Patents Examined by Bernard Helfin
  • Patent number: 4629804
    Abstract: This invention relates to a process for preparing urethanes by reacting a solution of a nitrogen-containing organic compound and a hydroxyl-containing organic compound with carbon monoxide in the presence of a ruthenium catalyst. The selectivity of this process is increased by the use of methanol instead of various other alkanols, e.g. ethanol. Preferably the catalyst is a halide-free ruthenium catalyst, e.g. a ruthenium carbonyl complex.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: December 16, 1986
    Assignee: Catalytica Associates
    Inventors: John H. Grate, David R. Hamm, Donald H. Valentine, Jr.
  • Patent number: 4629737
    Abstract: A compound of formula (I): ##STR1## or a pharmaceutically acceptable salt, ester or amide thereof, in which: W is an optionally substituted phenyl group of the formula ##STR2## wherein R.sup.1 is hydrogen or fluorine, R.sup.2 is hydrogen, C.sub.1-6 alkyl, halogen or trifluoromethyl; or W is a phenoxymethyl or benzofuran-2-yl group;R.sup.3 is C.sub.1-12 alkyl or phenyl C.sub.1-6 alkyl;A is hydrogen or methyl,X is carboxy, --Z--CO.sub.2 H, --Z--OH, T--Z--CO.sub.2 H,--Z--NR.sup.4 R.sup.5, --T--Y--OM, --T--Y--NR.sup.4 R.sup.5, or --T--R.sup.6, in the para- or meta-position with respect to the --(CH.sub.2).sub.n group,whereinR.sup.4 and R.sup.5 are each hydrogen or C.sub.1-6 alkyl,R.sup.6 is C.sub.1-6 alkyl,T is 0, S, --NH or --N--R.sup.7, in which R.sup.7 is C.sub.1-6 alkylZ is C.sub.1-10 straight or branched alkylene optionally containing a carbon-carbon double bond;Y is C.sub.2-10 straight or branched alkylene, provided that the hetero atoms in --T--Y--OM and --T--Y--NR.sup.4 R.sup.
    Type: Grant
    Filed: July 14, 1983
    Date of Patent: December 16, 1986
    Assignee: Beecham Group p.l.c.
    Inventor: Barrie C. C. Cantello
  • Patent number: 4628123
    Abstract: A process for the synthesis of 2-methoxy-6-bromo-naphthalene, wherein the 2-methoxy-naphthalene is brominated by means of Br.sub.2 to 1,6-dibromo-2-methoxy-naphthalene and the latter is then dehalogenated, without any separation from the liquid medium of reaction, by addition of iron.
    Type: Grant
    Filed: October 22, 1985
    Date of Patent: December 9, 1986
    Assignee: Montedison S.p.A.
    Inventor: Giampiero Borsotti
  • Patent number: 4623746
    Abstract: N,N'-dimethyl aromatic diamines are prepared from the corresponding diprimary amines via a two step synthesis forming first the corresponding di-succinylimidomethylamine and then reductively cleaving the succinylimido group. The products are useful, e.g., as epoxy curing agents.
    Type: Grant
    Filed: August 1, 1983
    Date of Patent: November 18, 1986
    Assignee: American Cyanamid Company
    Inventor: Dalip K. Kohli
  • Patent number: 4622431
    Abstract: Organic chloroformate compounds are decomposed to their corresponding chlorides by heating the chloroformate, e.g., between 100.degree. and 175.degree. C., in the presence of a catalytic amount of solid poly(vinylpyridine), e.g., poly(4-vinylpyridine), for a time sufficient to convert the chloroformate to the corresponding chloride.
    Type: Grant
    Filed: April 4, 1985
    Date of Patent: November 11, 1986
    Assignee: PPG Industries, Inc.
    Inventors: Robert G. Briody, Henry C. Stevens
  • Patent number: 4622429
    Abstract: Substituted benzaldehydes are prepared by reaction of the substituted benzenes from which they are derived with carbon monoxide and hydrogen chloride in the presence of metal halides, the process being performed in the presence of 0.5 to 10 mols of hydrogen chloride per mol of metal halide at a partial pressure of carbon monoxide from 1 to 100 bars and a temperature from -20.degree. C. to +100.degree. C. and, if desired, in the presence of an inert diluent. The substituted benzaldehyde which contains, as a substituent, alkyl with at least 2 carbon atoms, cycloalkyl or optionally substituted benzyl, is prepared by reacting the appropriately substituted benzene with the additional presence of a benzene which does not contain the substituents mentioned, but which is identical in respect of further substituents which are optionally present with the benzene from which it is derived.
