkyl, R.sub.5 and R.sub.6 may be the same or different and are hydrogen, loweralkyl or together are alkylene of 4 or 5 carbon atoms,R.sub.2 is hydrogen, halo, haloloweralkyl, loweralkyl, loweralkoxy, loweralkylthio or ##STR3## wherein R.sub.5 and R.sub.6 are previously defined, R.sub.3 is hydroxy, alkoxy, branched alkoxy, adamantyloxy, morpholino, amino or amino substituted by loweralkyl or alkylene of 4 or 5 carbon atoms,R.sub.4 is hydrogen or loweralkyl, andX.sub.1 and X.sub.2 are hydrogen, loweralkyl, halo or when substituted on adjacent carbon atoms of the benzene ring form a 1,3-butadienylene linkage, Y is oxygen or sulfur, and pharmaceutically acceptable salts thereof. The compounds are effective as diuretic agents in increasing urinary excretion.Type: GrantFiled: December 1, 1980Date of Patent: April 6, 1982Assignee: Abbott LaboratoriesInventors: Carroll W. Ours, Cheuk M. Lee
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Patent number: 4297102Abstract: Cyclical polyethers having amphiphile groups are derived from the tetramer of epichlorhydrin. These are useful in the solubilization of various products.Type: GrantFiled: March 15, 1979Date of Patent: October 27, 1981Assignee: L'OrealInventors: Guy Vanlerberghe, Henry Sebag
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Patent number: 4260749Abstract: 2,5-diamino-1,4-benzoquinones are used in the production of hair dye compositions and can be prepared by condensing a corresponding 3-amino-4-methoxy phenol derivative on one of a corresponding hydroxy aniline or phenylenediamine derivative, a corresponding benzoquinone imine derivative or a corresponding nitroso derivative.Type: GrantFiled: May 9, 1980Date of Patent: April 7, 1981Assignee: L'OrealInventors: Andree Bugaut, Monique Laudon
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Patent number: 4259259Abstract: Covers a process for the preparation of a .beta.-aminopropionanide of the formula ##STR1## wherein R.sub.1 is H or methyl, n is an integer of 2 to 6 and R.sub.2 and R.sub.3, taken singly are hydrogen or lower alkyl groups containing 1 to 4 carbon atoms or R.sub.2 and R.sub.3, taken jointly are combined with the nitrogen atom to form a heterocyclic group selected from the groups consisting of morpholine, pyrrolidine and piperidine ring groups; which process comprises reacting in the presence of an alkali or alkaline earth metal salt of a strong acid having a pK.sub.a of less than about 2.0 acting as a catalyst a tertiaryaminoalkyl amine of the formula: where R.sub.2, R.sub.3 and n are as above with an acrylic or methacrylic compound of the formula: ##STR2## where R.sub.1 is as above and R.sub.4 is lower alkyl and recovering said .beta.-aminopropionamide.Type: GrantFiled: November 15, 1979Date of Patent: March 31, 1981Assignee: Texaco Development Corp.Inventor: Edward E. McEntire
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Patent number: 4256665Abstract: Covers a process for the preparation of a .beta.-aminopropionamide of the formula ##STR1## wherein R.sub.1 is H or methyl, n is an integer of 2 to 6 and R.sub.2 and R.sub.3, taken singly are hydrogen or lower alkyl groups containing 1 to 4 carbon atoms or R.sub.2 and R.sub.3, taken jointly are combined with the nitrogen atom to form a heterocyclic group selected from the groups consisting of morpholine, pyrrollidine and piperidine ring groups; which process comprises reacting in the presence of carbon dioxide acting as a catalyst a tertiaryaminoalkyl amine of the formula. ##STR2## where R.sub.2, R.sub.3 and n are as above with an acrylic or methacrylic compound of the formula: ##STR3## where R.sub.1 is as above and R.sub.4 is lower alkyl and recovering said .beta.-aminopropionamide.Type: GrantFiled: August 31, 1979Date of Patent: March 17, 1981Assignee: Texaco Development CorporationInventor: Edward E. McEntire
