Acyclic Nitrogen Bonded Directly To A -c(=x)- Group, Wherein X Is Chalcogen Patents (Class 546/247)
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Patent number: 4421549Abstract: This invention relates to a new class of organic chemical compounds. More particularly, this invention is concerned with amido and hydrazido derivatives of N-trifluoroacetyl-N-phosphinothioylmethylglycine. This class of compounds has been found to be useful as intermediates in producing amido and hydrazido derivatives of N-phosphinothioylmethylglycine esters which show herbicidal activity. Some of the class of compounds of this invention also show herbicidal activity when applied to certain varieties of weeds or undesired plants.Type: GrantFiled: December 26, 1979Date of Patent: December 20, 1983Assignee: Monsanto CompanyInventors: John E. Franz, Robert J. Kaufman
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Patent number: 4420434Abstract: The instant invention relates to the use of ion-pair complexes derived from anionic perfluoroalkyl sulfonates, carboxylates, phosphates and phosphonates and cationic perfluoroalkyl surfactants. Such complexes are capable of reducing the surface tension of aqueous solutions dramatically even at extremely low concentrations, and are useful as wetting, spreading and leveling agents and are especially preferred as components in so-called aqueous film forming foam compositions for fighting polar and non-polar solvent and fuel fires.Type: GrantFiled: January 9, 1981Date of Patent: December 13, 1983Assignee: Ciba-Geigy CorporationInventor: Robert A. Falk
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Patent number: 4395546Abstract: A novel process for the purification of industrial effluents, wherein the effluents are brought into contact with cationically modified cellulose-containing materials, the cationic constituent of which is bonded to the cellulose part via the grouping of the general formula--O--CH.sub.2 --N<in which the nitrogen belongs to an amide group of the cationic constituent and the oxygen is bonded to the cellulose part.Type: GrantFiled: August 31, 1981Date of Patent: July 26, 1983Assignee: Ciba-Geigy CorporationInventors: Jeroslav Haase, Peter Liechti, Hans Wegmuller, Rudolf F. Wurster, Quentin Bowes
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Patent number: 4391812Abstract: Antimicrobial agents suitable for use in aqueous systems for their preservation against biodeterioration include substitutedpiperidinomethylpropenenitriles and propanenitriles. The unsaturated compounds are prepared by reaction of a suitable piperidine with cyano acetic acid and formaldehyde: the propane derivatives therefrom by nucleophilic addition.Type: GrantFiled: March 24, 1982Date of Patent: July 5, 1983Assignee: Merck & Co., Inc.Inventors: Richard A. Dybas, Nathaniel Grier, Bruce E. Witzel
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Patent number: 4368205Abstract: Disclosed are novel compounds of the formula ##STR1## wherein R.sup.1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R.sup.2 is hydrogen, a tetramethylcylopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2-dichlorocyclopropanecarbonyl group, or a substituted-vinyl-cyclopropanecarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.Type: GrantFiled: September 17, 1981Date of Patent: January 11, 1983Assignee: FMC CorporationInventor: John F. Engel
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Patent number: 4348330Abstract: A process for the production of a sulphinate of formula ##STR1## which comprises reacting a compound of formula ##STR2## or a mixture of the compounds of formulae (2a) and (2b) with a compound of formulaY--SO.sub.2 --M (3)in an organic solvent in the presence of a mineral acid or organic acid and, optionally, also of water, wherein Ar.sub.1 and Ar.sub.2 are the same or different and each represents an unsubstituted or substituted aromatic carbocyclic radical.R.sub.1, R.sub.2, R.sub.3 and R.sub.4 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 each of the pairs of substituents (R.sub.1 and R.sub.2) and (R.sub.3 and R.sub.4), together with the nitrogen atom to which said pair is attached, independently, represents a heterocyclic ring, or one of several of the substituents R.sub.1, R.sub.2, R.sub.3 and R.sub.4 with the nitrogen and an adajcent carbon atom of the residue Ar.Type: GrantFiled: February 6, 1981Date of Patent: September 7, 1982Assignee: Ciba-Geigy CorporationInventors: Malcolm C. Clark, John B. Henshall
