Plural Nitrogens In Acid Moiety Patents (Class 560/13)
-
Patent number: 4312663Abstract: Cyclicacylaminoperfluoroalanesulfonanilides and agriculturally acceptable salts thereof are useful as herbicides and plant growth regulators.Type: GrantFiled: September 18, 1980Date of Patent: January 26, 1982Assignee: Minnesota Mining and Manufacturing CompanyInventor: Ezzat A. Mikhail
-
Patent number: 4310346Abstract: This invention relates to N(Substituted Phenylsulfonyl) N'(Substituted Pyrimidinyl) urea compounds having the formulae I and IA ##STR1## to agricultural compositions containing them and to their methods of use as general as well as selective pre- and post-emergence herbicides and as plant growth regulants.Type: GrantFiled: May 30, 1980Date of Patent: January 12, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventors: George Levitt, Richard F. Sauers
-
Patent number: 4309559Abstract: Sulphonanilides of formula ##STR1## and salts thereof, wherein R.sup.1 represents alkyl or certain other groups;R represents alkylene or alkenylene;A represents --COOH, --COO alkyl, --CSSH, CN or certain related groups; orR-A represents a group of formula ##STR2## where R.sup.14 represents hydrogen, alkyl or aryl, B represents oxygen or ##STR3## R.sup.15 represents hydrogen or alkyl, and n represents 0, 1 or 2; and R.sup.2 -R.sup.6 represent hydrogen; alkyl, halogen or certain other groups,are pesticides and plant growth regulants, especially herbicides and fungicides.Type: GrantFiled: December 14, 1978Date of Patent: January 5, 1982Assignee: FBC LimitedInventor: Geoffrey R. Cliff
-
Patent number: 4309425Abstract: Sulfonamides, such as N-[N-(2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-(trifluoromethy l)phenyl]aminothio]-N,4-dimethylbenzenesulfonamide, are useful for control of arthropod pests of plants and animals and fungus disease of plants.Type: GrantFiled: April 11, 1980Date of Patent: January 5, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventor: Jiin-Duey Cheng
-
Patent number: 4309443Abstract: A compound of the formula (I): ##STR1## or a pharmaceutically acceptable ester, amide or salt thereof wherein R.sub.1 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl group; R.sub.3 is a hydrogen, chlorine or bromine atom or a hydroxyl group; R.sub.4 is a hydrogen, chlorine or fluorine atom or a methyl, methoxyl or hydroxyl group or a carboxylic acid group or a salt, ester or amide thereof; R.sub.5 is a hydrogen atom or a methyl group; R.sub.6 is a hydrogen atom or a methyl group; R.sub.7 is a hydrogen atom or a methyl or ethyl group; R.sub.Type: GrantFiled: September 3, 1980Date of Patent: January 5, 1982Assignee: Beecham Group LimitedInventors: David G. Smith, Anthony T. Ainsworth
-
Patent number: 4308274Abstract: A novel class of chemical compounds useful as pesticides consists of N-alkylsulfonyl-, N-arylsulfonyl-, and N-aminosulfonylaminosulfinylcarbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.Type: GrantFiled: April 2, 1979Date of Patent: December 29, 1981Assignee: The Regents of the University of CaliforniaInventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
-
Patent number: 4304728Abstract: Compounds are described of the formula ##STR1## in which R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano, 5-tetrazolyl or R.sup.6, where R.sup.5 is hydrogen or C.sub.1-8 alkyl and R.sup.6 is phenyl or naphthyl, the phenyl or naphthyl group being optionally substituted by one or more group selected from halogen, C.sub.1-6 alkyl, C.sub.1-4 alkoxy, hydroxy, benzyloxy, nitro, trifluoromethyl, carboxyl, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, N(R.sup.5).sub.2, NHCOR.sup.5 and SR.sup.5 ; R.sup.2 is R.sup.6 or --CH.dbd.CH--R.sup.6 when R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano or 5-tetrazolyl, or R.sup.2 is --CH.dbd.CH--R.sup.6 when R.sup.1 is R.sup.6 ; R.sup.3 is hydrogen, C.sub.1-6 alkyl, halogen, hydroxy or --OCH.sub.2 R.sup.6 ; and R.sup.4 is hydrogen, C.sub.1-6 alkyl or halogen; and salts thereof. The compounds have pharmaceutical properties and in particular are useful in the treatment of immediate hypersensitivity conditions such as asthma.Type: GrantFiled: March 27, 1980Date of Patent: December 8, 1981Assignee: Lilly Industries LimitedInventors: Barry P. Clark, William J. Ross, Alec Todd