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Patent number: 4252801Abstract: Morpholinyl acetamide derivatives are provided having the structure ##STR1## wherein R is hydrogen, lower alkyl, lower alkenyl or lower alkanoyl, R.sup.1 and R.sup.2 may be the same or different and are lower alkyl, lower alkenyl, phenyl-lower alkyl or lower alkoxy, or ##STR2## may be taken together to form a 5- to 7-membered heterocyclic ring optionally containing one other hetero atom, such as nitrogen, sulfur or oxygen; Y is hydroxyl, OR wherein R is as defined above, or ##STR3## wherein R.sup.1 and R.sup.2 and R.sup.1 and R.sup.2 taken together with the nitrogen to which they are attached are as defined above, and n is 1 to 6.These compounds are useful as anti-arrhythmia agents and have been found to be effective in the treatment of acute myocardial infarction.Type: GrantFiled: January 4, 1980Date of Patent: February 24, 1981Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Glenn A. Jacobs
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Patent number: 4252804Abstract: Compounds of the formula I ##STR1## wherein m and n are 0, 1 or 2, X represents oxygen, imino, benzylimino, or morpholinoethylimino, Y represents CO, CONH, COO or SO.sub.2, and NR.sub.1 R.sub.2 represents a dimethylamino, diethylamino, dipropylamino, dibutylamino, allylamino, isobutenylamino, cyclopentylamino, cyclohexylamino, cycloheptylamino, cyclooctylamino, N-methyl N-cyclopentylamino, N-methyl N-cyclohexylamino, N-allyl N-cyclohexylamino, adamantylamino, diethoxyethylamino, dimethylaminoethylamino, dimethylaminopropylamino, N-methyl N-dimethylaminopropyl-amino, benzylamino, 3,4,5-trimethoxybenzylamino, phenethylamino, p-chlorophenethylamino, tetrahydrofurfurylamino, tetrahydropyranylmethylamino, pyrrolidino, isoxazolidinyl, piperidino, 4-hydroxypiperidino, 4-m-chlorophenyl-4-hydroxypiperidino, homopiperidino, 1,2,3,6-tetrahydropyridyl, morpholino, 2-methylmorpholino, 2,6-dimethylmorpholino, 2-morpholinoethylamino, thiamorpholino, piperazino, 4-methylpiperazino, 4-(.alpha.Type: GrantFiled: January 13, 1978Date of Patent: February 24, 1981Assignee: Metabio-JoullieInventors: Maurice Joullie, Gabriel Maillard, Lucien Lakah, Christian J. M. Warolin
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Patent number: 4251461Abstract: A non-catalytic process for the preparation of N-(tertiaryaminoalkyl)acrylamides is disclosed which comprises subjecting a corresponding .beta.-aminopropionamide to a pyrolysis temperature of about 180.degree. to 300.degree. C. after storage of the .beta.-aminopropionamide in an atmospheric holding tank at a temperature of about 150.degree. to 220.degree. C. from eight to seventy-two hours prior to pyrolysis. The corresponding .beta.-aminopropionamide compounds can be prepared by mixing and reacting at least two moles of a tertiaryaminoalkyl amine with an acrylic acid or ester compound. The inventive process provides the production of the N-(tertiaryaminoalkyl)acrylamides in high yields with minimal back addition or polymerization and greatly reduced acid impurity levels.Type: GrantFiled: January 17, 1980Date of Patent: February 17, 1981Assignee: Texaco Development CorporationInventor: David R. Livingston
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Patent number: 4242467Abstract: Covers compounds of the formula: ##STR1## where R and R.sub.1, when taken individually are lower alkyl or when taken together represent ##STR2## z is an integer of 2-6 and X is O or N--R.sub.2 where R.sub.2 is lower alkyl. Also covers a method of producing a polyurethane by utilizing said above compound as a catalyst in reacting an organic polyisocyanate with an organic polyester polyol or polyether in the presence of said catalyst.Type: GrantFiled: June 12, 1979Date of Patent: December 30, 1980Assignee: Texaco Development CorporationInventor: Robert L. Zimmerman
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Patent number: 4215215Abstract: Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid, tetraenal or tetraenol derivatives useful as anti-tumor agents.Type: GrantFiled: July 6, 1979Date of Patent: July 29, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Werner Bollag, Rudolf Ruegg, Gottlieb Ryser
