Carbamic Acid Patents (Class 560/157)
  • Patent number: 5298651
    Abstract: A process for preparing isocyanates comprising (a) contacting carbon dioxide and a primary amine in the presence of an aprotic organic solvent and a phosphazene compound or a mixture of a phosphazene compound and an organic, nitrogenous base selected from the group consisting of guanidine compounds, amidine compounds, tertiary amines, pyridine and mixtures thereof to produce the corresponding ammonium carbamate salt, and (b) reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent to produce the corresponding isocyanate. A second embodiment comprises recovering the ammonium carbamate salt of step (a) prior to reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent in the presence of an aprotic organic solvent and a phosphazene compound or a mixture of a phosphazene compound and an organic, nitrogenous base selected from the group consisting of guanidine compounds, amidine compounds, tertiary amines, pyridine and mixtures thereof.
    Type: Grant
    Filed: October 15, 1992
    Date of Patent: March 29, 1994
    Assignee: Monsanto Company
    Inventors: William D. McGhee, Thomas E. Waldman
  • Patent number: 5286747
    Abstract: Compounds of the formula ##STR1## wherein R.sup.3 and the NR.sup.1 R.sup.2 group are in a cis-position to each other and wherein Y is OH, R.sup.4 COO, (R.sup.5).sub.2 NCOO or R.sup.6 O either in position 5 or position 7, whereby R.sup.4 is an alkyl group having 1-5 carbon atoms or a possibly substituted phenyl group, R.sup.5 is an alkyl group having 1-5 carbon atoms and R.sup.6 is an allyl or benzyl group, R.sup.1 is hydrogen or an alkyl group having 1-3 carbon atoms, R.sup.2 is an alkyl group having 1-6 carbon atoms, a phenylalkyl- or m-hydroxyphenylalkyl group with 2-4 carbon atoms in the alkyl part, or an alkenyl group with 3-6 carbon atoms other than 1-alkenyl, and R.sup.3 is an alkyl group having 1-3 carbon atoms, processes and intermediates for their preparation, pharmaceutical preparations and methods of treatment employing such compounds. The compounds are useful for therapeutic purposes, especially for treatment of disorders in the central nervous system.
    Type: Grant
    Filed: September 29, 1989
    Date of Patent: February 15, 1994
    Assignee: Per A. E. Carlsson
    Inventors: Folke L. Arvidsson, Per A. E. Carlsson, Uli A. Hacksell, John S. M. Hjorth, Anette M. Johansson, Per L. Lindberg, John L. G. Nilsson, Domingo Sanchez, H.ang.kan V. Wikstrom
  • Patent number: 5278148
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or methyl, R.sup.2 is ethyl, propyl, isopropyl, imidazol-2-yl, imidazol-4-yl, pyrazol-3-yl, thiazol-4-yl, thien-2-yl, ethoxycarbonyl, t-butylcarbonylmethyl, benzyloxycarbonylmethyl or t-butoxy, R.sup.3 is isobutyl, cyclohexylmethyl or benzyl, R.sup.4 is nitro, amino or a group of the formula --N(R.sup.5)(R.sup.6) and A is one of the groups ##STR2## wherein R.sup.5 and R.sup.6 is alkyl or alkoxyalkyl; or optionally substituted phenyl, phenylalkyl or phenylsulfonylalkyl among others with the proviso that A is not group (b) when R.sup.6 is alkanoyl, alkoxycarbonyl or arylalkoxycarbonyl, the dotted line can be an additional bond, R.sup.7 is phenyl or substituted phenyl and R.sup.8 is hydrogen or organocarbonylalkyl, with the proviso that R.sup.8 is not alkoxycarbonylamino or arylalkoxycarbonylamino when R.sup.7 is phenyl, benzyl or .alpha.