-
Patent number: 4293569Abstract: Phenylguanidine derivatives are provided having the structure ##STR1## wherein R is hydrogen, lower alkyl, cycloalkyl, lower alkoxy, phenyl, phenylalkyl, phenoxy, phenylalkoxy, lower alkoxyalkyl, phenoxyalkyl, alkylamino, dialkylaminoalkyl, alkylthio, phenylthio, phenylthioalkyl, and alkylthioalkyl; R.sup.1 is lower alkyl or benzyl; R.sup.2 is hydrogen, lower alkoxy carbonyl, and lower alkanoyl; R.sup.3 is lower alkyl, cycloalkylalkyl, lower alkenyl, lower alkynyl or benzyl; and n is 0 or 1. These compounds are useful as anthelmintic agents.Type: GrantFiled: May 12, 1978Date of Patent: October 6, 1981Assignee: E. R. Squibb & Sons, Inc.Inventors: Rudiger D. Haugwitz, Peter C. Wade, Barbara V. Maurer
-
Patent number: 4289903Abstract: There are provided certain p-phenylalkoxy phenylurea and thiourea compounds useful for the control of undesirable plants in the presence of agronomic crops and to methods for the preparation of said phenylalkoxy phenylurea and thiourea compounds.Type: GrantFiled: June 25, 1979Date of Patent: September 15, 1981Assignee: American Cyanamid CompanyInventors: David M. Spatz, Barrington Cross
-
Patent number: 4283538Abstract: In one embodiment, the present invention is concerned with novel triarylmethane compounds possessing in their triaryl structure a 4'-oxo-1'-naphthylidene (or a 4'-oxo-1'-phenylidene) moiety and a phenyl moiety substituted in the ortho-position to the central carbon atom with the group ##STR1## wherein R is an alkyl group or a phenyl group, unsubstituted or substituted with a solubilizing group; R' is selected from ##STR2## wherein R" is methyl, unsubstituted or substituted with one or two halo groups or substituted with a phenyl, alkoxy or phenoxy group and ##STR3## wherein Y is an electron-withdrawing group; and R and R' taken with said ##STR4## represents ##STR5## In another embodiment the present invention is concerned with a method of synthesizing the aforementioned compounds by reacting, e.g., a 2-R'-3-(4'-hydroxy-1'-phenyl/naphthyl)-3-(phenyl/naphthyl)-2,3-dihydrobenz [d]isothiazole-1,1-dioxide with an alkylation reagent in the presence of base.Type: GrantFiled: December 26, 1979Date of Patent: August 11, 1981Assignee: Polaroid CorporationInventor: James W. Foley
-
Patent number: 4283414Abstract: The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.Type: GrantFiled: June 8, 1979Date of Patent: August 11, 1981Assignee: ICI Australia LimitedInventors: Donald W. G. Harney, Peter G. Lehman, Joseph C. Rundle
-
Patent number: 4281011Abstract: N-methyl-N-(benzene sulfonic acid methylamide-N'-sulfenyl)-carbamic acid esters of the formula ##STR1## in which X is halogen, C.sub.1 -C.sub.6 alkyl or hydrogen, andR is a phenyl, naphthyl, benzodioxolanyl or indanyl radical optionally carrying at least one alkyl, alkenyl, alkynyl, alkoxy, alkenoxy, alkynoxy, alkylmercapto, alkenylmercapto, alkynylmercapto, dialkylamino, trihalogenemethyl, halogeno, nitro, nitrile, cycloalkyl, formamidino, dioxanyl or dioxolanyl radical; or an oxime radical of the formula ##STR2## in which R.sup.1 and R.sup.2 each individually is alkyl, alkoxy, alkylthio or alkoxycarbonyl, the alkyl moieties of R.sup.1 and R.sup.2 optionally being linked to one another,which possess insecticidal and acaricidal properties.Type: GrantFiled: January 27, 1976Date of Patent: July 28, 1981Assignee: Bayer AktiengesellschaftInventors: Peter Siegle, Engelbert Kuhle, Ingeborg Hammann, Wolfgang Behrenz
