Ring In Alcohol Moiety Patents (Class 560/32)
  • Patent number: 4504628
    Abstract: An addition polymerizable UV stabilizer is prepared by reacting an isocyanatoalkyl ester of an addition polymerizable carboxylic acid (such as 2-isocyanatoethyl methacrylate) with an UV stabilization functionality bearing an active hydrogen moiety which is reactive with the isocyanate (such as 2-hydroxy-4-(2-hydroxyethoxy)benzophenone).
    Type: Grant
    Filed: April 14, 1983
    Date of Patent: March 12, 1985
    Assignee: The Dow Chemical Company
    Inventor: Mark R. Johnson
  • Patent number: 4499272
    Abstract: 2-Hydroxy-3-halo-1-propanesulfonates are reacted with certain arylamines, preferably in the presence of a base such as KOH or NaOH in one or more of ethylene glycol, propylene glycol, 2-ethoxyethanol and the like to give 2-hydroxy-3-(arylamino)-1-propanesulfonates useful as couplers for acid dyes for polyamide fibers. The present coupler products which are derivatives of aniline, tetrahydroquinoline, and benzomorpholine, have the general formulae ##STR1## wherein the rings may be substituted with a wide variety of substituents known to the dye art;M is NH.sub.4.sup.+ or a group IA metal, preferably Na.sup.+, or K.sup.+ ; andR.sup.3 is hydrogen or a group such as alkyl, cycloalkyl and aryl, each of which may be substituted.
    Type: Grant
    Filed: August 20, 1982
    Date of Patent: February 12, 1985
    Assignee: Eastman Kodak Company
    Inventors: John A. Hyatt, Clarence A. Coates, Jr.
  • Patent number: 4491671
    Abstract: The present invention relates to a process for the preparation of N-substituted imido-dicarboxylic acid diaryl ester compound of the formulaR.sup.1 --N(CO--OR.sup.2).sub.2 (I)whereinR.sup.1 is an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical; andR.sup.2 is an optionally substituted aryl radical, which are useful as intermediates for the production of known herbicides, which process comprises reacting a primary amine of the formulaR.sup.1 --NH.sub.2 (II)with a carbonic acid aryl ester halide of the formulaX--CO--OR.sup.2 (III)wherein X is a halogen atom, at a temperature between 100.degree. and 300.degree. C.
    Type: Grant
    Filed: June 10, 1982
    Date of Patent: January 1, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Engelbert Kuhle
  • Patent number: 4490551
    Abstract: A process for producing urethanes by reacting aromatic amino compounds with aliphatic, cycloaliphatic or araliphatic alcohols and carbon monoxide under conditions of elevated temperature and pressure characterized in that the reaction takes place in the presence of(a) selenium, selenium compounds, sulfur and/or sulfur compounds,(b) aromatic nitro compounds,(c) tertiary organic amines and/or alkali metal salts of weak acids,(d) oxidizing agents of a specified group and, optionally(e) ammonia and/or aliphatic, araliphatic, cycloaliphatic or heterocyclic amines containing at least one hydrogen atom bound to an amine nitrogen.
    Type: Grant
    Filed: February 27, 1980
    Date of Patent: December 25, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Scholl, Armin Zenner
  • Patent number: 4487952
    Abstract: Process for the preparation of esters of carbamic acids by carbonylation of aromatic nitrocompounds, with carbon monoxide, in the presence of alcohols and of catalyst consisting of metallic selenides.
    Type: Grant
    Filed: February 3, 1983
    Date of Patent: December 11, 1984
    Assignee: Anic S.p.A.
    Inventor: Villiam Giroldini
  • Patent number: 4476316
    Abstract: N-Substituted carbamates are prepared by reacting a carbamate with an olefin in the presence of a cation exchanger containing sulfonic acid groups and of from 0.1 to 50 g of an alcohol per mole of starting material II.The N-substituted carbamates obtainable by the process of the invention are active ingredients and useful starting materials for the preparation of dyes, pesticides and drugs.
    Type: Grant
    Filed: January 19, 1983
    Date of Patent: October 9, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Gerhard Nestler
  • Patent number: 4474806
    Abstract: Sulfonyl or carbonyl derivatives of inositols are found to be effective phospholipase C inhibitors and thereby potent anti-inflammatory and analgesic agents. These inositol derivatives are prepared by condensation of a protected inositol with a substituted sulfonic or carboxylic acid derivative followed by removal of protecting groups.