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Patent number: 4202839Abstract: N-Amino substituted aniline and 1,3-phenylenediamine compounds having 1 or 2 nitro groups on the aromatic ring. The compounds are useful as herbicides and as intermediates for preparing herbicides.Type: GrantFiled: December 26, 1978Date of Patent: May 13, 1980Assignee: United States Borax & Chemical CorporationInventors: Don L. Hunter, William G. Woods, James D. Stone, Cecil W. LeFevre
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Patent number: 4174443Abstract: Novel aza-bis-lactams having the formula: ##STR1## wherein n is an integer from 1 to 3; p is 0 or 1; R.sup.2 and R.sup.4 are independently hydrogen, alkyl having from 1 to 4 carbon atoms, or phenyl; X is methylene, an oxygen atom or --N<.sup.R.spsp.2 ; Y is methylene or, when X is methylene, then Y can also be --N<.sup.R.spsp.2 ; and R, R.sup.1 and R.sup.3 are independently alkylene having from 2 to 6 carbon atoms.Type: GrantFiled: December 30, 1977Date of Patent: November 13, 1979Assignee: GAF CorporationInventor: Philip B. Dalton
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Patent number: 4161591Abstract: Substituted 2-(carbamoyl)oxyimino-3-imino-butyramides and 2-(carbamoyl)oxyimino-3-iminobutyrates of the formula ##STR1## where Q is --OR.sub.4 or --NR.sub.5 R.sub.6, and A, R, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are as hereinafter defined are useful as aphicides. The compounds are made by reacting an amine with a substituted 2-hydroxyiminoacetoacetamide (or 2-hydroxyiminopropionylacetamide) or an alkyl 2-hydroxyiminoacetoacetate (or 2-hydroxyiminopropionylacetate), then carbamylating the resulting substituted 2-hydroxyimino-3-iminobutyramide (or 2-hydroxyimino-3-iminovaleramide) or 2-hydroxyimino-3-iminobutyrate (or 2-hydroxyimino-3-iminovalerate).Type: GrantFiled: October 25, 1977Date of Patent: July 17, 1979Assignee: E. I. Du Pont de Nemours and CompanyInventor: Russell F. Bellina
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Patent number: 4160090Abstract: N-Amino substituted aniline and 1,3-phenylenediamine compounds having 1 or 2 nitro groups on the aromatic ring. The compounds are useful as herbicides and as intermediates for preparing herbicides.Type: GrantFiled: November 7, 1977Date of Patent: July 3, 1979Assignee: United States Borax & Chemical CorporationInventors: Don L. Hunter, William G. Woods, James D. Stone, Cecil W. LeFevre
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Patent number: 4137409Abstract: Carboxymethyloxysuccinic anhydrides and/or halides, their reaction products with active hydrogen compounds and methods for preparing the anhydrides, the halides and the reaction products are disclosed. The reaction products are variously useful in the fields of food flavorings, detergent builders, surfactants, lubricants, coatings, sizing agents and gasoline additives.Type: GrantFiled: April 4, 1978Date of Patent: January 30, 1979Assignee: Lever Brothers CompanyInventor: Vincent Lamberti
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Patent number: 4088817Abstract: An improvement in the process for the production of P-1487 from the reaction of 1-nitropropane, 37% formaldehyde and morpholine, the improvement comprising mixing 1-nitropropane and 37% formaldehyde at a temperature of 40.degree.-42.degree. C., adding morpholine maintaining the temperature at 40.degree.-42.degree. C., holding the mixture for two hours at 40.degree.-42.degree. C., cooling to allow layer separation, separating the upper oil layer and concentrating the oil layer to P-1487 by removing excess water.Type: GrantFiled: January 27, 1977Date of Patent: May 9, 1978Assignee: IMC Chemical Group, Inc.Inventors: Jerry H. Hunsucker, Robert W. Shelton