-
Patent number: 4278598Abstract: Novel photographic dye release compounds have the structure: ##STR1## wherein R.sup.1 is an aromatic group containing 5-7 members in the ring to which Nu and E are attached; R.sup.2 and R.sup.3 are bivalent organic groups containing from 1-3 atoms in the bivalent linkage which are alkylene, oxyalkylene or thiaalkylene; Nu is a nucleophilic group which is a hydrazine, an hydroxyamino, an hydroxy, a sulfonamido, a primary amino or alkali-labile precursors for said nucleophilic groups; E is an electrophilic group which is a carbonyl or a sulfonyl; Q is a bivalent group providing a mono atom linkage between E and X.sub.2 and is amino providing a mono atom nitrogen linkage, an oxygen atom, a sulfur atom or a selenium atom, provided that Nu and E are positioned on a ring of said aromatic group to provide for intramolecular formation of a 5- to 7-membered ring between Nu and E displacing Q--X.sub.2 from E; one of X.sup.1 or Q--X.sub.Type: GrantFiled: September 1, 1976Date of Patent: July 14, 1981Assignee: Eastman Kodak CompanyInventors: Gerald C. Hinshaw, Paul B. Condit
-
Patent number: 4273708Abstract: Cyan azo dye-providing compounds have the formula: ##STR1## wherein: R.sup.1 is selected from the group consisting of aryl, alkyl or NR.sup.11 R.sup.12 wherein R.sup.11 is alkyl or aryl and R.sup.12 is alkyl, or R.sup.11 and R.sup.12, taken together with the nitrogen atom to which they are attached, is a heterocyclic group;X is --CO-- or --SO.sub.2 --;R.sup.3 is --COOH or --CAR and is attached in the meta or para position to X in the benzene ring;R is alkyl; ##STR2## can be taken together with R and the nitrogen atom to which it is attached to form a heterocyclic ring unsubstituted or substituted with a carboxy group; andCAR is a carrier moiety which, as a function of oxidation under alkaline conditions, releases a diffusible dye, with the proviso that the compound contains at least one CAR group and, excepting when R and R.sup.2 form a heterocyclic group and X is --SO.sub.2 --, must contain at least one carboxy group.Type: GrantFiled: June 6, 1979Date of Patent: June 16, 1981Assignee: Eastman Kodak CompanyInventors: Kenneth N. Kilminster, Colin Holstead
-
Patent number: 4266074Abstract: Substituted acetate compounds represented by the formula ##STR1## which are useful as pesticides and pesticidal composition containing the substituted acetate compounds as active ingredients, as well as processes for preparing the compounds and the compositions are disclosed.Type: GrantFiled: July 16, 1975Date of Patent: May 5, 1981Assignee: Sumitomo Chemical Company LimitedInventors: Keimei Fujimoto, Nobuo Ohno, Yoshitoshi Okuno, Toshio Mizutani, Isao Ohno, Masachika Hirano, Nobushige Itaya, Takashi Matsuo
-
Patent number: 4262130Abstract: The present invention relates to an improved process for the production of urethanes (carbamic acid esters) by the reaction of organic nitro compounds with carbon monoxide and organic compounds containing at least one hydroxy group in the presence of palladium and/or palladium compounds and a cocatalyst which consists of a mixture of one or more iron oxides and/or iron hydroxides and activating chloride-containing additives.Type: GrantFiled: January 17, 1980Date of Patent: April 14, 1981Assignee: Bayer AktiengesellschaftInventors: Robert Becker, Johann Grolig, Christian Rasp
-
Patent number: 4255313Abstract: The products of the invention are end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4',4'-benzophenonetetracarboxylic acid, an aromatic diamine, and a 1-(aminoaryl)-3-hydroxy-3-methyl-1-butyne. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 20, 1979Date of Patent: March 10, 1981Assignee: Gulf Oil CorporationInventors: Patricia A. Antonoplos, William J. Heilman
-