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Patent number: 4342873Abstract: Antimicrobial agents suitable for use in aqueous systems for their preservation against biodeterioration include substitutedpiperidinomethyl-propenenitriles and propanenitriles. The unsaturated compounds are prepared by reaction of a suitable piperidine with cyano acetic acid and formaldehyde: the propane derivatives therefrom by nucleophilic addition.Type: GrantFiled: January 26, 1981Date of Patent: August 3, 1982Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4342872Abstract: Antimicrobial agents suitable for use in aqueous systems for their prservation against biodeterioration include substitutedpiperidinomethylpropenenitriles and propanenitriles. The unsaturated compounds are prepared by reaction of a suitable piperidine with cyano acetic acid and formaledehyde: the propane derivatives therefrom by nucleophilic addition.Type: GrantFiled: October 6, 1980Date of Patent: August 3, 1982Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4326067Abstract: The process of the invention for preparing a N-(2-substituted aminoethyl)amide of the formula: ##STR1## comprises contacting one or more compounds of the formula: ##STR2## with an amine of the formula: ##STR3## wherein A is nitrogen or a quaternary nitrogen of the formula: ##STR4## wherein B is ##STR5## when A is nitrogen and B is ##STR6## when A is IV; whereinX.sup..crclbar. is a counterion;b is zero or one; andR.sub.1 -R.sub.9 are as defined in the specification.In a preferred embodiment, the process is catalyzed by a Lewis acid or a protonic acid with a non-nucleophilic counterion.Type: GrantFiled: December 3, 1980Date of Patent: April 20, 1982Assignee: The Dow Chemical CompanyInventor: Michael J. Fazio
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Patent number: 4303588Abstract: Novel farnesylacetic acid amide compounds represented by general formula ##STR1## wherein A is alkylene of at least 2 carbon atoms, R.sup.1 is H or lower alkyl, and R.sup.2 and R.sup.3 are each independently H, alkyl, cycloalkyl, alkenyl, aryl or aralkyl, or either one of R.sup.2 and R.sup.3 is such a group that forms, together with A, a piperidine or pyrrolidine ring which contains as constituent thereof the nitrogen atom lying therebetween, or R.sup.2 and R.sup.3 combinedly represent a group which forms, together with the nitrogen atom to which they are bonded, a piperidine, pyrrolidine or piperazine ring; and salts thereof have antiulcerogenic and antibacterial activities.Type: GrantFiled: March 21, 1980Date of Patent: December 1, 1981Assignee: Kuraray Co., Ltd.Inventors: Susumu Okabe, Yoshiaki Omura, Yoichi Ninagawa, Yoshiji Fujita
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Patent number: 4288592Abstract: There is provided a process for preparing amides which comprises reacting an amine, or an amide, and an acid halide, or anhydride, in suitable molecular proportions, in an inert organic diluent, in the presence of an effective amount of a molecular sieve, until the reaction is completed, separating the molecular sieve, and recovering the amide from the organic mother liquor.Type: GrantFiled: April 30, 1979Date of Patent: September 8, 1981Assignee: American Cyanamid CompanyInventors: Michael M. Rauhut, Shin-Shyong Tseng
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Patent number: 4287363Abstract: A catalytic process for the preparation of N-(alkylaminoalkyl)acrylamides is disclosed which comprises subjecting a corresponding .beta.-aminopropionamide to a temperature of about 100.degree.-250.degree. C. in presence of a catalyst comprising a magnesium, calcium or aluminum salt of a strong acid, and separating the N-(alkylaminoalkyl)acrylamide from the reaction product. The corresponding .beta.-aminopropionamide compounds can be prepared by mixing and reacting at least 2 moles of an alkylaminoalkyl amine with an acrylic acid or ester compound. The inventive process provides the production of the N-(alkylaminoalkyl)acrylamides in high yields with minimal back-addition or polymerization.Type: GrantFiled: September 2, 1980Date of Patent: September 1, 1981Assignee: Texaco Inc.Inventor: Edward E. McEntire