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Patent number: 4067726Abstract: New 3-amino-phenylacetic acid compounds of the formula: ##STR1## wherein X is hydrocarbyloxy or hydrocarbylthio optionally substituted by halogen, alkoxy, aryloxy, alkylmercapto or arylmercapto, or X is mono- or disubstituted amino, or represent a 5- to 8-membered heterocyclic ring;Y is oxygen or sulfur;Z is optionally substituted hydrocarbyl or hydrocarbyloxy or -thio, or Z can represent mono- or disubstituted amino, or a closed heterocyclic ring;Possess outstanding herbicidal activity, both pre-emergence and post-emergence.Type: GrantFiled: April 30, 1975Date of Patent: January 10, 1978Assignee: Bayer AktiengesellschaftInventors: Klaus Sasse, Ludwig Eue
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Patent number: 4060526Abstract: 1-heterocyclic alkyl-1,2,3,4-tetrahydroquinazolinones, acid addition salts thereof, and intermediate compounds having analgesic properties. A representative quinazolinone compound is 1-[2-(1-phenyl-4-piperazinyl)-ethyl]-2-phenyl-1,2,3,4-tetrahydro-4-quinazo linone. A representative analgesic intermediate is 2-[2-(4-[1-phenyl]piperazinyl)ethylamino]benzamide.Type: GrantFiled: August 23, 1976Date of Patent: November 29, 1977Assignee: Pennwalt CorporationInventor: Bola Vithal Shetty
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Patent number: 4059623Abstract: Substituted 2-(carbamoyl)oxyimino-3-iminobutyramides and 2-(carbamoyl)oxyimino-3-iminobutyrates of the formula ##STR1## where Q is --OR.sub.4 or --NR.sub.5 R.sub.6, and A, R, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are as hereinafter defined are useful as aphicides. The compounds are made by reacting an amine with a substituted 2-hydroxyiminoacetoacetamide (or 2-hydroxyiminopropionylacetamide) or an alkyl 2-hydroxyiminoacetoacetate (or 2-hydroxyiminopropionylacetate), then carbamylating the resulting substituted 2-hydroxyimino-3-iminobutyramide (or 2-hydroxyimino-3-iminovaleramide) or 2-hydroxyimino-3-iminobutyrate (or 2-hydroxyimino)-3-iminovalerate).Type: GrantFiled: April 25, 1974Date of Patent: November 22, 1977Assignee: E. I. Du Pont de Nemours and CompanyInventor: Russell Frank Bellina
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Patent number: 4046786Abstract: Indoaniline of the formula ##STR1## wherein R.sub.1 represents hydrogen, halogen, alkyl or alkoxy;R.sub.2 represents alkyl, hydroxyalkyl, carbamylalkyl, piperidinoalkyl, morpholinoalkyl, sulfoalkyl, dialkylaminoalkyl, acylaminoalkyl, (preferably acetylaminoalkyl or benzoylaminoalkyl) and mesylaminoalkyl;R.sub.3 represents hydroxyalkyl, carbamylalkyl, piperidinoalkyl, morpholinoalkyl, sulfoalkyl, dialkylaminoalkyl, acylaminoalkyl, (preferably acetylaminoalkyl or benzoylaminoalkyl), mesylaminoalkyl; or R.sub.2 and R.sub.3 together form with the nitrogen atom to which they are attached a heterocycle selected from piperidino or morpholino;R.sub.4, r.sub.5 and R.sub.6 each independently represents hydrogen, halogen, alkyl, alkoxy, acylamino, ureido or carbalkoxyamino, and R.sub.5 can also represent amino, alkylamino, hydroxyalkylamino or carbamylalkylamino. The alkyl and alkoxy groups above can contain from 1 to 6 carbon atoms and the acyl group can contain from 2 to 7 carbon atoms.Type: GrantFiled: October 3, 1975Date of Patent: September 6, 1977Assignee: L'OrealInventors: Gregoire Kalopissis, Andree Bugaut, Francoise Estradier
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Patent number: RE29628Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or aliphatic or aromatic carboxylic acyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is fluorine, alkyl of 1 to 4 carbon atoms, trifluoromethyl, cyano, carbamoyl, carboxyl, carbalkoxy, alkoxy, acetyl, 1-hydroxyethyl or ##STR2## where R.sub.6 and R.sub.7 are each alkyl, cycloalkyl, hydroxy-cycloalkyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino or morpholino, andR.sub.4 and R.sub.Type: GrantFiled: December 2, 1976Date of Patent: May 9, 1978Assignee: Boehringer Ingelheim GmbHInventors: Johannes Keck, Klaus-Reinhold Noll, Helmut Pieper, Gerd Kruger, Sigfrid Puschmann