Patent number: 4251417Abstract: The products of the invention are acetylene end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3',4,4' benzophenonetetracarboxylic acid, an aromatic triamine, and an acetylene-substituted aromatic monoamine. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 25, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: Wai Y. Chow, William J. Heilman
-
Patent number: 4251420Abstract: The products of the invention are end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4,4'-benzophenonetetracarboxylic acid, an aromatic triamine, and a 1-(aminoaryl)-3-hydroxy-3-methyl-1-butyne. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 23, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: Patricia A. Antonoplos, William J. Heilman
-
Patent number: 4251419Abstract: The products of the invention are vinyl end-capped oligomers which have the structure as shown in FIG. 3. The products are prepared from either of two (2) precursors. The first precursor is a compound which has the structure as shown in FIG. 2. The second precursor is a complex amine salt which has the structure shown in FIG. 5.Type: GrantFiled: April 5, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: William J. Heilman, Daniel J. Hurley
-
Patent number: 4251418Abstract: The products of the invention are acetylene end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic such as 3,3', 4,4'-benzophenonetetracarboxylic acid, an aromatic diamine, and a propargyl ester of an amino-substituted aromatic acid such as aminobenzoic acid. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 27, 1979Date of Patent: February 17, 1981Assignee: Gulf Oil CorporationInventors: Wai Y. Chow, S. Paul Thackaberry
-
Patent number: 4250322Abstract: A method for preparing oligourethanacrylates having the general formula ##STR1## where ##STR2## is a radical of a telogen; X is H, CH.sub.Type: GrantFiled: August 10, 1979Date of Patent: February 10, 1981Inventors: Alexei V. Efimov, Alfred A. Berlin, Tamara Y. Kefeli, Nina V. Varlamova, Grigory M. Strongin, Judif M. Altshuler, Boris I. Kolomazov
-
Patent number: 4246260Abstract: The invention relates to new substituted o-phenylenediamine derivatives of the general formula ##STR1## in which R represents optionally substituted alkyl, optionally substituted alkenyl or optionally substituted alkinyl,X represents O, S, SO or SO.sub.2 andR.sup.1 and R.sup.2 are different from one another and individually represent ##STR2## in which R.sup.3 and R.sup.4 are identical or different and represent alkyl andR.sup.5 represents hydrogen, optionally substituted alkyl or optionally substituted alkoxy, and salts thereof.Also included in the invention are (1) methods for preparing the above-described compounds, (2) compositions containing the above-described compounds and (3) methods for the treatment of helminthiasis.Type: GrantFiled: March 19, 1979Date of Patent: January 20, 1981Assignee: Bayer AktiengesellschaftInventors: Heinrich Kolling, Ekkehard Niemers, Hartmund Wollweber, Herbert Thomas
-
Patent number: 4239901Abstract: Pyrazol-1-ylphenylacetic acids of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are the same or different and denote a hydrogen atom or a halogen atom,R.sup.4 denotes a hydrogen atom or an alkyl group,A B denotes a carbon-carbon single or double bond, and their salts are pharmacologically active and are useful as medicaments. Medicament compositions are produced therefrom. Their functional carboxylic acid derivatives and other new intermediates are used in their preparation.Type: GrantFiled: October 12, 1977Date of Patent: December 16, 1980Assignee: Byk Gulden Lomberg Chemische Fabrik GmbHInventor: Georg Rainer
-
Patent number: 4238621Abstract: This invention relates to novel o-carbonylbenzenesulfonyl isocyanates and their use as intermediates for the preparation of sulfonylureas which are known to be active herbicides.Type: GrantFiled: June 18, 1979Date of Patent: December 9, 1980Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