    Type: Grant
    Filed: May 10, 1982
    Date of Patent: October 2, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Thomas R. Beattie, Shu S. Yang
  • Patent number: 4474807
    Abstract: This invention is directed to novel antimicrobial agents. More particularly, this invention is directed to 2-(3-iodo-2-propynyloxy)-ethyl carbamates of the formula ##STR1## wherein R is hydrogen, linear or branched alkyl of from 1 to 12 carbon atoms, cycloalkyl of from 4 to 8 carbon atoms, aryl, substituted aryl, aralkyl, or arylsulfonyl;R.sup.1 and R.sup.2, which may be the same or different, each are hydrogen, linear or branched alkyl or alkenyl of from 1 to 6 carbon atoms, or cycloalkyl of from 5 to 7 carbon atoms, or R.sup.1 and R.sup.2, taken together, represent --(CH.sub.2).sub.m --, in which m is an integer of from 4 to 6; andR.sup.3, R.sup.4, R.sup.5, and R.sup.6, which may be the same or different, each represent hydrogen, alkyl of from 1 to 4 carbon atoms, or aryl, or CCl.sub.3, or R.sup.3 and R.sup.5 or R.sup.4 and R.sup.6, taken together, represent --(CH.sub.2).sub.n --, in which n is an integer of from 3 to 5,as well as a process for their preparation and their use as antimicrobial agents.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: October 2, 1984
    Assignees: Henkel Kommandigesellschaft auf Aktien, Montedison S.p.A.
    Inventors: Werner Gerhardt, Rudolf Lehmann
  • Patent number: 4467106
    Abstract: A process for making polyether/polyester glycols and the products formed thereby. Polyether/polyester glycols having a molecular weight of about 200 to 2,200 are formed by heating any of various glycols at about 150.degree. to 250.degree. C. under carbon monoxide pressure in the presence of a halide promoter. Preferably, iodide or bromide and a transition metal-containing catalyst are used to produce polyether/polyester glycols having a molecular weight in the range of 900 to 1,200.
    Type: Grant
    Filed: April 15, 1982
    Date of Patent: August 21, 1984
    Assignee: Ethyl Corporation
    Inventors: Sundar J. Rajan, Edmund F. Perozzi
  • Patent number: 4451406
    Abstract: Novel N-substituted imido-dicarboxylic acid diaryl ester compounds of the general formula ##STR1## in which R.sup.1 represents an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic, heterocyclic radical andR.sup.2 and R.sup.3 can be identical or different and represent an optionally substituted aryl radical,and a process for their preparation characterized in that a carbamic acid aryl ester of the general formula:R.sup.1 --NH--CO--OR.sup.2 (II)in which R.sup.1 and R.sup.2 have the abovementioned meanings, is reacted with a carbonic acid aryl ester halide of the general formulaX--CO--OR.sup.3 (III)in whichR.sup.3 has the abovementioned meaning andX represents a halogen atom, optionally in the presence of a diluent, optionally at a temperature between 100.degree. and 300.degree. C.The new compounds (I) can be used as intermediate products for the preparation of known herbicidal active compounds from the 1,3,5-triazine,2,4-(1H,3H)-dione series.
    Type: Grant
    Filed: August 5, 1983
    Date of Patent: May 29, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Engelbert Kuhle
  • Patent number: 4448773
    Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy,R.sub.7 is hydrogen or optionally-substituted methyl or ethyl, andR.sub.8 is alkyl optionally substituted by alkoxy,are microbicidally, in particular fungicidally, active. Preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and each of R.sub.7 and R.sub.8 is methyl.
    Type: Grant
    Filed: April 22, 1982
    Date of Patent: May 15, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
  • Patent number: 4447635
    Abstract: Novel N-substituted imido-dicarboxylic acid diaryl ester compounds of the general formula ##STR1## in which R.sup.1 represents an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic, heterocyclic radical andR.sup.2 and R.sup.3 can be identical or different and represent an optionally substituted aryl radical, and a process for their preparation characterized in that a carbamic acid aryl ester of the general formulaR.sup.1 --NH--CO--OR.sup.2 (II)in which R.sup.1 and R.sup.2 have the abovementioned meanings, is reacted with a carbonic acid aryl ester halide of the general formulaX--CO--OR.sup.3 (III)in whichR.sup.3 has the abovementioned meaning andX represents a halogen atom, optionally in the presence of a diluent, optionally at a temperature between 100.degree. and 300.degree. C.The new compounds (I) can be used as intermediate products for the preparation of known herbicidal active compounds from the 1,3,5-triazine,2,4-(1H,3H)-dione series.
