Patents Examined by Gerald A. Schwartz
  • Patent number: 4128580
    Abstract: 1,3-dichloroacetone oxime is prepared from 1,3-dichloropropanone by reaction with a hydroxylamine salt in a strongly acidic medium in the presence of a base selected from the group consisting of tertiary amines, lower alkyl amides, alkali metal bicarbonates, alkali metal carbonates and alkaline earth metal carbonates. 1,3-dichloroacetone oxime acetate is advantageously prepared by reaction of the oxime with acetic anhydride. The acetate is obtained in high purity.
    Type: Grant
    Filed: December 21, 1976
    Date of Patent: December 5, 1978
    Assignee: Stauffer Chemical Company
    Inventors: Kent E. Matsumoto, Jimmy H. Chan, Don R. Baker
  • Patent number: 4128581
    Abstract: Carbamate derivatives of ketoximes are useful in combatting pests such as insects, mites, and nematodes.
    Type: Grant
    Filed: April 13, 1977
    Date of Patent: December 5, 1978
    Assignee: Diamond Shamrock Corporation
    Inventor: Thomas A. Magee
  • Patent number: 4127612
    Abstract: 19-Hydroxy carbinol analogues of PGE.sub.1 having the structure ##STR1## are disclosed as bronchodilators. Methods of preparing the analogues are also disclosed.
    Type: Grant
    Filed: March 17, 1978
    Date of Patent: November 28, 1978
    Assignee: Miles Laboratories, Inc.
    Inventors: Harold C. Kluender, Warren D. Woessner
  • Patent number: 4127571
    Abstract: A process for preparing penicillins, in which 6APA is treated with a polar solvent, then with an organic base to give a mixture which is cooled at a temperature lower than -25.degree. C. A cyclic derivative of boron is added to the mixture and the temperature is increased to about 0.degree. C.An intermediate compound is formed which by treatment first with an acylating agent and then with a mixture of water and alcohol provides a solution containing the penicillin.
    Type: Grant
    Filed: December 12, 1977
    Date of Patent: November 28, 1978
    Assignee: Dobfar S.p.A.
    Inventors: Renato Broggi, Marco Falciani
  • Patent number: 4127605
    Abstract: N,N'-[1,2-Ethanediylbis(thio)]bis[N-methylcarbamic fluoride] useful as an intermediate in preparation of insecticides.
    Type: Grant
    Filed: April 24, 1978
    Date of Patent: November 28, 1978
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James V. Hay
  • Patent number: 4127733
    Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 5, 1977
    Date of Patent: November 28, 1978
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • Patent number: 4125557
    Abstract: Ketonimine dyes of the formula selected from: ##STR1## wherein X.crclbar. is a chloride, bromide, thiocyanate, sulfamate, formate, acetate, lactate, hydrogen sulfate or dihydrogen phosphate ion; and ##STR2## wherein Y is a sulfate or hydrogen phosphate ion are hydrosulfite bleachable dyes for paper.
    Type: Grant
    Filed: November 14, 1977
    Date of Patent: November 14, 1978
    Assignee: American Cyanamid Company
    Inventors: Frank F. Loffelman, Frank F. Cesark
  • Patent number: 4123463
    Abstract: The present invention provides novel prostaglandin analogs wherein the C-2 carboxyl is replaced by alkylcarbonyl, i.e., a C-2 ketone. These novel 2-decarboxy-2-alkylcarbonyl-PG-type compounds are disclosed as improved gastrointestinal cytoprotective agents, being devoid or substantially devoid of other prostaglandin-type effects (e.g., smooth muscle or cardiovascular).