-
Patent number: 4229584Abstract: Ureylenebis(anionic substituted phenylene carbonyl)imino naphthalene sulfonic acids and naphthalene carboxylic acids and their salts, which are useful as inhibitors of the complement system of warm-blooded animals. Naphthyl sulfobenzamido salts, which are new intermediates for the preparation of the active ureylenes, and the process for their preparation.Type: GrantFiled: October 2, 1978Date of Patent: October 21, 1980Assignee: American Cyanamid CompanyInventors: Ransom B. Conrow, Seymour Bernstein
-
Patent number: 4227007Abstract: New and valuable diurethanes having a good herbicidal action, herbicides containing these compounds, and a process for controlling the growth of unwanted plants with these compounds.Type: GrantFiled: January 13, 1978Date of Patent: October 7, 1980Assignee: BASF AktiengesellschaftInventors: Ulrich Schirmer, Wolfgang Rohr, Bruno Wuerzer, Kurt Fett
-
Patent number: 4226738Abstract: N,N'-bis(trifluoromethylsulfonyl)oxamides are described with a number of variations by substitution at the amido nitrogen atoms. These compounds when used in chemiluminescent formulations will furnish superior light intensity and quantum efficiency. Preparation of compounds and their use for chemiluminescence are described.Type: GrantFiled: November 1, 1978Date of Patent: October 7, 1980Assignee: American Cyanamid CompanyInventors: Michael M. Rauhut, Shin-Shyong Tseng, Arthur G. Mohan
-
Patent number: 4225725Abstract: Esters of certain 2,4,6-triiodobenzoic acid derivatives are useful as X-Ray contrast media. Representative compounds are the ethoxymethyl esters of acetrizoic, iothalamic and iodobenzamic acids.Type: GrantFiled: October 20, 1975Date of Patent: September 30, 1980Assignee: Mallinckrodt, Inc.Inventor: George B. Hoey
-
Patent number: 4224418Abstract: The instant invention is directed to compounds having an average molecular weight of from 300 to 12,000, containing: at least one hydroxyl group and at least one urethano-aryl-sulfonic acid group and a method for their preparation. The process is characterized as a process for the preparation of compounds having a number average molecular weight of from 300 to 12,000 having at least one hydroxyl group and at least one urethano-aryl-sulfonic acid group, comprising: reacting at from 0.degree. to 190.degree. C.(A) compounds having a molecular weight of from 62 to 10,000 having at least two hydroxyl groups; with(B) aromatic isocyanato sulfonic acids, wherein the equivalent ratio of the total quantity of isocyanate groups (including any isocyanate groups present in dimerized form) to sulfonic acid groups is from 0.5:1 to 50:1 and the equivalent ratio of the sum of hydroxyl groups in (A) to NCO groups is from 1.5:1 to 30:1. The invention is also directed to the product by the process.Type: GrantFiled: June 15, 1979Date of Patent: September 23, 1980Assignee: Bayer AktiengesellschaftInventors: Dieter Dieterich, Gerhard Balle, Hans G. Schmelzer
-
Patent number: 4221737Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a straight or branched chain alkynyl group containing from 3 to 9 carbon atoms, inclusive; R.sup.2 is hydrogen, (lower)alkyl, halogen or hydroxymethyl; m is 1 or 2, and n is 2 or 3, provided that the sum of m and n is 3 or 4; X and Y each are independently hydrogen, nitro, cyano, --SO.sub.2 Ar or --COR.sup.3, provided that X and Y are not both hydrogen; R.sup.3 is (lower)alkyl, Ar, (lower)alkoxy, amino or (lower)alkylamino; and Ar is an optionally substituted phenyl group; and nontoxic pharmaceutically acceptable acid addition salts thereof, are potent anti-ulcer agents. Also disclosed are processes for their preparation and novel intermediates of the formulae ##STR2## in which R.sup.1, X, Y and n are as defined above and R.sup.5 is (lower)alkyl, phenylalkyl or phenyl containing 1 or 2 substituents independently selected from nitro, chloro and bromo.Type: GrantFiled: February 1, 1979Date of Patent: September 9, 1980Assignee: Bristol-Myers CompanyInventors: Aldo A. Algieri, Ronnie R. Crenshaw