    Type: Grant
    Filed: June 30, 1982
    Date of Patent: May 8, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Engelbert Kuhle
  • Patent number: 4443593
    Abstract: Waste or surplus polycarbonates are salvaged by reacting them with a hydroxy amine in an amount sufficient to cleave about 85% or more of the carbonate groups, thereby converting the polymer to a mixture of dihydroxy monomers--including novel dihydroxy carbamates--which may be converted to useful polymers by reaction with other difunctional monomers having at least one hydroxy-reactive functional group per molecule.
    Type: Grant
    Filed: June 25, 1982
    Date of Patent: April 17, 1984
    Assignee: The Dow Chemical Company
    Inventor: Guy R. Collins
  • Patent number: 4442117
    Abstract: There are described novel homoserine derivatives of the formula (I) ##STR1## which possess valuable microbicidal properties. In the formula: Ar is substituted phenyl or naphthyl; R.sub.1 is C.sub.2 -C.sub.6 alkyl optionally interrupted by oxygen or sulfur, 2-furyl, 2-tetrahydrofuryl, 1H-1,2,4-triazolylmethyl, 1-imidazolylmethyl, 1-pyrazolylmethyl, C.sub.2 -C.sub.4 alkenyl or cyclopropyl, each of which is optionally substituted by halogen; R.sub.2 is hydrogen or methyl; R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; and B is halogen or an ester, thioester, sulfonic acid ester or sulfonic acid amide group. Additionally, where B is halogen, R.sub.1 may be halomethyl. The novel derivatives can be used for combating microorganisms harmful to plants, particularly for combating phytopathogenic fungi, and they have for practical requirements a very favorable curative and protective action for protecting cultivating plants, without the plants being impaired as a result of undesirable secondary effects.
    Type: Grant
    Filed: October 23, 1980
    Date of Patent: April 10, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele, Peter Riebli
  • Patent number: 4440692
    Abstract: Substituted carbonic acid esters and urethanes having the formula ##STR1## wherein Ad is a substituted or unsubstituted 1-adamantyl residue, R.sup.1 and R.sup.2 are saturated alkyl groups and X is chlorine, fluorine, azido or unsubstituted or substituted phenoxy. These compounds can be used in the synthesis of various peptides.
    Type: Grant
    Filed: April 28, 1982
    Date of Patent: April 3, 1984
    Inventors: Hubert Kalbacher, Wolfgang Voelter
  • Patent number: 4430505
    Abstract: A process for the preparation of N,O-disubstituted urethanes. Urea or polyurets, primary amines and alcohols are reacted at 120.degree.-350.degree. C. in the presence of N-substituted urethanes and/or N-mono- or N,N'-disubstituted ureas or polyureas. In a preferred embodiment, the reactants further include catalysts known to be useful in esterification of carboxylic acids. The urethanes produced in accordance with this process are particularly useful as starting materials for preparation of isocyanates.
    Type: Grant
    Filed: October 15, 1980
    Date of Patent: February 7, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Heitkamper, Klaus Konig, Kurt Findeisen, Rudolf Fauss, Rudolf Sundermann
  • Patent number: 4430262
    Abstract: Isocyanates and derivatives thereof are prepared by oxidative conversion of compounds having at least one group ##STR1## wherein X represents OY or ##STR2## wherein Y is H, a metal ion or group NR.sup.3 R.sup.4 R.sup.5 R.sup.6 wherein each of R.sup.3, R.sup.4, R.sup.5 and R.sup.6 which may be the same or different, is H, alkyl or (substituted) (alk)aryl and Z is a (substituted) alkyl or aryl group. Phenyl isocyanate and derivatives thereof are preferably prepared electrochemically from the corresponding oxamides and oxanilides.
    Type: Grant
    Filed: March 11, 1982
    Date of Patent: February 7, 1984
    Assignee: Shell Oil Company
    Inventors: Rainer Engels, Jan H. H. Meurs
  • Patent number: 4430341
    Abstract: Water soluble quaternary ammonium salt compounds exhibit outstanding insecticidal and miticidal activity coupled with reduced mammalian toxicity and acceptable phytotoxicity.
    Type: Grant
    Filed: August 24, 1977
    Date of Patent: February 7, 1984
    Assignee: Union Carbide Corporation
    Inventor: Barbara W. Kaplan
  • Patent number: 4425361
    Abstract: Formamido-carbamates of the formula ##STR1## wherein R.sub.1 is ##STR2## R.sub.2 is ##STR3## or R.sub.4 --CH.sub.2 --CH.sub.2 --, R.sub.3 is hydrogen, ##STR4## R.sub.4 is ##STR5## R.sub.5, R.sub.6 and R.sub.7 independently of one another are each hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl,processes for producing them and their use for combating pests are described.