    Type: Grant
    Filed: March 21, 1978
    Date of Patent: October 31, 1978
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4123460
    Abstract: A process for the production of a monohaloacetylhalide characterized in that a ketene is reacted with a halogen in the presence of a diester of phosphonic acid of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different alkyl or aryl, or R.sub.1 and R.sub.2 are the same or different alkyl or aryl and R.sub.3 is --COOR or --CH.sub.2 COOR, wherein R is alkyl or aryl. The diester is a solvent which impedes or prevents the formation of polyhaloacylhalides and which keeps the formation of acylhalides to a minimum.
    Type: Grant
    Filed: September 28, 1977
    Date of Patent: October 31, 1978
    Assignee: Lonza, Ltd
    Inventors: Barry Jackson, Christoph Zinsstag
  • Patent number: 4122115
    Abstract: An alkyl ester of a chloro- or bromo-fluoroacetic acid is reacted with chlorosulfonic acid to produce the corresponding acid chloride. Exemplary is the reaction of ethylchlorofluoroacetate with chlorosulfonic acid at 120.degree.-200.degree. C to produce chlorofluoroacetyl chloride.
    Type: Grant
    Filed: November 7, 1977
    Date of Patent: October 24, 1978
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William Joseph Middleton
  • Patent number: 4122153
    Abstract: An improved process is described for the reduction of ammonium ions, while avoiding any increase in nitrate ion concentration, in a liquid stream recycled between a zone of synthesis of hydroxyl ammonium salt and a zone for synthesis of oxime, wherein the liquid stream is contacted with a gas stream consisting essentially of nitrogen monoxide and containing nitrogen dioxide at a pressure above 1 atmosphere, at a temperature of at least 80.degree. C., such that after the contact the molar NO.sub.2 /NO ratio of the gas stream is within the range of between about 10.sup.-1 to 10.sup.-4 :1.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: October 24, 1978
    Assignee: Stamicarbon, B.V.
    Inventors: Nicolaas F. Haasen, Cornelis G. M. Van de Moesdijk, Gerardus M. C. Wagemans
  • Patent number: 4122116
    Abstract: There are prepared acyl cyanides of the formula ##STR1## where R is a straight or branched chain alkyl group having 1 to 18 carbon atoms, preferably 1 to 10 carbon atoms, and which also can be substituted by one or more phenyl groups or halogen atoms, preferably chlorine, or R is preferably a cycloalkyl group having 3 to 8 carbon atoms, preferably cyclopropyl, which can have one or more 1 to 3 carbon atoms alkyl or halogen, preferably chlorine, substituents wherein in all of the above set forth substitutions the halogen atoms and the phenyl groups are not on the carbon atom adjacent to the carbonyl group or R is a substituted phenyl group, a naphthyl group, a substituted naphthyl group or a five membered heterocyclic group, e.g., furyl, thienyl or alkyl substituted thienyl wherein the substituents on the phenyl or naphthyl are halogen atoms, nitro groups or alkyl or alkoxy groups having 1 to 5 carbon atoms.
    Type: Grant
    Filed: February 23, 1978
    Date of Patent: October 24, 1978
    Assignee: Deutsche Gold- und Silber- Scheideanstalt vormals Roessler
    Inventors: Herbert Klenk, Heribert Offermanns, Werner Schwarze
  • Patent number: 4119667
    Abstract: This disclosure teaches that certain halo aniline derivatives, when applied post-emergence to plants, effect a modification of the growth pattern of said plant.
    Type: Grant
    Filed: November 25, 1974
    Date of Patent: October 10, 1978
    Assignee: Rohm and Haas Company
    Inventors: Wayne O. Johnson, Harlow L. Warner, Roy Y. Yih
  • Patent number: 4118421
    Abstract: Perfluoro-alkoxy propionic acid fluorides may be obtained by reacting hexafluoro-propene epoxide with a perfluoro-carboxylic fluoride in an aprotic polar solvent in the presence of a N,N,N', N'-tetrasubstituted diaminodifluoromethane as catalyst.The compounds obtained may be used as starting products for valuable perfluoro ethers which are highly inert towards heat or aggressive chemicals, such as fluorine.