-
Patent number: 4217358Abstract: Phenylguanidine derivatives are provided having the structure ##STR1## wherein R is lower alkyl, cycloalkyl, cycloalkylalkyl, lower alkenyl, lower alkynyl, phenyl or benzyl; R.sup.1 and R.sup.2 may be the same or different and are lower alkyl or R.sup.1 and R.sup.2 may be taken together to form an alkylene linking group of 2 or 3 carbons or an o-phenylene group; R.sup.3 and R.sup.4 are the same or different and are lower alkyl, benzyl or phenyl; and n is 0 or 1. These compounds are useful as anthelmintic agents.Type: GrantFiled: April 18, 1979Date of Patent: August 12, 1980Assignee: E. R. Squibb & Sons, Inc.Inventor: Rudiger D. Haugwitz
-
Patent number: 4213775Abstract: New diphenyl ether derivatives having one to three substituents selected from a halogen atom and a trifluoromethyl group at any optional one to three positions of the 2'-, 3'-, 4'-, 5'- and 6'-positions in one phenyl moiety and nitro group at the 4-position and unsubstituted or substituted aminosulfonyl group at the 3-position in another phenyl moiety. They have a superior herbicidal effect and can be prepared starting from a known 3-benzylmercapto compound through three steps.Type: GrantFiled: January 26, 1979Date of Patent: July 22, 1980Assignee: Ube Industries, Ltd.Inventors: Shigeki Nagai, Hakobu Sekioka, Mitsuaki Takenaka, Masazumi Sakata, Yosio Kawaguchi, Seiji Takamura, Minoru Nishimura
-
Patent number: 4209632Abstract: Sulfonyl carbazates containing at least one group of:--SO.sub.2 --NHNH--COO--wherein the oxygen and the sulfur atoms attach to various organic groups are useful as high temperature blowing agents for gas-expandable polymers. Additionally, novel polyfunctional and secondary-alkyl substituted sulfonyl carbazates have been discovered.Type: GrantFiled: December 30, 1977Date of Patent: June 24, 1980Assignee: Uniroyal, Inc.Inventor: Byron A. Hunter
-
Patent number: 4186269Abstract: An aromatic urethane is obtained at high yield without involving corrosion of a stainless steel reactor by interacting an aromatic nitro compound, an organic compound having at least one hydroxyl group therein and carbon monoxide in the presence of a catalyst composed of (1) palladium, ruthenium, rhodium or compounds thereof, (2) a Lewis acid, and (3) a tertiary amine. For instance, 2,4-dinitrotoluene, ethanol and carbon monoxide placed in a SUS-32 reactor are interacted in the presence of a catalyst composed of (1) 5% palladium on carbon, (2) ferric chloride, and (3) pyridine to obtain 2,4-diethyldicarbamatetoluene without corrosion of the reactor. After completion of the reaction, the catalyst and reaction product are separated from the reaction system; e.g., the insoluble catalyst is first separated and then the reaction solution is cooled down, e.g., to room temperature, to separate the reaction product as crystals, followed by separation of the crystals by filtration.Type: GrantFiled: December 31, 1975Date of Patent: January 29, 1980Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Yutaka Hirai, Katsuharu Miyate, Makoto Aiga
-
Patent number: 4178460Abstract: The invention is 2-haloalkyl(oxy-, thio-, sulfinyl-, or sulfonyl)phenylalkanoic acids which are useful intermediates in the preparation of insecticides of m-phenoxybenzyl and .alpha.-cyano-m-phenoxybenzyl esters.Type: GrantFiled: March 20, 1978Date of Patent: December 11, 1979Assignee: American Cyanamid Co.Inventors: Gerald Berkelhammer, Venkataraman Kameswaran
-