    Type: Grant
    Filed: November 18, 1981
    Date of Patent: January 10, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Lohmann, Christian d'Hondt, Guenter Rist
  • Patent number: 4395565
    Abstract: A process for the preparation of aromatic urethans by reaction between aromatic amines and alkyl carbonates, said reaction being carried out in the presence of a catalyst composed of an alcoholate of an alkali metal or an alkaline earth metal. The reaction is caused to take place at a temperature which is variable from +50.degree. C. and +150.degree. C., in the liquid phase and with a molar ratio of the carbonate to the amine of from 10:1 to 1:10.
    Type: Grant
    Filed: January 15, 1982
    Date of Patent: July 26, 1983
    Assignee: Anic S.p.A.
    Inventors: Ugo Romano, Giancarlo Fornasari, Sandro Di Gioacchino
  • Patent number: 4394519
    Abstract: Process for the preparation of peptides including higher polypeptides utilizing indenylmethoxycarbonyl blocking groups and products produced thereby.
    Type: Grant
    Filed: January 19, 1982
    Date of Patent: July 19, 1983
    Assignee: Research Corporation
    Inventors: Louis A. Carpino, Beri Cohen
  • Patent number: 4390710
    Abstract: Aromatic esters of carbamic acid derivatives, e.g., p-chlorophenyl-N-methyl carbamate, are prepared by reaction of the corresponding aromatic alcohol, e.g., p-chlorophenol, and monoisocyanate, e.g., methyl isocyanate, in the presence of a catalytic amount of a combination of a 4-aminopyridine catalyst, e.g., 4-dimethylaminopyridine, and pyridine or methyl substituted pyridines. The product is substantially pure, having less than 0.80 weight percent allophanate ester by-product, e.g., p-chlorophenyl-N,N'-dimethyl allophanate, and less than 0.50 weight percent unreacted aromatic alcohol, e.g., p-chlorophenol. The reaction is readily controlled and characterized by the substantial absence of reflux. The product can be retained in the liquid state at reaction temperature for extended periods of time without significantly increasing the level of allophanate ester by-product.
    Type: Grant
    Filed: October 19, 1981
    Date of Patent: June 28, 1983
    Assignee: PPG Industries, Inc.
    Inventor: James A. Manner
  • Patent number: 4388238
    Abstract: A process for the preparation of N,O-disubstituted urethanes. Primary amines and alcohols are reacted with organic compounds having carbonyl groups at 120.degree. to 350.degree. C. Suitable carbonyl-containing compounds include N-unsubstituted urethanes. N-mono-substituted, N,N'-disubstituted ureas, or polyureas may be used in combination with the N-unsubstituted urethane. The product urethanes are particularly suitable for the preparation of isocyanates.
    Type: Grant
    Filed: October 15, 1980
    Date of Patent: June 14, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Heitkamper, Klaus Konig, Rudolf Fauss, Kurt Findeisen
  • Patent number: 4385004
    Abstract: New compounds of the formula (VIIIa) are disclosed ##STR1## wherein R.sup.1 is hydrogen, methyl or ethyl;R.sup.2 is hydrogen, fluoro, or alkyl having 1 to 4 carbon atoms;R.sup.3 is hydrogen, phenyl, alkoxy having 1 to 6 carbon atoms; phenoxy, thenoyl, or benzoyl; orR.sup.2 and R.sup.3 together with the phenyl group to which they are attached form a naphthyl group which is unsubstituted or substituted by C.sub.1 to C.sub.4 alkyl or C.sub.1 to C.sub.4 alkoxy;R.sup.10 is phenylaminocarbonyl, 1-phenyl-5-tetrazolyl, a group --SO.sub.2 OMe, wherein Me is a metal atom selected from the group which consists of sodium or potassium, or a group --SO.sub.2 R.sup.6 in which R.sup.6 is alkyl having 1 to 4 carbon atoms, 4-methylphenyl, amino, C.sub.1 to C.sub.4 alkoxycarbonyl-amino, or benzoylamino, or R.sup.10 is a group ##STR2## in which R.sup.7 is cycloalkyl having 5 to 6 carbon atoms, and R is vinyl. The compounds are intermediates useful in the preparation of arylacetic acids having antiinflammatory compounds.
    Type: Grant
    Filed: March 23, 1981
    Date of Patent: May 24, 1983
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
    Inventors: Endre Palosi, Dezso Korbonits, Pal Kiss, Csaba Gonczy, Gergely Heja, Judit Cser nee Kun, Rudolf Szebeni, Maria Szomor nee Wundele, Ida Szvoboda nee Kanzel
  • Patent number: 4381404
    Abstract: The present invention is directed to a process for the production of N,O-disubstituted urethanes comprising reacting N-mono- or N,N'-disubstituted ureas or linear polyureas with aliphatic carbonic esters.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: April 26, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Heinrich Krimm, Wolfgang Richter
  • Patent number: 4379928
    Abstract: Alkyl amides have been synthesized from cyclic anhydrides, carboxyl acids and their esters by contacting them with an amine carbamic acid salt.