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Patent number: 4284776Abstract: Radiation polymerizable acrylyloxy-containing reaction products are provided from Michael addition reaction of an amide acrylate material with a primary or secondary amine. The resulting amine adducts of the amide acrylate compounds possess high cure rates in air.Type: GrantFiled: December 9, 1977Date of Patent: August 18, 1981Assignee: PPG Industries, Inc.Inventors: Gerald W. Gruber, Charles B. Friedlander, William H. McDonald, Rostyslaw Dowbenko
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Patent number: 4267372Abstract: Reaction of a beta-aminopropionamide with an acrylic acid or its derivative provides an N-substituted acrylamide monomer having cationic substituents attached thereto. The instant reaction occurs under mild processing conditions at a temperature between about 160.degree. C. and 230.degree. C.Type: GrantFiled: October 26, 1979Date of Patent: May 12, 1981Assignee: American Cyanamid CompanyInventors: Alan S. Rothenberg, Michael N. Desmond
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Patent number: 4263293Abstract: Mammalian collagenase is inhibited by compounds having the formula ##STR1## wherein R.sub.1 is hydrogen, alkanoyl of 2 to 10 carbon atoms or arylcarbonyl;R.sub.2 is 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl, or 4-alkyl-1-piperazinyl;R.sub.3 is alkyl of 3 to 8 carbon atoms, cycloalkyl, aryl, or arylalkyl; andn is an integer of 1 to 20.Type: GrantFiled: May 30, 1980Date of Patent: April 21, 1981Assignee: E. R. Squibb & Sons, Inc.Inventors: Joseph E. Sundeen, Tamara Dejneka
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Patent number: 4256891Abstract: Novel (2-amino-2-oxoethoxy)acetic acid compounds and antisecretory compositions and methods employing (2-amino-2-oxoethoxy)acetic acid compounds are disclosed. The (2-amino-2-oxoethoxy)acetic acid compounds are also useful as cardiotonic agents and as calcium binding agents; certain of the compounds are also useful for their calcium transport properties. Novel 4-substituted 3,5-morpholinediones intermediates in the preparation of certain of the (2-amino-2-oxoethoxy)acetic acid compounds and further useful as antisecretory agents are also disclosed.Type: GrantFiled: August 31, 1979Date of Patent: March 17, 1981Assignee: McNeil Laboratories, Inc.Inventor: Michael J. Umen
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Patent number: 4247700Abstract: Antimicrobial agents suitable for use in aqueous systems for their preservation against biodeterioration include substitutedpiperidinomethyl-propenenitriles and propanenitriles. The unsaturated compounds are prepared by reaction of a suitable piperidine with cyano acetic acid and formaldehyde: the propane derivatives therefrom by nucleophilic addition. spThis application is a continuation-in-part of Ser. No. 795,693, filed May 11, 1977, now abandoned.Type: GrantFiled: February 5, 1979Date of Patent: January 27, 1981Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4244963Abstract: 1-[2-(Alkyl and arylsulfonyl)-2-propenyl and propyl] substituted piperidines of the formula: ##STR1## where A is ##STR2## and R.sub.1 -R.sub.5 are various substituents, are useful as antimicrobial and anti-inflammatory agents.Type: GrantFiled: September 27, 1979Date of Patent: January 13, 1981Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4237305Abstract: Substituted phenylacetic acid compounds represented by the following general formula and preparation thereof: ##STR1## wherein R.sup.1 is hydrogen or protected carboxy,R.sup.2 is hydrogen, or protected amino, provided that when R.sup.1 is hydrogen, then R.sup.2 is protected amino, and when R.sup.2 is hydrogen, then R.sup.1 is protected carboxy,R.sup.3 is oxo, hydroxyimino or protected hydroxyimino,R.sup.4 is hydrogen or halogen, andm is an integer of 1 to 3.Type: GrantFiled: March 30, 1977Date of Patent: December 2, 1980Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Takashi Kamiya, Masashi Hashimoto, Osamu Nakaguti, Teruo Oku, Hidekazu Takeno