    Type: Grant
    Filed: March 27, 1990
    Date of Patent: January 11, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Quirico Branca, Hans P. Marki, Werner Neidhart, Henri Ramuz, Wolfgang Wostl
  • Patent number: 5252745
    Abstract: Antimicrobial compounds of the formula ##STR1## wherein R.sup.1 is selected from the group consisting of H, an amine protective group, and a moiety of the formula ##STR2## wherein R.sup.2, R.sup.5, and R.sup.6 are independently selected from H and an amine protective group;R.sup.3 and R.sup.4 are independently selected from H, lower alkyl, aryl, arylalkyl, CH.sub.2 OR, CH.sub.2 SR or CH(CH.sub.3)OR;R=H, propargyl lower alkyl, arylalkyl or aryl;wherein R.sup.1 and R.sup.2 or R.sup.5 and R.sup.6 can be joined to form a ring; and wherein when R.sup.1 and R.sup.2 or R.sup.5 and R.sup.6 are both H, the compound is either in free base form or in salt form.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: October 12, 1993
    Assignee: Rohm and Haas Company
    Inventors: Margaret M. Bowers-Daines, Barry C. Lange
  • Patent number: 5250723
    Abstract: A novel polymerizable monomer represented by the formula (I) useful as a raw material for the high surface hardness transparent resin. ##STR1## wherein R is an aliphatic residue having or not having an oxygen atom, an alicyclic ring, a heterocyclic ring or an aromatic ring, or an alicyclic residue, l is 0 or 1, each of i and j is an integer of 1 or more, and when l=0, i=j=1, when l=1, (i+j) is 4 or less, when j=1, X is oxygen or sulfur, when j.gtoreq.2, all X's are oxygen or sulfur, or one X is oxygen and the other X's are sulfur, or one X is sulfur and the other X's are oxygen.The high surface hardness transparent resin comprises a crosslinked polymer prepared by copolymerizing a monomer (A) represented by the formula (I) as above and a monomer (B) containing one or more functional groups of at least one kind selected from the group consisting of CH.sub.2 .dbd.CH--C(O)--O--, CH.sub.2 .dbd.C(CH.sub.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: October 5, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Toshiyuki Suzuki, Katsuyoshi Sasagawa, Masao Imai, Yoshinobu Kanemura
  • Patent number: 5247121
    Abstract: The alkyl esters of N-carboalkyloxy-11-aminoundecanoic acids have the following general formula: ##STR1## wherein R is linear or branched C.sub.7-30 alkyl, linear or branched C.sub.4-22 alkenyl or a radical of formula: ##STR2## wherein n is 0 to 5 R" is linear or branched C.sub.7-30 alkyl, andR' is linear C.sub.10-18 alkyl.These esters, and esters wherein R is additionally hydrogen or C.sub.1-6, have an application as thickening agents in organic media particularly in the cosmetic field.
    Type: Grant
    Filed: February 4, 1992
    Date of Patent: September 21, 1993
    Assignee: L'Oreal
    Inventors: Henri Sebag, Didier Semeria
  • Patent number: 5233077
    Abstract: N-vinyl-O-methyl carbamate is formed preferentially by heating dimethyl ethylidene dicarbamate in the liquid phase at a temperature of 155.degree. to 350.degree. C. and at a pressure which permits the vinyl carbamate to vaporize as it is formed. This vinyl carbamate is quickly condensed and can then be separated from the methyl carbamate which also emanates from the liquid phase. The yield of N-vinyl-O-methyl carbamate is enhanced by including carbon in the liquid phase in contact with the dimethyl ethylidene dicarbamate as it is pyrolyzed. Using carbon in the same manner is advantageous in producing other lower alkyl N-vinyl-O-alkyl carbamates. Preferably the carbon has a surface area of 300 to 1500 m.sup.2 /g and is present in an amount such that the weight ratio of dialkyl ethylidene dicarbamate to carbon is in the range of 50 to 500. The product is a monomer which can be used in making amine-functional polymers.
    Type: Grant
    Filed: April 1, 1992
    Date of Patent: August 3, 1993
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Francis J. Waller
  • Patent number: 5223638
    Abstract: The present invention provides a process for preparing urethanes and carbonates from an amine or an alcohol, carbon dioxide and a hydrocarbyl halide. The amine or alcohol is reacted with carbon dioxide in a suitable solvent system and in the presence of an amidine or guanidine base, to form the ammonium carbamate or carbonate salt which is then reacted in a polar aprotic solvent with a hydrocarbyl halide. Polymer products can also be prepared utilizing this process or utilizing the resulting urethanes and carbonates under standard polymerization conditions.
    Type: Grant
    Filed: April 29, 1991
    Date of Patent: June 29, 1993
    Assignee: Monsanto Company
    Inventors: William D. McGhee, Barry L. Parnas, Dennis P. Riley, John J. Talley
  • Patent number: 5214195
    Abstract: The present invention provides new allyl esters of the general formula:X--CH.sub.2 --CR.sup.1 .dbd.CR.sup.2 --CO--Y--R.sup.3 --A (I)wherein R.sup.1 and R.sup.2, which can be the same or different, are hydrn or halogen atoms or alkyl or aryl radicals, R.sup.3 is a linking grouping (spacer), X is an acyloxy radical in which acyl in the acyloxy radical is the residue of an aliphatic carboxylic acid or is the radical RCO-- in which R is an organic radical, Y is an oxygen or sulphur atom or especially an --NH-- group and A is a grouping which can react with a solid carrier material F, which contains appropriate functional groups B, either after selective deblocking or directly, whereby A and B are atom groupings which react with one another with condensation and/or addition and formation of a linkage between the solid carrier material and the radical X--CH.sub.2 --CR.sup.1 .dbd.CR.sup.2 --CO--Y--R.sup.3 --.The present invention also provides processes for the preparation of these new allyl esters.