    Type: Grant
    Filed: March 4, 1981
    Date of Patent: April 12, 1983
    Assignee: Union Carbide Corporation
    Inventor: Spyros Theodoropulos
  • Patent number: 4375000
    Abstract: A process for the preparation of an aryl mono-, di-, and/or polyurethane comprising the steps of A. reacting a primary aromatic mono-, di-, and/or polyamine with an O-alkyl carbamate in the presence of an alcohol at temperatures greater than 160.degree. C., andB. separating the ammonia and other by-products from the aryl mono-, di-, and/or polyurethane.The reaction is preferably carried out in the presence of urea. The aryl mono-, di-, and/or polyurethanes produced are valuable end and intermediate products. They can be transferred into the corresponding isocyanates which can then be used for the preparation of polyurethanes.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: February 22, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Friedrich Towae, Wolfgang Harder
  • Patent number: 4373105
    Abstract: New m-anilide-urethanes, processes for their manufacture, herbicides containing these compounds, and processes for controlling unwanted plant growth with these compounds.
    Type: Grant
    Filed: March 11, 1981
    Date of Patent: February 8, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Rohr, Ulrich Schirmer, Bruno Wuerzer
  • Patent number: 4370497
    Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.
    Type: Grant
    Filed: August 7, 1980
    Date of Patent: January 25, 1983
    Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
  • Patent number: 4362888
    Abstract: Dimethacrylates are provided having the following chemical structure: ##STR1## where ##STR2##is a saturated, 6 membered, monocyclic, hydrocarbyl ring system;R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen or alkyl or alkoxy groups having 1 to 12 carbon atoms; andR.sub.4 and R.sub.5 are the same or different and are hydrogen or groups of the formula: ##STR3## where R.sub.6 is an aliphatic, aromatic or cycloaliphatic group having 1 to 14 carbon atoms, provided that at least one of the groups R.sub.4 and R.sub.5 is a group of the formula: ##STR4## These compounds are useful in dental material which cures to form polymers having high mechanical strength, low water sorption, resistance to staining, good color stability when exposed to short-wave radiation (e.g., sunlight) and good chemical resistance to the oral environment. Also provided are a method for polymerizing this compound in situ on teeth and a tooth comprising a polymer of this compound.
    Type: Grant
    Filed: September 15, 1980
    Date of Patent: December 7, 1982
    Assignee: Scientific Pharmaceuticals, Inc.
    Inventors: Jan A. Orlowski, David V. Butler, Patrick D. Kidd
  • Patent number: 4361438
    Abstract: Compounds having the formula ##STR1## in which X and Y are halogen; R is cyano, halogen, thio-C.sub.1 -C.sub.4 alkyl, phenyl, pyridyl, hydroxy, or OR.sub.1 ; R.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 mono- or di-alkylcarbamyl, C.sub.2 -C.sub.6 alkoxyalkyl, phenylcarbamyl, C.sub.1 -C.sub.6 alkanoyl or C.sub.1 -C.sub.6 haloalkanoyl; and n is: (a) 1 or 2 if R is thioalkyl, cyano or phenyl; and (b) 2 if R is otherwise as defined, are herbicides.
    Type: Grant
    Filed: January 21, 1981
    Date of Patent: November 30, 1982
    Assignee: Stauffer Chemical Company
    Inventor: Raymond A. Felix
  • Patent number: 4360375
    Abstract: A herbicidal composition which comprises a phenoxyphenoxy unsaturated derivative having the formula: ##STR1## wherein X represents a halogen atom or CF.sub.3 ; Y represents a hydrogen atom or a halogen atom; and Z represents --COOR, --COR", --COOH, --CH.sub.2 OH, or --CH.sub.2 OR"'.
    Type: Grant
    Filed: December 23, 1980
    Date of Patent: November 23, 1982
    Assignee: Kumiai Chemical Industry Co., Ltd.