    Type: Grant
    Filed: August 13, 1984
    Date of Patent: November 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Erich Wolters, Otto Neuner
  • Patent number: 4621149
    Abstract: A process for producing a urethane compound which comprises reacting at least one compound selected from the group consisting of a primary amine, a secondary amine and a urea compound with carbon monoxide and an organic hydroxyl compound in the presence of a catalyst system comprising:(a) at least one member selected from the group consisting of platinum group metals and compounds containing at least one platinum group element; and(b) at least one halogen-containing compound selected from the group consisting of alkali or alkaline earth metal halides, onium halides, compounds capable of forming onium halides in the reaction, oxo acids of halogen atoms and their salts, complex compounds containing halogen ions, organic halides and halogen molecules,in the presence of molecular oxygen and/or an organic nitro compound as an oxidizing agent at a temperature of from about 80.degree. C. to about 300.degree. C. under a pressure of from about 1 Kg/cm.sup.2 to about 500 Kg/cm.sup.2.
    Type: Grant
    Filed: December 10, 1984
    Date of Patent: November 4, 1986
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Shinsuke Fukuoka, Masazumi Chono
  • Patent number: 4620041
    Abstract: Described are ether carbinols defined according to the generic structure: ##STR1## wherein X.sub.1 represents a moiety selected from the group consisting of: ##STR2## and wherein Y.sub.1 represents C.sub.4 or C.sub.5 alkylene; C.sub.4 or C.sub.5 alkenylene or C.sub.4 or C.sub.5 alkynylene; processes for preparing such ether carbinols by means of first reacting allyl ethers with a mixture or carbon monoxide and hydrogen by means of an oxo reaction to produce ether carboxaldehydes and then reducing the thus formed ether carboxaldehydes to ether carbinols; or reacting camphene with appropriate diols; as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carbinols.
    Type: Grant
    Filed: October 4, 1985
    Date of Patent: October 28, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
  • Patent number: 4620040
    Abstract: Trifluoroanisoles of the formula ##STR1## where m is 1 or 2 and n is 0 to 3, are prepared by reacting hydrogen fluoride with trichloroanisoles of the formula ##STR2## in the vapor phase, in the presence of a fluorinated alumina catalyst whereinX is halogen other than fluorine;R is aryl, preferably 1 to 14 carbon atoms, halogen substituted aryl, halogen, alkyl of 1 to 6 carbon atoms, or alkoxy of 1 to 6 carbon atoms;m is 1 or 2;n is 0 to 3;w is 0 to 2;p is 1 to 3;q is 0 to 2;w+p+q is 3;w' is 1 to 3 and is greater than w;p' is 0 to 2 and is less than p;q' is 0 to 2 and is equal to q; andw'+p'+q' is 3.
    Type: Grant
    Filed: March 18, 1985
    Date of Patent: October 28, 1986
    Assignee: Occidental Chemical Corporation
    Inventor: Derek J. Alsop
  • Patent number: 4620039
    Abstract: Described is a genus of norbornylbutadiene-acrolein adducts defined according to the structure: ##STR1## wherein one of X.sub.1 or X.sub.2 represents carboxaldehyde and the other of X.sub.1 or X.sub.2 represents hydrogen; wherein R.sub.1 and R.sub.2 taken together represent vinyl or ethylidene and R.sub.3 represents hydrogen or R.sub.2 and R.sub.3 taken together completes a cyclopenteno moiety and R.sub.1 represents hydrogen and uses thereof in augmenting or enhancing the aroma of consumable materials selected from the group consisting of perfume compositions, colognes and perfumed articles (e.g., perfumed polymers, solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, dryer-added fabric softener articles, hair preparations, hair sprays, bath preparations and the like).
    Type: Grant
    Filed: June 7, 1985
    Date of Patent: October 28, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Wilhelmus J. Wiegers
  • Patent number: 4618728
    Abstract: A method is disclosed for facilitating selective etherification of catechol with methallyl chloride in the absence of an etherification catalyst, in which there is employed a solvent system comprising an aliphatic ketone and an etherification aiding amount of water.
    Type: Grant
    Filed: February 22, 1985
    Date of Patent: October 21, 1986
    Assignee: FMC Corporation
    Inventors: Philip B. Hobson, Robert E. Keay
  • Patent number: 4618729
    Abstract: The ruthenium-cobalt carbonyl metal cluster catalyst Co.sub.2 Ru(CO).sub.11 effectively catalyzes the dealkoxyhydroxymethylation of aldehyde acetals to form glycol monoethers. Methylal, for example, may be reacted with syngas, i.e., CO and H.sub.2, in the presence of this ruthenium-cobalt cluster catalyst to form the monomethyl ether of ethylene glycol.
    Type: Grant
    Filed: October 2, 1985
    Date of Patent: October 21, 1986
    Assignee: Sun Refining and Marketing Company
    Inventors: D. Michael Duggan, James E. Lyons, Harry K. Myers, Jr.
  • Patent number: 4618627
    Abstract: A catechol derivative represented by the formula ##STR1## The compounds of this invention are useful for the prophylaxis and treatment for various allergic diseases, ischemic heart diseases and inflammations caused by slow reacting substance of anaphylaxis (SRS-A), since the compounds inhibit very potently the formation and release of SRS-A.