    Type: Grant
    Filed: August 31, 1990
    Date of Patent: May 25, 1993
    Assignee: Orpegen Medizinisch-Molekular Biologische Forschungsgesellschaft mbH
    Inventors: Horst Kung, Winfried Kosch, Joachim Marz
  • Patent number: 5210273
    Abstract: This invention relates to a process for the preparation of N,N-disubstituted mono- and oligourethanes by the reaction of N-aromatically, N-aliphatically, N-cycloaliphatically, and N-araliphatically substituted mono- and oligourethanes with dialkyl carbonates in the presence of at least stoichiometrically equivalent quantities of solid alkali or alkaline-earth carbonate in excess dialkyl carbonate and/or an aprotic organic solvent and in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: May 11, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Reiff, Dieter Dieterich
  • Patent number: 5200547
    Abstract: The present invention provides a process for preparing urethanes and carbonates from an amine or an alcohol, carbon dioxide and an allyl halide. The amine or alcohol is reacted with carbon dioxide to form the ammonium carbamate or carbonate salt which is then reacted with a palladium tertiary phosphine catalyst complex of an allyl halide. Polymer products can also be prepared utilizing this process or utilizing the resulting urethanes and carbonates under standard polymerization conditions.
    Type: Grant
    Filed: September 4, 1990
    Date of Patent: April 6, 1993
    Assignee: Monsanto Company
    Inventors: Dennis P. Riley, William D. McGhee
  • Patent number: 5194660
    Abstract: Processes for producing carbamates comprise contacting a first reactant selected from primary amine components, secondary amine components, urea components and mixtures thereof; carbon monoxide; at least one organic hydroxyl component and at least one oxygen-containing oxidizing agent in the presence of a catalyst composition comprising at least one metal macrocyclic complex, preferably in the further presence of a halogen component.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: March 16, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Tak W. Leung, Bernard D. Dombek
  • Patent number: 5191032
    Abstract: A heterofunctional macromer represented by the formula: ##STR1## in which R.sub.1 is H or C.sub.1 -C.sub.4 alkyl; R.sub.2 is a (poly) lactone or (poly) ether chain;X.sub.1 is --COO--, --COOCH.sub.2 CH.sub.2 OCO--, --CONHCOO--, --COOCH.sub.2 CH.sub.2 NH--COO-- or ##STR2## X.sub.2 is --O--, --COO-- or --OCO--NH--R.sub.3 --NHCOO-- group; R.sub.3 is C.sub.1 -C.sub.6 alkylene, aromatic or alicyclic group;A is --CH.sub.2 --, --C(CH.sub.3).sub.2 -- or ##STR3## group; and reactive polymers derived from said macromer.
    Type: Grant
    Filed: November 22, 1991
    Date of Patent: March 2, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki
  • Patent number: 5189135
    Abstract: Low molecular weight non-film forming fluorinated polyurethanes having a hydroxy functionality obtained from the reaction of at least one diisocyanate with at least one hydroxy-capped perfluoropolyether having a molecular weight within the range of from greater than 1,000 to 5,000 and with at least one polyol with a functionality of at least 2.
    Type: Grant
    Filed: May 5, 1992
    Date of Patent: February 23, 1993
    Assignee: Syremont S.p.A.
    Inventors: Ennio Cozzi, Franco Federici, Paolo Parrini
  • Patent number: 5187306
    Abstract: The present invention provides a manufacturing method for unsaturated carbamic acid esters by allowing an unsaturated amide compound to react with a metallic base in an inert solvent, followed by a reaction with a halogenated formic acid ester.The invention also provides a manufacturing method of unsaturated carbamic acid esters by allowing an urethane derivative to react with a metallic base in an inert solvent, followed by a reaction with an unsaturated acid halide.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: February 16, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Noriyuki Tsuboniwa, Eiji Yamanaka, Satoshi Urano
  • Patent number: 5171877
    Abstract: The urethanes described are synthesized from aliphatic fluoro alcohols, triisocyanate and a carboxylic acid. They are prepared by reaction of the aliphatic fluoro alcohol with the triisocyanate to give the fluoro alcohol/triisocyanate adduct and by reaction of this adduct with the carboxylic acid. The new urethanes are preferably used for the finishing of textiles for the purpose of achieving water, oil and soil repellency.