    Inventors: Kazuo Jikihara, Shigekazu Itoh, Shuichi Takayama, Koichi Sato, Ichiro Kimura, Isao Chiyomaru
  • Patent number: 4359467
    Abstract: Prostanoic acid derivatives of the formula ##STR1## wherein R.sub.1 is an acid, ester, amide or hydroxyalkylene group; R.sub.2 and R.sub.3 are H or alkyl; R.sub.4 and R.sub.5 are both CH.sub.3 or one is Cl and the other is CH.sub.3 ; A is CH.sub.2 CH.sub.2 or --CH.dbd.CH; B is CH.sub.2 CH.sub.2, trans- ##STR2## W is free or functionally modified hydroxyalkylene or carbonyl; Z is free or functionally modified hydroxymethylene or carbonyl; X Y is either ##STR3## or, when Z is free or functionally modified hydroxymethylene, ##STR4## or, when Z is free or functionally modified carbonyl, --CH.dbd.CH--, R.sub.12 being H, CH.sub.3, CN or free or functionally modified hydroxy; and physiologically acceptable salts thereof when R.sub.1 is an acid group, possess pharmacological activity, including abortion triggering activity.
    Type: Grant
    Filed: April 22, 1981
    Date of Patent: November 16, 1982
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Vorbruggen, Norbert Schwarz, Olaf Loge, Walter Elger
  • Patent number: 4358606
    Abstract: Novel esters of phenylalkyloxy- or phenylalkylthioacylamino acids and pyridylalkyloxy- or pyridylalkylthioacylamino acids, synthesis thereof, intermediates therefor, and the use of said esters for the control of weeds.
    Type: Grant
    Filed: June 19, 1981
    Date of Patent: November 9, 1982
    Assignee: Zoecon Corporation
    Inventors: Shy-Fuh Lee, Clive A. Henrick
  • Patent number: 4347377
    Abstract: The invention concerns a new process for the preparation of polyhalogenphenyl carbamates of the formula (I)R.sup.2 -OCONHR.sup.1 (I)whereinR.sup.1 is alkyl, aralkyl or aryl, where the aromatic rings may optionally be substituted; andR.sup.2 is phenyl substituted with three, four or five halogens, through intermediates of the formula (IV)(R.sup.2 --O).sub.2 C.dbd.NR.sup.1 (IV)wherein R.sup.1 and R.sup.2 are as defined above.The compounds of the formula (I) are valuable acylating agents. The intermediates of the formula (IV) are new compounds, which are also encompassed by the invention.
    Type: Grant
    Filed: September 19, 1980
    Date of Patent: August 31, 1982
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara R.T.
    Inventors: Istvan Bitter, Rudolf Soos, Geza Toth, Laszlo Toke, Gabor Szabo
  • Patent number: 4339592
    Abstract: A urethane is produced by reacting an organic nitro compound with carbon monoxide and an organic compound containing at least one hydroxyl group in the presence of a catalyst and a co-catalyst. This reaction is conducted in the liquid phase at elevated temperature and pressure. The catalyst employed is an element and/or compound of an element from the group of noble metals of the 8th Secondary Group of the Periodic Table. The co-catalyst used is formed from (1) a component taken from the group consisting of iron oxychloride, a mixture of iron compounds containing iron oxychloride and oxide-chloride combinations and (2) metallic iron or an iron alloy in finely divided or high surface form. The oxides which may be used in the oxide-chloride combinations of co-catalyst component (1) are the oxides and/or oxide hydrates of tetravalent tin, trivalent chromium, hexavalent molybdenum, hexavalent tungsten, pentavalent vanadium, divalent iron and trivalent iron.
    Type: Grant
    Filed: February 26, 1981
    Date of Patent: July 13, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Becker, Christian Rasp, Gunter Stammann, Johann Grolig
  • Patent number: 4338316
    Abstract: The disclosure relates to 9.beta.-aryloxy prostane derivatives, for example 16-(3-chlorophenoxy)-11.alpha.,15.alpha.-dihydroxy-16-methyl-9.beta.-pheno xy-18,19,20-trinor-5-cis,13-trans-prostadienoic acid, which possess high activity as abortifacients, cervical softeners, inducers of parturition or inhibitors of gastric acid production in mammals. These properties are typical of prostaglandin analogues of the E series, but chemically the new 9.beta.-aryloxy prostane derivatives are prostaglandin F series analogues and are therefore more stable than the E series analogues previously used for the above purposes. The new derivatives are manufactured by known analogy processes, and are formulated in conventional manner.
    Type: Grant
    Filed: September 26, 1979
    Date of Patent: July 6, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventor: Peter R. Marsham
  • Patent number: 4335246
    Abstract: Substituted arylamine dye intermediates and their preparation are disclosed.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: June 15, 1982
    Assignee: Aziende Colori Nazionali Affini ACNA S.p.A.