    Type: Grant
    Filed: May 11, 1984
    Date of Patent: October 21, 1986
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Kiyoshi Murase, Toshiyasu Mase, Hideki Arima, Kenichi Tomioka
  • Patent number: 4618708
    Abstract: Derivatives having the general formula: ##STR1## in which the various radicals A,B,X,R.sub.1, R.sub.2, R.sub.3 and n have indicated definitions. These compounds have in particular enkephalinase-inhibiting, antalgic, antidepressive, antidiarrhea and hypotensive activities.
    Type: Grant
    Filed: March 25, 1985
    Date of Patent: October 21, 1986
    Inventors: Bernard Roques, Jean-Charles Schwartz, Jeanne-Marie Lecomte
  • Patent number: 4618727
    Abstract: Nitro-isopropenyldiphenyl ethers are provided which can serve as a useful source of known monomer intermediates or as intermediates for the preparation of nitro-haloisopropyl substituted diphenyl ethers. The latter have been discovered to act as facile alkylating agents with phenols providing nitro-p-hydroxyphenylisopropyl substituted diphenyl ethers. When the latter compounds are reduced there are obtained the corresponding amino-p-hydroxyphenylisopropyl substituted diphenyl ethers.The polymerization of this last class of compounds with acid halides provides polyamide-esters. The polymers can be used in the manufacture of such articles as tubing, hose, bellows hose, and the like.
    Type: Grant
    Filed: November 5, 1984
    Date of Patent: October 21, 1986
    Assignee: The Dow Chemical Company
    Inventor: Shenghong A. Dai
  • Patent number: 4618710
    Abstract: An optically active alpha-amino acid derivative having the formula: ##STR1## wherein: X is OH, Cl, Br, I, or OCOR.sub.3 ;Y is a radical selected to stabilize the alpha carbon atom of the alpha-amino acid derivative sufficiently to prevent significant change in symmetry thereof during replacement of X with an alkyl, aryl, alkenyl, alkynyl, alkaryl, aralkyl, alkenaryl or alkynaryl radical, or such radical having one or more chemical constituents thereon; andR.sub.1 and R.sub.2 are different from one another and are each hydrogen or an alkyl, aryl, alkenyl, alkynyl, alkaryl, aralkyl, alkenaryl, or alkynaryl radical, or such radical having one or more non-protic chemical constituents thereon is conventionally synthesized from the corresponding alpha-amino acid. The ##STR2## portion of the above derivative is converted to a ketone functionality without racemization.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: October 21, 1986
    Assignee: The Regents of the University of Calif.
    Inventors: Henry Rapoport, Thomas F. Buckley, III
  • Patent number: 4617417
    Abstract: A process for the preparation of alkyl 2-carboxy-3,4-dialkoxybenzenecarbamates is described. The carbamates are useful intermediates in the preparation of 8-halo-5,6-dialkoxyquinazoline-2,4-diones. The diones are useful as cardiotonic agents.
    Type: Grant
    Filed: July 29, 1985
    Date of Patent: October 14, 1986
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Richard A. Conley, Donald L. Barton
  • Patent number: 4617144
    Abstract: Described are tertiary hydroxyl carboxaldehydes defined according to the generic structure: ##STR1## wherein the lines ##STR2## represent covalent carbon-carbon bonds when m does not=0; and wherein the lines ##STR3## do not represent any bonds when m=0; wherein R represents hydrogen or methyl; wherein p and q each represents 0 or 1 with the proviso that p=1 when q=0 and p=0 when q=1; wherein X and Z each represent one or more carbon atoms required to complete a bicyclo ring with the lines ##STR4## representing carbon-carbon bonds; wherein X and Z complete a phenyl moiety when the line ##STR5## represents no bond; wherein X and Z complete a cycloalkyl ring moiety with the lines ##STR6## represent carbon-carbon bonds and with the line ##STR7## representing no bond; and wherein when m is 0, X represents an alkylene moiety, processes for preparing same by means of reacting carbon monoxide and hydrogen with an unsaturated tertiary alcohol defined according to the structure: ##STR8## by means of an oxo reaction, an
    Type: Grant
    Filed: August 23, 1985
    Date of Patent: October 14, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
  • Patent number: 4614611
    Abstract: Described is the para-methylacetophenone dimethylacetal having the structure: ##STR1## and organoleptic uses thereof for augmenting or enhancing the aroma of perfume compositions, perfumed articles, colognes and perfumed polymers.
    Type: Grant
    Filed: February 6, 1985
    Date of Patent: September 30, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Mark A. Sprecker
  • Patent number: 4614747
    Abstract: This invention relates to novel compounds having pharmaceutical activity and having the general structure ##STR1## wherein the Z, R.sub.1, R.sub.2, R.sub.3, R.sub.4, n and m are defined within.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: September 30, 1986
    Assignee: USV Pharmaceutical Corp.
    Inventors: Bernard Loev, Howard Jones, Wan-kit Chan