    Type: Grant
    Filed: December 26, 1990
    Date of Patent: December 15, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Knaup, Rainer Kupfer, Rolf Kleber, Lothar Jaeckel, Fritz-Joachim Gohlke
  • Patent number: 5167670
    Abstract: The present invention is directed to novel poly(olefin)-polyamine-N-substituted polycarbamates, useful for preventing or reducing deposits in engines having the formula I ##STR1## wherein "n" is 2-8; R.sup.1 is a poly(olefin) chain having an average molecular weight of from about 500 to about 9900; R.sup.2 is an alkylene group containing 2 to 8 carbon atoms; R.sup.3 is independently a hydrogen atom, an alkyl group containing from 1 to 7 carbon atoms or --COOR.sup.5 with at least two of R.sup.4 being --COOR.sup.5 and wherein R.sup.5 is a hydrocarbyl or substituted hydrocarbyl group containing up to 20 carbon atoms.
    Type: Grant
    Filed: September 20, 1991
    Date of Patent: December 1, 1992
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 5162575
    Abstract: The present invention relates to a process for producing isocyanates which comprises reacting an N-halogenated amide with an organic base in an essentially water-free modified Hofmann reaction using a soluble silver salt promoter in the presence of an organic solvent. Also disclosed is a process for producing a carbamate which comprises reacting an N-halogenated amide with an organic base in an essentially water-free modified Hofmann reaction using a soluble silver salt promoter in the presence of an alcohol solvent.
    Type: Grant
    Filed: April 1, 1991
    Date of Patent: November 10, 1992
    Assignee: Olin Corporation
    Inventor: Ming Shen
  • Patent number: 5147960
    Abstract: The invention relates to heterofunctional diols of formula I and to polyurethane elastomers prepared therefrom.
    Type: Grant
    Filed: August 2, 1990
    Date of Patent: September 15, 1992
    Inventors: Uwe Keppeler, Michael Bobrich
  • Patent number: 5144059
    Abstract: The compound of the formula ##STR1## (wherein R, R.sub.1 and R.sub.2 have the meanings given in the description), salts thereof with pharmaceutically acceptable organic or inorganic acids, process and intermediates for the preparation thereof and a pharmaceutical composition containing said compound are described.The compounds of formula I and the salts thereof are useful in the treatment of heart and renal diseases.
    Type: Grant
    Filed: April 20, 1990
    Date of Patent: September 1, 1992
    Assignee: Simes Societa Italiana Medicinali E. Sintetici S.A.
    Inventors: Cesare Casagrande, Francesco Santangelo
  • Patent number: 5130457
    Abstract: N,N-disubstituted monourethanes and oligourethanes are produced by reacting (a) N-aliphatically and/or N-cycloaliphatically and/or N-araliphatically substituted monourethanes and/or oligourethanes with an alkylating agent in the presence of a solid alkali metal hydroxide. No solvent need by employed but if a solvent is used, that solvent should be an aprotic organic solvent. The alkali metal hydroxide must be used in an equivalent amount. A phase transfer catalyst may optionally be employed. The N,N-disubstituted urethanes obtained by this process are useful in the production of dyes, pharmaceutical products and thermostable synthetic materials.
    Type: Grant
    Filed: March 16, 1987
    Date of Patent: July 14, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef Sanders, Dieter Dieterich
  • Patent number: 5126477
    Abstract: A process for the production of a carbamate suitable for use as a detergent additive to internal combustion engine fuels which process comprises reacting either ammonia, a primary amime or a secondary amine with a dihydrocarbyl carbonate in the presence as catalyst of a strong organic base and in the proportions necessary to produce either a mono-carbamate or a bis-carbamate.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: June 30, 1992
    Assignee: BP Chemicals Limited
    Inventors: Richard A'Court, William J. Fox, John E. Hamlin, Sean P. O'Connor
  • Patent number: 5118852
    Abstract: A tert-amine which contains an acid-activated color body precursor is treated to prevent it or a derivative thereof, e.g., an amine oxide, betaine, or quaternary ammonium compound, from turning pink when exposed to acidic conditions by contacting it with an amido compound containing a --CO.NH-- group.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: June 2, 1992
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, James E. Borland, Joe D. Sauer
  • Patent number: 5118831
    Abstract: Novel amino acid derivatives of the formula ##STR1## wherein R.sup.1 is a protecting group removable under reducing or acid conditions, and R.sup.2 and R.sup.5 are hydrogen or carboxylic protecting groups, are useful as intermediates in preparing stereospecific carbapenam/carbapenem derivatives. R.sup.1 is removed under reducing conditions to form a pyrrolidine derivative, which is further cyclized from the R.sup.5 .dbd.H compound to form a .beta.-lactam ring. Stereospecificity at the 6-position is achieved by treatment with lithium diisopropylamide (LDA) and quenching at different temperatures. Compound (I) can be prepared by treating R.sup.1 -protected R.sup.3 -pyrrolidone carboxylic acid R.sup.2 -ester with a lithium enolate of the formula R.sup.4 CHLiCO.sub.2 R.sup.5. The lithium enolate can be formed from R.sup.4 CH.sub.2 CO.sub.2 R.sup.5 by treatment with LDA.