    Inventors: Francesco De Feo, Giovanni Burei, Roberto Cipolli
  • Patent number: 4335138
    Abstract: Novel carbamates derived from substituted cyclic .beta.-keto-alcohols, their preparation, and pharmaceutical formulations which contain these compounds and which may be used as hypnotics in the treatment of sleep disturbance and as sedatives.
    Type: Grant
    Filed: September 15, 1980
    Date of Patent: June 15, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter-Wielant Wiersdorff, Karl-Heinz Geiss, Harald Weifenbach, Wolfgang Worstmann, Dieter Lenke, Rolf Kretzschmar
  • Patent number: 4333949
    Abstract: 2,3-Dichloro-7-hydroxy-1H-inden-1-one derivatives of the formula I ##STR1## wherein R.sub.1 is hydrogen or one of the groups ##STR2## R.sub.2 and R.sub.3 independently of one another are each hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, trifluoromethyl or nitro,R.sub.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.4 -alkenyl, each of which is unsubstituted or substituted by halogen, or R.sub.4 is phenyl which is unsubstituted or is substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, trifluoromethyl, cyano or nitro, or it is a C.sub.3 -C.sub.6 -cycloalkyl group, andR.sub.5 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.4 -alkenyl.These compounds exhibit a microbicidal action against in particular phytopathogenic fungi and bacteria.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: June 8, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Elmar Sturm, Robert Nyfeler
  • Patent number: 4323469
    Abstract: The invention relates to a process for the preparation of carbamic acid phenyl esters of the formula (I) ##STR1## by acylating phenol derivatives of the formula (II) ##STR2## wherein R is alkyl having 1 to 8 carbon atoms, aryl, cycloalkyl having 5 or 6 carbon atoms, aralkyl having 7 to 16 carbon atoms which groups can be substituted by one or more alkyl groups,R.sup.1 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms or acylamino,R.sup.2 is hydrogen, halogen, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms, or ifR.sup.1 and R.sup.2 represent alkyl and/or alkoxy, they can form together a carbocyclic ring.According to the invention the phenol derivatives of the general formula (II), wherein R.sup.1 and R.sup.2 are as defined above, are reacted with N-carbamoyl-saccharin derivatives of the formula (IV) ##STR3## wherein R has the same meaning as defined above, in the presence of a base.
    Type: Grant
    Filed: October 28, 1980
    Date of Patent: April 6, 1982
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara R.T.
    Inventors: Gyorgy Lugosi, Antal S. May, Janos Bodnar, Istvan Turcsan, Istvan Jelinek, Eva Somfai, Laszlo Simandi
  • Patent number: 4317920
    Abstract: Arylacetic acid derivatives of the formula ##STR1## with R.sup.1, R.sup.2 and R.sup.3 specifically defined and which are useful as antirheumatic and antiinflammatory pharmaceuticals are practiced by catalytic hydrogenation of new compounds of the formula ##STR2## in which R and R.sup.10 are also specifically defined. The method of making the latter compound is also set forth.
    Type: Grant
    Filed: May 21, 1979
    Date of Patent: March 2, 1982
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
    Inventors: Endre Palosi, Dezso Korbonits, Pal Kiss, Csaba Gonczy, Gergely Heja, Judit Cser nee Kun, Rudolf Szebeni, Maria Szomor nee Wundele, Ida Szvoboda nee Kanzel
  • Patent number: 4315861
    Abstract: A process is disclosed for preparing a carbamic acid phenyl ester of the formula (I) ##STR1## wherein R is alkyl having 1 to 8 carbon atoms, aryl, cycloalkyl having 5 or 6 carbon atoms, or aralkyl having 7 to 16 carbon atoms, wherein the aryl, cycloalkyl or aralkyl is unsubstituted or substituted by at least one alkyl group having 1 to 8 carbon atoms;R.sub.1 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, cyanomethyl, 1,3-dioxolan-2-yl, or carboalkoxyamino wherein the alkoxy group contains 1 to 4 carbon atoms;R.sub.2 is hydrogen, halogen, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms; orR.sub.1 and R.sub.2 form together a carbocyclic ring or a heterocyclic ring fused to the phenyl ring wherein the carbocyclic ring of the heterocyclic ring is unsubstituted or substituted by at least one alkyl having 1 to 8 carbon atoms, which comprises acylating a phenol of the formula (II) ##STR2## with a compound of the formula (IV) ##STR3## in the presence of a base.