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Patent number: 4223144Abstract: Compounds of the general formula I ##STR1## where B is a bridge member,the radicals R independently of one another are hydrogen or substituted or unsubstituted alkyl, or two radicals R together with the nitrogen are a heterocyclic saturated 5-membered or 6-membered ring,the radicals R.sup.1 independently of one another are hydrogen or C.sub.1 -C.sub.4 -alkyl,the radicals R.sup.2 independently of one another are hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen,the radicals R.sup.3 independently of one another are hydrogen or substituted or unsubstituted alkyl or together are an alkylene group, and X.crclbar. is an anion. The compounds of the formula I are particularly suitable for dyeing paper.Type: GrantFiled: September 5, 1978Date of Patent: September 16, 1980Assignee: BASF AktiengesellschaftInventors: Hellmut Kast, Klaus Grychtol, Franz Feichtmayr
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Patent number: 4166072Abstract: Compounds having the formula ##STR1## and the pharmaceutically acceptable salts thereof, wherein R.sub.1 is alkoxycarbonyl, amido or substituted amido; R.sub.2 is acyl or sulfonyl; R.sub.3 is alkylamino, dialkylamino or a nitrogen containing heterocyclic group; A.sub.1 is an alkylene group having 2 to 5 carbon atoms; and n is 1, 2 or 3; have antiinflammatory activity.Type: GrantFiled: April 18, 1978Date of Patent: August 28, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: John Krapcho, Chester F. Turk
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Patent number: 4161590Abstract: The invention is directed to fluorinated compounds of the formula ##STR1## wherein R.sub.f is a perfluoroalkyl or perfluoroalkoxy-perfluoroalkyl group, R.sup.1 is a branched or straight chain alkylene, alkylenethioalkylene, alkyleneoxy-alkylene or alkyleneiminoalkylene group, X is oxygen or an amino group, Q is an organic group containing at least one amino group and y is zero or 1, and the corresponding succinimides. These compounds are useful as surfactants.Type: GrantFiled: January 12, 1978Date of Patent: July 17, 1979Assignee: Ciba-Geigy CorporationInventor: Karl F. Mueller
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Patent number: 4156779Abstract: What is disclosed is the method of making a monoenamine having a free hydroxy group which comprises reacting a lactone or a carboxylic acid containing an hydroxy group with an amine selected from the group consisting of 2-methyl piperazine, 1-(2-aminoethyl)-piperazine, 4-aminomethyl-piperidine, or 2,3-dimethyl-3-(gamma-aminopropyl)-piperidine to form the corresponding secondary amine containing an hydroxy group and then reacting said secondary amine with an aliphatic aldehyde or cyclic ketone to form said monoenamine.Type: GrantFiled: April 21, 1978Date of Patent: May 29, 1979Assignee: Schering AktiengesellschaftInventors: Christian Burba, Hans-Guenter Volland
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Patent number: 4151353Abstract: N-(aminosulfenyl)carbamoyl halide compositions are useful intermediates in the production of carbamate compounds.Type: GrantFiled: June 26, 1975Date of Patent: April 24, 1979Assignee: Union Carbide CorporationInventor: Duane E. Thurman
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Patent number: 4132723Abstract: Novel 9-substituted phenyl- or cyclohex-1-en-1-yl-3,7-dimethyl-nona-2,4,6-trienoic acids or derivatives thereof, -trienal or -trienol derivatives are described. The subject compounds are useful in the treatment of neoplasias, certain dermatoses and inflammatory and allergic dermatological conditions.Type: GrantFiled: February 23, 1977Date of Patent: January 2, 1979Assignee: Hoffmann-La Roche Inc.Inventor: Beverly A. Pawson
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Patent number: 4130710Abstract: New piperidine derivatives and in particular esters and amides of substituted (piperidinylidene-4) acetic acid are used as stabilizers for polymers, especially for polyolefines.Type: GrantFiled: April 23, 1976Date of Patent: December 19, 1978Assignee: Ciba-Geigy CorporationInventor: Barry Cook