    Type: Grant
    Filed: February 27, 1991
    Date of Patent: June 2, 1992
    Assignee: Ajinomoto Co., Inc.
    Inventors: Shigeo Nozoe, Tomihisa Ohta
  • Patent number: 5118674
    Abstract: The invention relates to 3-(N-methyl-N-alkyl)-amino 2-methoxymethylene propan 1-ol derivatives of the formula ##STR1## wherein R stands for an alkyl chain, A stands for: ##STR2## and Y represents various quaternary ammonia, to a preparation process of said compounds and to therapeutic compositions containing the same.
    Type: Grant
    Filed: November 27, 1990
    Date of Patent: June 2, 1992
    Assignee: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)
    Inventors: Pierre Braquet, Colette Broquet, Benedicte Vandamme, Paola Principe-Nicolas
  • Patent number: 5103041
    Abstract: A process for the production of a carbamate having formula (I), wherein X and Y are independently either hydrogen, a hydrocarbyl group or a hetero-substituted hydrocarbyl group or the group of formula (II), wherein Z is either a divalent hydrocarbyl, a substituted hydrocarbyl group or the group of formula (III) [(alkylene)m(NH)n(alkylene)m] in which n=0 to 4 and m=1 to 4, and R is a hydrocarbyl or substituted hydrocarbyl group, provided that if either one of X or Y is the group of formula (II), the other of X or Y is hydrogen, which process comprises reacting a compound of formula (IV), wherein X and Y are independently either hydrogen, a hydrocarbyl group or a hetero-substituted hydrocarbyl group with a dihydrocarbyl carbonate having formula (V), wherein independently R is as defined above in the presence as catalyst of a strong organic base and in the proportions necessary to produce either a mono-carbamate or a bis-carbamate.
    Type: Grant
    Filed: January 31, 1989
    Date of Patent: April 7, 1992
    Assignee: BP Chemicals Limited
    Inventors: Richard A'Court, William J. Fox, John E. Hamlin, Sean P. O'Connor
  • Patent number: 5102911
    Abstract: HMG-CoA reductase inhibitors of formulae (I) and (II) are disclosed.
    Type: Grant
    Filed: July 6, 1990
    Date of Patent: April 7, 1992
    Assignee: Merck & Co, Inc.
    Inventors: Ta J. Lee, Wilbur J. Holtz
  • Patent number: 5101063
    Abstract: A process for preparation of urethanes by reacting an organic hydroxyl group-containing compound and carbon monoxide with a primary amine and oxygen in the presence of a non-noble metal or lanthanide metal catalyst system, particularly a cerium catalyst.
    Type: Grant
    Filed: April 3, 1990
    Date of Patent: March 31, 1992
    Assignee: Industrial Technology Research Institute
    Inventors: Kuo-Liang Loh, Puh Shieh, Jih-Liang Chen, Tsu-Kung Chuang
  • Patent number: 5101062
    Abstract: A process for producing carbamic acid esters (N-phenyl carbamate) which comprises reacting an amino group-containing compound (aniline), oxygen, a nitro group-containing compound (nitrobenzene), a carbon monoxide-containing gas and a hydroxyl group-containing organic compound (ethyl alcohol) in the presence of a compound of a transition metal belonging to Pt group of VIII group (Pd) of the Periodic Table as catalyst, a non-metal halide (HCl) and water.
    Type: Grant
    Filed: September 12, 1989
    Date of Patent: March 31, 1992
    Assignee: Babcock-Hitachi Kabushiki Kaisha
    Inventors: Mutsuo Yamada, Kazumi Murakami, Yasuyuki Nishimura, Fumito Nakajima, Nobuo Matsuo
  • Patent number: 5095134
    Abstract: This application relates to monomers and homopolymers of diacetylenic ethers having the formula ##STR1## wherein X is alkyl, alkenyl, aryl, alkaryl, aralkyl, aralkenyl, monoalkylamino or dialkylamino and Y is alkyl, alkenyl or ##STR2## where X' is independently selected from the group of X. The invention also relates to the method of preparing and using said alkoxy diacetylenes.
    Type: Grant
    Filed: October 23, 1990
    Date of Patent: March 10, 1992
    Assignee: ISP Investments Inc.