    Type: Grant
    Filed: March 23, 1981
    Date of Patent: February 16, 1982
    Assignee: Chinoin Gyogyszer RT
    Inventors: Gyorgy Lugosi, Antal Simay, Janos Bodnar, Istvan Turcsan, Istvan Jelinek, Eva Somfai, Laszlo Simandi
  • Patent number: 4304922
    Abstract: Production of urethanes by the oxycarbonylation reaction of N,N'-disubstituted ureas and organic compounds containing at least one hydroxyl group with carbon monoxide in the presence of molecular oxygen and/or organic nitro compounds and a catalyst system comprising (a) a noble metal and/or noble metal compound of the eighth subgroup of the periodic system of elements and (b) a compound of an element and/or elements of the third to fifth main group and/or first to eighth subgroup of the periodic system of elements characterized in that said compounds are capable of undergoing Redox reactions under the reaction conditions.
    Type: Grant
    Filed: February 27, 1980
    Date of Patent: December 8, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Becker, Johann Grolig, Christian Rasp, Gunter Stammann
  • Patent number: 4291061
    Abstract: 2,3-Dichloro-7-hydroxy-1H-inden-1-one derivatives of the formula I ##STR1## wherein R.sub.1 is hydrogen or one of the groups ##STR2## R.sub.2 and R.sub.3 independently of one another are each hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, trifluoromethyl or nitro,R.sub.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.4 -alkenyl, each of which is unsubstituted or substituted by halogen, or R.sub.4 is phenyl which is unsubstituted or is substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, trifluoromethyl, cyano or nitro, or it is a C.sub.3 -C.sub.6 -cycloalkyl group, andR.sub.5 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.4 -alkenyl.These compounds exhibit a microbicidal action against in particular phytopathogenic fungi and bacteria.
    Type: Grant
    Filed: October 31, 1979
    Date of Patent: September 22, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Elmar Sturm, Robert Nyfeler
  • Patent number: 4282368
    Abstract: p-Substituted, aromatic carbamic acid esters are prepared by reacting an aromatic carbamic acid ester with an olefin in the presence of an inorganic acid or sulfonic acid.The aromatic carbamic acid esters obtainable by the process of the invention are active ingredients for pesticides and drugs, as well as valuable starting materials for the preparation of such ingredients and of dyes.
    Type: Grant
    Filed: June 2, 1980
    Date of Patent: August 4, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Gerhard Nestler
  • Patent number: 4279833
    Abstract: Acrylic monomers containing a carbamate (urethane) functionality having the general formula: ##STR1## and difunctional carbamate monomers having the general formula: ##STR2## are prepared from 2-(1-hydroxyalkyl)-acrylates, acrylamides, acrylonitriles, vinyl ketones and nitroethylenes.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: July 21, 1981
    Assignee: Ashland Chemical Company
    Inventors: Billy M. Culbertson, Larry K. Post
  • Patent number: 4278805
    Abstract: A process for the preparation of an aryl-mono and/or polyurethane comprising the steps ofA. reacting a primary aromatic mono, di-, and/or polyamine with an O-alkyl carbamate in the presence of alcohol and catalysts, andB. separating the ammonia and other by-products from the aliphatic and/or cycloaliphatic di- and/or polyurethane.The reaction is preferably carried out in the presence of urea. The aryl mono-, di-, and/or polyurethanes produced are valuable end and intermediate products. They can be transferred into the corresponding isocyanates which can then be used for the preparation of polyurethanes.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: July 14, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Friedrich Towae
  • Patent number: 4277395
    Abstract: Compounds of the following general formula are irreversible inhibitors of pancreatic elastase: ##STR1## wherein M is hydroxy, lower alkoxy, benzyloxy or --NY.sub.1 Y.sub.2 wherein each of R.sub.4 and R.sub.5 is hydrogen or lower alkyl; R is CF.sub.3, CHF.sub.2 or CH.sub.2 F; R.sub.1 is straight or branched lower alkyl; R.sub.2 is defined the same as R.sub.1 or is benzyl; R.sub.30 is CHO, carbobenzoxy, tert-butoxycarbonyl, benzoyl or lower alkanoyl; X is pro, ala or leu and Y and Z together form a single bond; or Y-X is ala-pro, ala-ala or ala-leu and Z forms a single bond; and Z-Y-X is ala-ala-pro, ala-ala-ala or pro-ala-leu.
    Type: Grant
    Filed: June 16, 1980
    Date of Patent: July 7, 1981
    Assignee: Richardson-Merrell Inc.
    Inventors: Philippe Bey, Brian W. Metcalf, Jeffrey S. Wiseman
  • Patent number: 4277420
    Abstract: Preparation of novel prochiral olefinic compounds which can be asymmetrically hydrogenated to enantiomers, which are converted to ephedrine and pseudoephedrine by described procedures.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: July 7, 1981
    Assignee: Monsanto Company
    Inventor: Karl E. Koenig