    Type: Grant
    Filed: June 21, 1977
    Date of Patent: October 3, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Thomas Martini
  • Patent number: 4117008
    Abstract: Benzoyl cyanide is made by reacting benzoic anhydride with an alkali cyanide in an inert organic solvent.
    Type: Grant
    Filed: June 2, 1977
    Date of Patent: September 26, 1978
    Assignee: Deutsche Gold- und Silber-Scheideanstalt vormals Roessier
    Inventors: Herbert Klenk, Heribert Offermanns
  • Patent number: 4117006
    Abstract: The novel process of the invention comprises selectively chlorinating benzoyl chloride in the absence of a solvent to about 7-8% unconverted benzoyl chloride, and recovering the resultant 3-chlorobenzoyl chloride in high yield from the reaction product mixture. A feature of the process is that the ratio of 3-chlorobenzoyl chloride to 2,5-dichlorobenzoyl chloride by-product is maximized.
    Type: Grant
    Filed: June 14, 1977
    Date of Patent: September 26, 1978
    Assignee: GAF Corporation
    Inventors: Louis Schneider, David E. Graham
  • Patent number: 4117007
    Abstract: Bis-chloromethyl ether (CME) and 1,1,1,2-tetrachloroethane (TCE) impurities are efficiently eradicated from chloroacetyl chloride (CAC) by a process comprising contacting the CAC, containing about 100 to about 250 ppm CME and about 1 weight percent, based on the weight of the CAC, of TCE, with a catalytic amount of ferric and/or aluminum cations at a temperature at least about 50.degree. C. This process does not require hydrochloric acid and yields CAC containing less than detectable (<0.5 ppm CME, <0.05 wt. % TCE) amounts of the impurities.
    Type: Grant
    Filed: October 17, 1977
    Date of Patent: September 26, 1978
    Assignee: The Dow Chemical Company
    Inventors: Robert A. Bredeweg, Yog R. Dhingra
  • Patent number: 4115451
    Abstract: Phloroglucinol may be produced by converting s-triacetyl benzene to benzene-1,3,5-tris-acetoxime which is a novel compound. Said acetoxime is subjected to a Beckmann rearrangement and the resulting mixture subsequently hydrolyzed to produce phloroglucinol.
    Type: Grant
    Filed: August 11, 1977
    Date of Patent: September 19, 1978
    Assignee: Akzona Incorporated
    Inventors: Hans Zengel, Manfred Bergfeld
  • Patent number: 4115453
    Abstract: Novel bicycloalkyl analogues or derivatives of prostaglandin A, E and F are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties as platelet antiaggregating agents and gastric antisecretory agents. The compounds are also valuable pharmacological agents for increasing femoral blood flow and decreasing blood pressure and heart rate.
    Type: Grant
    Filed: July 22, 1977
    Date of Patent: September 19, 1978
    Assignee: Miles Laboratories, Inc.
    Inventors: Warren Dexter Woessner, Charles John Sih, Harold Clinton Kluender, Henry Clifford Arndt, William Gerard Biddlecom
  • Patent number: 4115385
    Abstract: Certain novel 6-acylamino-2,2-dimethyl-3-(5-tetrazolyl)penam derivatives, and salts thereof; their use as broad-spectrum antibacterial agents; and methods for their preparation. Their preparation comprises acylation of the novel intermediate, 6-amino-2,2-dimethyl-3-(5-tetrazolyl)penam or simple derivatives thereof, followed, in some cases, by further transformations of the 6-acylamino group or by removal of a protecting group from the 5-tetrazolyl moiety. Process for the preparation of 6-amino-2,2-dimethyl-3-(5-tetrazolyl)penam, simple derivatives thereof and intermediates therefor.
    Type: Grant
    Filed: April 12, 1977
    Date of Patent: September 19, 1978
    Assignee: Pfizer Inc.
    Inventor: Wayne E. Barth