    Inventor: Kou-Chang Liu
  • Patent number: 5091556
    Abstract: A process for preparing carbamates is disclosed, in which:a stoichiometric or higher-than-stoichiometric amount of an alkyl carbonate or a cycloalkyl carbonate is reacted with an aliphatic, cycloaliphatic or aromatic amine, in a first reaction step, by operating in the presence of a carbamation catalyst, in order to produce a mixture of a carbamate and an urea,the urea contained in the reaction product from the first process step is reacted with carbonate, in a second reaction step, in order to produce the corresponding carbamate, andthe reaction mixture coming from the second process step is submitted to treatments in order to recover the carbamate.The process makes it possible high yields and high values of selectivity to the useful reaction product to be obtained.
    Type: Grant
    Filed: March 28, 1990
    Date of Patent: February 25, 1992
    Assignee: Enichem Synthesis, S.p.A.
    Inventors: Carlo Calderoni, Franco Mizia, Franco Rivetti, Ugo Romano
  • Patent number: 5079260
    Abstract: The present invention relates to a method of treating an inflammatory condition, and to compounds and composition suitable for use in such a method, which compounds have the Formula: ##STR1## wherein: X is methylene, ethylene, ethyleneoxy, or oxygen;Q is ##STR2## where C' is a residue of a lipophilic amino acid, and Y is --CO.sub.2 H, --CH.sub.2 OH, --CONR.sub.1 R.sub.2, or --CO.sub.2 R.sub.1 where R.sub.1 and R.sub.2 hydrogen, alkyl, or aryl;R.sub.3 and R.sub.4 are, independently, hydrogen, alkyl or aryl; andA and B are, independently, hydrogen, fused phenyl, alkyl, aryl, alkaryl, aralkyl, alkoxy, alkoxyalkyl, halogen, or nitro;or pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: January 7, 1992
    Assignee: Nova Pharmaceutical Corporation
    Inventors: Moshe Weitzberg, Ronald Burch, Barry Shearer
  • Patent number: 5055577
    Abstract: The present invention provides a process for preparing urethanes from primary or secondary amines, carbon dioxide and a diolefin. The amine is reacted with carbon dioxide to form the ammonium carbamate salt which is then reacted with a stoichiometric amount of a diolefin coordinated to palladium(II).
    Type: Grant
    Filed: June 18, 1990
    Date of Patent: October 8, 1991
    Assignee: Monsanto Company
    Inventors: Dennis P. Riley, William D. McGhee
  • Patent number: 5035743
    Abstract: New nucleophilic urethanes are described and claimed, which are the reaction product of a monoisocyanate, a diisocyanate or a polyisocyanate with a basic alkoxylated amine whose hydroxyl functionality has been adjusted to a value of 0.5 to 2 by etherification, esterification and/or reaction with a monoisocyanate. These compounds are particularly used, individually or as a mixture, as neutralizing nucleophilic compositions in desensitizing inks for the printing by dry or humid offset, typographic, or flexographic methods, destined to locally neutralize the electrophilic layer of a chemical pressure sensitive copying set. The disclosed compounds have a better neutralizing power which allows to reduce the weight per surface unit of the desensitizing printing by at least a third.
    Type: Grant
    Filed: February 15, 1989
    Date of Patent: July 30, 1991
    Assignee: SICPA Holding SA
    Inventors: Albert Amon, Laszlo K. Boksanyi, Pierre Degott
  • Patent number: 5015753
    Abstract: Poly(alkylene carbonate) monoahls and polyahls useful as nonionic surfactants and having a poly(alkylene carbonate) backbone are prepared by reacting an oligomeric poly(alkylene carbonate) polyahl with a compound having mono- or difunctional active hydrogen moieties, such as alcohols, carboxylic acids, mercaptans, amides, primary or secondary amines, or substituted phenols, optionally in the presence of a catalyst, under transesterification conditions.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: May 14, 1991
    Assignee: The Dow Chemical Company
    Inventor: Robert F. Harris
  • Patent number: 5008435
    Abstract: Process for producing urethanes, by reacting an organic hydroxyl group containing compound and carbon monoxide, either (i) with an organic nitro group containing compound, e.g. nitrobenzene, or (ii) with a primary amine, e.g. aniline, and oxygen, the reacting in both cases being carried out in the presence of a non-noble metal catalyst system comprising a copper catalyst, preferably mixed with a promoter such as a nitrogen or phosphorous containing organic compound for the (i) nitro compound reaction, or an alkali salt for the (ii) amine reaction, e.g. at 200-8000 psig and 100.degree.-300.degree. C., using 0.05-0.4 mole copper catalyst and 0.01-10 moles promoter per mole (i) nitro compound or (ii) amine, and 2-500 moles carbon monoxide, and (in the case of the (ii) amine) 0.5-5 moles oxygen, per mole of the (i) nitro compound or (ii) amine.