Patent number: 4177209Abstract: Ureylenebis(anionic substituted phenylene carbonyl)imino naphthalene sulfonic acids and naphthalene carboxylic acids and their salts, which are useful as inhibitors of the complement system of warm-blooded animals. Naphthyl sulfobenzoamido salts, which are new intermediates for the preparation of the active ureylenes, and the process for their preparation.Type: GrantFiled: October 4, 1978Date of Patent: December 4, 1979Assignee: American Cyanamid CompanyInventors: Ransom B. Conrow, Seymour Bernstein
-
Patent number: 4175200Abstract: N,N'-disubstituted sulfonyl hydrazine with the following structural formula are disclosed:R(SO.sub.2 NR.sup.1 NHR.sup.2).sub.nwherein the R.sup.1 and R.sup.2 groups are the same or different and are either --COOR.sup.3 or --CONHR.sup.4. These novel compounds are useful as high temperature blowing agents for gas-expandable polymers.Type: GrantFiled: April 21, 1977Date of Patent: November 20, 1979Assignee: Uniroyal, Inc.Inventors: Byron A. Hunter, Franklin H. Barrows
-
Patent number: 4174434Abstract: The instant invention is directed to compounds having an average molecular weight of from 300 to 12,000, containing: at least one hydroxyl group and at least one urethano-aryl-sulfonic acid group and a method for their preparation. The process is characterized as a process for the preparation of compounds having a number average molecular weight of from 300 to 12,000 having at least one hydroxyl group and at least one urethano-aryl-sulfonic acid group, comprising: reacting at from 0.degree. to 190.degree. C.(A) compounds having a molecular weight of from 62 to 10,000 having at least two hydroxyl groups; with(B) aromatic isocyanato sulfonic acids, wherein the equivalent ratio of the total quantity of isocyanate groups (including any isocyanate groups present in dimerized form) to sulfonic acid groups is from 0.5:1 to 50:1 and the equivalent ratio of the sum of hydroxyl groups in (A) to NCO groups is from 1.5:1 to 30:1. The invention is also directed to the product by the process.Type: GrantFiled: July 31, 1978Date of Patent: November 13, 1979Assignee: Bayer AktiengesellschaftInventors: Dieter Dieterich, Gerhard Balle, Hans G. Schmelzer
-
Patent number: 4170708Abstract: Aromatic urethanes are produced by interacting an aromatic nitro compound, an organic compound containing hydroxyl groups and carbon monoxide in the presence of a catalyst composed of elemental selenium or a selenium compound and of a promoter composed of a bicyclic amidine together with a phenolic compound or a carboxylic acid. The interaction proceeds smoothly with the aid of a small amount of the promoter, attended with secondary production of amino compounds only in small amounts. For instance, 2,4-diethyldicarbamatetoluene is obtained at a yield of 87% by interacting 2,4-dinitrotoluene, ethanol and carbon monoxide in the presence of a catalytic system composed of metallic selenium, 1,8-diazabicyclo(5,4,0)-undecene-7 and acetic acid.Type: GrantFiled: March 8, 1976Date of Patent: October 9, 1979Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Yutaka Hirai, Katsuharu Miyata, Seiji Hasegawa
-
Patent number: 4164410Abstract: 2-Nitro-5-(substituted-phenoxy)benzoic acids and esters, salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective herbicides.Type: GrantFiled: May 5, 1978Date of Patent: August 14, 1979Assignee: Mobil Oil Corp.Inventor: Robert J. Theissen
-
Patent number: 4164409Abstract: 2-Nitro-5-(substituted-phenoxy)benzoic acids and esters, salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective herbicides.Type: GrantFiled: May 5, 1978Date of Patent: August 14, 1979Assignee: Mobil Oil Corp.Inventor: Robert J. Theissen
-
Patent number: 4164408Abstract: 2-Nitro-5-(substituted-phenoxy)benzoic acids and esters, salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective herbicides.Type: GrantFiled: September 26, 1977Date of Patent: August 14, 1979Assignee: Mobil Oil Corp.Inventor: Robert J. Theissen
-