    Type: Grant
    Filed: November 22, 1988
    Date of Patent: April 16, 1991
    Assignee: Industrial Technology Research Institute
    Inventors: Kuo-Liang Loh, Puh Shieh, Y. S. Chao, Tsu-Kung Chuang
  • Patent number: 4987233
    Abstract: The present invention provides a process for preparing herbicidal ureas and insecticidal carbamates and carbamate derivatives comprising reacting an amine, alcohol, or oxime nucleophile with a urea in an inert organic solvent.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: January 22, 1991
    Assignee: Eli Lilly and Company
    Inventors: Ralph K. Achgill, Laurence W. Call
  • Patent number: 4987248
    Abstract: An improved for preparing N-substituted carbamate comprising reaction of a selected olefin or alcohol with a carbamate in the presence of a catalyst comprising a blend of a perfluorinated sulfonic acid polymer and a perfluorinated polymer diluent in a substantially nonpolar reaction mixture.
    Type: Grant
    Filed: August 2, 1989
    Date of Patent: January 22, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Francis J. Waller
  • Patent number: 4973733
    Abstract: Polymers, such as polyisobutylene or ethylene-propylene copolymers, are functionalized by reaction with an activated imine to yield novel polymers.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: November 27, 1990
    Assignee: Texaco Inc.
    Inventors: Phillip B. Valkovich, Kechia J. Chou
  • Patent number: 4973732
    Abstract: Polymers, such as polysiobutylene or ethylene-propylene copolymers, are functionalized by reaction with an activated imine to yield novel polymers.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: November 27, 1990
    Assignee: Texaco Inc.
    Inventors: Phillip B. Valkovich, Kechia J. Chou
  • Patent number: 4963637
    Abstract: The present invention is directed to novel isocyanate-terminated prepolymers of carboxylic acid grafted polyethers, salts of these prepolymers and fully reacted polymers formed therefrom. More specifically, the present invention relates to reacting an ethylenically unsaturated mono-carboxylic acid with a polyether in the presence of a free radical initiator to form a graft copolymer. Acid-containing isocyanate-terminated prepolymers can then be formed by reacting the graft copolymer with an isocyanate. Salt-containing isocyanate-terminated prepolymers are prepared through the reaction between the acid-containing prepolymer and a base. Finally, polymers are formed by curing either of these isocyanate-terminated prepolymers with an isocyanate reactive material.
    Type: Grant
    Filed: June 23, 1989
    Date of Patent: October 16, 1990
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventor: Nigel Barksby
  • Patent number: 4962225
    Abstract: New aspartic acid derivatives include N-.alpha.-t-butoxycarbonyl-aspartic acid-.beta.-2-adamantyl ester-.alpha.-benzyl ester, N-.alpha.-t-butoxycarbonyl-aspartic acid-.beta.-2-adamantyl ester and benzyloxycarbonyl-aspartic acid-.beta.-2-adamantyl ester-.alpha.-benzyl ester.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: October 9, 1990
    Assignee: Hidehiko Watanabe
    Inventors: Yoshio Okada, Koichi Kawasaki, Shin Iguchi
  • Patent number: 4960881
    Abstract: The invention relates to carbonates of formula: ##STR1## in which X is a fluorine, chlorine or bromine atom and R.sup.1 is different from the ##STR2## group and represents: a substituted or non-substituted, saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cycloaliphatic radical. These .alpha.-chlorinated carbonates are prepared by the action of a compound of formula R.sup.1 OH on a chloroformate of formula: ##STR3## in a solvent medium in the presence of an acid scavenger which is added after the two preceding compounds. They are used to block the amine function of amino acids. The .alpha.-chlorinated carbonate and amino acid are reacted in a solvent medium at a temperature of -5.degree. to 100.degree. C. in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.
    Type: Grant
    Filed: June 6, 1988
    Date of Patent: October 2, 1990
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Gerard Barcelo, Jean-Pierre Senet, Gerard Sennyey
  • Patent number: 4946982
    Abstract: Certain poly(olefin)-N-substituted carbamates are useful to prevent or reduce engine deposits alone or in combination with certain poly(olefin) polymers or hydrogenated forms of the polymers.
    Type: Grant
    Filed: March 20, 1989
    Date of Patent: August 7, 1990
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 4940768
    Abstract: A curing agent (A) for resins (B) which can be cured by means of isocyanates, which has an amine number of 20 to 150 mg of KOH/g and an OH number of not more than 20 mg of KOH/g and which contains per molecule at least two masked isocyanate groups which are reactive under the conditions of curing, obtained by reacting(a) an amine which contains at least one .beta.-hydroxylalkyl group per molecule and has an OH number of 100 to 1,200 mg of KOH/g and an amine number of 100 to 1,200 mg of KOH/g and which, if appropriate, also contains NHCO groups, if appropriate as a mixture with another OH-functional and/or NH-functional compound, with(b) a partly masked isocyanate, if appropriate as a mixture with an at least difunctional, OH-reactive and/or NH-reactive compound.These curing agents are readily dispersible in aqueous systems, if appropriate after neutralization, and frequently increase stability in aqueous paint formulations.
    Type: Grant
    Filed: March 21, 1989
    Date of Patent: July 10, 1990
    Assignee: Hoechst AG
    Inventors: Michael Honel, Manfred Finke, Gerd Walz, Peter Ziegler
  • Patent number: 4935413
    Abstract: A physical property-improving reagent which comprises an alkenoylcarbamate compound of the formula: ##STR1## wherein R is a hydrogen atom or a lower alkyl group, X is an oxygen atom (--O--), a sulfur atom (--S--) or a substituted or unsubstituted imino group (--NR'--), R' being a hydrogen atom or a lower alkyl group, and Y is the residue of an active hydrogen atom-containing compound excluding --X-H therefrom dissolved in an organic solvent having a solubility parameter of not less than 8, which can impact excellent physical properties to a polymer produced with the same.
    Type: Grant
    Filed: June 5, 1987
    Date of Patent: June 19, 1990
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Satoshi Urano, Ryuzo Mizuguchi, Noriyuki Tsuboniwa, Kei Aoki, Yuji Suzuki, Takeyasu Itoh
  • Patent number: 4914226
    Abstract: The present invention refers to a new class of malonic acid derivatives of general formula I ##STR1## wherein R.sup.1 and R.sup.2, each independently, represent hydrogen or a carboxyl protecting group, and the residue R corresponds to the side-chain of the amino acids lysine, ornithine, tyrosine, cysteine, asparatic acid and glutamic acid wherein the additional functionalities are suitably protected. The new compounds of the present invention are useful for preparing analogues of biologically active peptides wherein the direction of some amide bonds in which the amino acids lysine, ornithine, tyrosine, cysteine, aspartic acid or glutamic acid are involved, has been reversed.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: April 3, 1990
    Assignees: Eniricerche S.p.A., Sclavo S.p.A.
    Inventors: Romano Di Trapani, Antonio S. Verdini
  • Patent number: 4914227
    Abstract: A process for preparing a 2-carbamoyloxyalkyl-1,4-dihydropyridine derivative represented by the general formula: ##STR1## which comprises: (a) reacting a 3-amino-3-carbamoyloxyalkylacrylic acid derivative represented by the general formula: ##STR2## with a benzylidene compound represented by the general formula: ##STR3## (b) reacting the 3-amino-3-carbamoyloxyalkylacrylic acid derivative of the general formula II with an aldehyde compound represented by the general formula: ##STR4## and a .beta.-keto-ester compound represented by the general formula:R.sup.4 --CO--CH.sub.2 --COOR.sup.2 (V)(c) reacting a 3-carbamoyloxyalkylpropiolic acid derivative represented by the general formula: ##STR5## with the benzylidene compound of the general formula III and ammonia or its salt; or(d) reacting the 3-carbamoyloxyalkylpropiolic acid derivative of the general formula VI with the aldehyde compound of the general formula IV, the .beta.-keto-ester compound of the general formula V and ammonia or its salt.
    Type: Grant
    Filed: May 16, 1986
    Date of Patent: April 3, 1990
    Assignee: Banyu Pharmaceutical Company, Ltd.
    Inventors: Tetsuji Miyano, Kunio Suzuki, Ryosuke Ushijima, Susumu Nakagawa
  • Patent number: 4877540
    Abstract: Methylolated and optionally etherified urethanes containing fluoroalkyl ligans with formaldehyde, with or witout subsequent etherification, and are in the form of their solutions or aqueous dispersions suitable for the treatment of textiles and leather.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: October 31, 1989
    Assignee: Cassella Aktiengesellschaft
    Inventors: Fritz Engelhardt, Karl Hintermeier, Manfred Muller, Norbert Munch, Hans Wagener
  • Patent number: RE33211
    Abstract: Vinyl ether terminated urethane resins may be prepared by reacting the product obtained by the addition of acetylene to an organic polyol with an isocyanate-containing compound at temperatures ranging from about ambient to about 125.degree. C. The thus prepared resin may then be cured by irradiation from an electron beam, thermally or by exposure to an ultraviolet light to cure the resin and form a coating material.
    Type: Grant
    Filed: December 19, 1988
    Date of Patent: May 8, 1990
    Assignee: Allied-Signal Inc.
    Inventors: Stephen C. Lapin, David W. House