Patent number: 4159341Abstract: A method of treating mammals for allergy and anaphylactic reactions of a reagin or non-reagin mediated nature which comprises administering prophylactically to said mammal an anti-allergy or anaphylactic reaction effective amount of a compound of the formula ##STR1## Novel compositions are also claimed.Type: GrantFiled: October 6, 1977Date of Patent: June 26, 1979Assignee: The Upjohn CompanyInventors: Charles M. Hall, John B. Wright
-
Patent number: 4148910Abstract: N-Methyl-N-(sulphonic acid amide-N'-sulphenyl)-carbamic acid esters of the formula ##STR1## in which R.sup.1 is dialkylamino with 1 to 4 carbon atoms in each alkyl radical, phenyl or phenyl carrying at least one halogen, alkyl with 1 to 4 carbon atoms, nitro or trihalogenomethyl substituent,R.sup.2 is alkyl with 2 to 8 carbon atoms, cycloalkyl, phenyl or cycloalkyl or phenyl carrying at least one halogen, alkyl with 1 to 4 carbon atoms, nitro or trifluoromethyl substituent, andR.sup.3 is phenyl, naphthyl, benzodioxolanyl, dihydrobenzofuranyl or indanyl; phenyl, naphthyl, benzodioxolanyl, dihydrobenzofuranyl or indanyl substituted at least once by trihalogenomethyl, halogen, nitro, cyano, cycloalkyl, formamidino, dioxanyl or dioxolanyl, or by alkyl, alkenyl, alkynyl, alkoxy, alkenoxy, alkynoxy, alkylmercapto, alkenylmercapto, alkynylmercapto or dialkylamino, each with up to 4 carbon atoms per aliphatic moiety, or an oxime radical of the formula ##STR2## R.sup.4 and R.sup.Type: GrantFiled: December 30, 1976Date of Patent: April 10, 1979Assignee: Bayer AktiengesellschaftInventors: Alfons Hartmann, Engelbert Kuhle, Ingeborg Hammann, Wolfgang Behrenz, Bernhard Homeyer
-
Patent number: 4146688Abstract: This invention relates to new polyurethane resins produced by a process in which aromatic diamines containing thio-groups are used as chain-lengthening agents.Type: GrantFiled: August 22, 1977Date of Patent: March 27, 1979Assignee: Bayer AktiengesellschaftInventors: Jurgen Schwindt, Gerhard Grogler, Paul Uhrhan
-
Patent number: 4138423Abstract: Novel N-dithio carbamoyl oxime compounds have exceptional pesticidal activity.Type: GrantFiled: July 1, 1976Date of Patent: February 6, 1979Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
-
Patent number: 4135049Abstract: Sulfonyl carbazates containing at least one group of:--SO.sub.2 --NHNH--COO--wherein the oxygen and the sulfur atoms attach to various organic groups are useful as high temperature blowing agents for gas-expandable polymers. Additionally, novel polyfunctional and secondary-alkyl substituted sulfonyl carbazates have been discovered.Type: GrantFiled: November 19, 1976Date of Patent: January 16, 1979Assignee: Uniroyal, Inc.Inventor: Byron A. Hunter
-
Patent number: 4131735Abstract: A method is described for preparing an .alpha.-substituted-.alpha.-acylacetamide wherein an .alpha.-acyl-.alpha.-halo-acetamide is allowed to react with an organic compound with pKa between 7 and 12 in a medium of an aprotic solvent and in the presence of a tetraalkylguanidine as basic condensing agent.Type: GrantFiled: November 25, 1975Date of Patent: December 26, 1978Assignee: AGFA-GEVAERT, N.V.Inventors: Raphael K. Van Poucke, Freddy C. Baeyens, Paul A. Mortelmans
-
Patent number: 4127670Abstract: N-(2-formamidophenyl)-N',N"-bis-carbonylguanidines bearing an optionally substituted phenoxy, phenylthio, phenylsulfinyl or phenylsulfonyl group in the 4- or 5-position of the 2-(formamido)-phenyl group are anthelminetic agents. The compounds, of which N-(2-formamido-4-phenylthiophenyl)-N',N"-bis-carbomethoxyguanidine is a typical example, are prepared through the reaction of isothiourea-S-alkyl ether and an appropriately substituted 2-aminoformanilide.Type: GrantFiled: February 22, 1977Date of Patent: November 28, 1978Assignee: Bayer AktiengesellschaftInventors: Hartmund Wollweber, Heinrich Kolling, Herbert Thomas