Patents Examined by Brian M. Burn
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Patent number: 5728881Abstract: A process is provided for preparing 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzenamine from 4-chlorotrifluoromethylbenzene. The process includes a two stage nitration and an amination step. Ethylene dichloride is utilized as a diluent and solvent in the nitration steps. Spent acid from the first nitration is reconstituted with sulfur trioxide for use in the second nitration. Spent acid from the second nitration is used directly in the first nitration and evaporation is used to remove nitrosoamines from the final trifluralin product.Type: GrantFiled: March 5, 1997Date of Patent: March 17, 1998Assignee: SRM Chemical, Ltd. Co.Inventors: Stefan Kwiatkowski, Krzysztof Pupek, Miroslaw J. Golinski, Paul D. Smith, Lowell J. Lawrence
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Patent number: 5728873Abstract: A process for the preparation of cyclopropanamine by Hofmann degradation of cyclopropanecarboxamide, comprising the following steps:(1) suspending cyclopropanecarboxamide, either (A) in 1.1 to 4 mol of sodium hydroxide, in solution whose concentration is 10 to 50%, per mol of amide, or (B) in a sparing amount of water,(2) adding 1 to 1.5 mol of hypochlorite, per mol of amide, from a 5 to 15% strength hypochlorite solution at a temperature of 0.degree. to 20.degree. C.,(3) adding 1.1 to 4 mol of sodium hydroxide, in solution whose concentration is 10 to 50%, per mol of amide, in the case where a suspension has been formed according to step (1)(B),(4) reacting the amide, hypochlorite, and sodium hydroxide for 10 to 60 minutes to form a homogeneous reaction mixture,(5) continuously passing the homogeneous reaction mixture through a tubular reactor at a temperature of 45.degree. to 260.degree. C.Type: GrantFiled: June 14, 1996Date of Patent: March 17, 1998Assignee: Huels AktiengesellschaftInventors: Wolfgang Kleemiss, Thomas Kalz
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Patent number: 5728883Abstract: In the preparation of a mixture of cyclohexylamine and dicyclohexylamine by catalytic hydrogenation of aniline at elevated temperature and elevated H.sub.2 pressure, use is made of reduced, support-free catalysts which comprise pressed element (hydr)oxide powders of Co, Mn, alkaline earth metals and element (hydr)oxide powders of elements of transition groups V and/or VI of the Periodic Table.Type: GrantFiled: February 5, 1997Date of Patent: March 17, 1998Assignee: Bayer AktiengesellschaftInventors: Gerhard Darsow, Wilfried Niemeier, Gerd-Michael Petruck
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Patent number: 5726201Abstract: The invention relates to oral solid pharmaceutical composition containing as active ingredient gemfibrozil and conventional pharmaceutical auxiliary agents comprising as surfactant bis-(2-ethyl-hexyl)-sodium-sulfosuccinate in an amount of 0.05-0.5% by weight relative to gemfibrozil content of the composition.The pharmaceutical compositions according to the present invention contain a relatively small amount of a surfactant, provide uniform dissolution of the active ingredient among the different batches and the standard deviation of the dissolution rate is low.Type: GrantFiled: May 15, 1995Date of Patent: March 10, 1998Assignee: Egis Gyogyszergyar Rt.Inventors: Pal Fekete, Erzsebet Fellner, nee Kohalmi, Andrea Sandorfalvy, Denes Bezzegh, Gyorgy Ujfalussy, Magdolna Gora, nee Hernyes, Imre Klebovich, Sandor Drabant, Attila Mandi, Biborka Maroshelyi, nee Kovacs, Marta Szanto, Zsuzsa Szlavy, nee Szell
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Patent number: 5726127Abstract: The present invention relates to a thiophenesulfonylurea derivative represented by general formula (I), the process for preparation thereof, and herbicide using it; and a salt thereof, in which T represents a group T1, T2, or T3 having general formulae (a), wherein E represents a direct bond; R represents hydrogen or C.sub.1-4 acyl; R.sup.1 represents C.sub.1-6 alkyl substituted with 1 to 3 halogen atoms; R.sup.2 represents hydrogen, C.sub.1-3 alkyl, C.sub.1-3 haloalkyl, halogen, cyano, C.sub.1-3 alkoxy, C.sub.1-3 haloalkoxy, amino, methylamino, dimethylamino, or C.sub.1-3 alkyl substituted with C.sub.1-2 alkoxy, C.sub.1-2 haloalkoxy, thiol, methylthio, cyano or hydroxy; A represents a group selected from A1 to A4 having general formulae (b), and a herbicidal composition containing these derivatives.Type: GrantFiled: July 24, 1996Date of Patent: March 10, 1998Assignee: Korea Research Institute of Chemical TechnologyInventors: Dae Whang Kim, Kyeong Yeol Yun, Jae Wook Ryu, Yeon Soo Lee, Seung Kyu Kang, In Taek Hwang
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Patent number: 5723669Abstract: A process preparation of N,N-bis(3,4-dimethylphenyl)-4-biphenylamine which comprises the reaction of N,N-bis(3,4-dimethylphenyl)amine and an iodobiphenyl in the presence of a ligand copper catalyst, and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of from about 120.degree. C. to about 150.degree. C.Type: GrantFiled: January 30, 1997Date of Patent: March 3, 1998Assignee: Xerox CorporationInventors: H. Bruce Goodbrand, Nan-Xing Hu, Beng S. Ong
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Patent number: 5723650Abstract: Disclosed is a novel compound having activity as an ionophore for ion transport, which is a monoester or monoamide of 1,3,5-trimethyl-1,3,5-cyclohexane tricarboxylic acid, i.e. Kemp's triacid or the stereoisomer thereof, the group R in the ester group --COOR or in the amide group --CONHR being an aralkyl group or aryloxyalkyl group having 7 to 20 carbon atoms. The monoester and monoamide derivatives can be synthesized from anhydride of Kemp's triacid by subjecting the anhydride to a ring-opening esterification or amidation reaction with an alcohol or amine. On the other hand, both of the stereoisomers can be obtained by the dehydrohalogenation reaction of 1,3,5-trimethyl-1,3,5-cyclohexane tricarboxylic acid anhydride acid halide with an alcohol or amine followed by the ring-opening hydrolysis reaction on the anhydride group.Type: GrantFiled: February 13, 1996Date of Patent: March 3, 1998Assignee: Japan as represented by Director General of Agency of Industrial Science and TechnologyInventors: Takuji Hirose, Kazuyuki Kasuga, Hideki Sugihara, Yuichiro Himeda, Zhen-He Wang, Bruce Baldwin
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Patent number: 5723670Abstract: Amines which are solid at ambient temperature and pressure are liquified by reacting those amines with a derivatizing agent represented by the formula XY in which X represents a halide or sulfonate group and Y represents an alkyl group, a cycloalkyl group, an alkoxyalkyl group or an aryl group. The amine and derivatizing agent are reacted at temperatures of from about 50.degree. to about 250.degree. C. in amounts such that the molar ratio of derivatizing agent to amine groups is from about 0.25:1 to 8:1.Type: GrantFiled: June 18, 1996Date of Patent: March 3, 1998Assignee: Bayer CorporationInventors: Rick L. Adkins, William E. Slack
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Patent number: 5723671Abstract: A process for the preparation of N,N-bis(3,4-dimethylphenyl)-4-biphenylamine which comprises the reaction of an aminobiphenyl and an iodoxylene in the presence of a ligand copper catalyst, and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of from about 120.degree. C. to about 150.degree. C.Type: GrantFiled: January 30, 1997Date of Patent: March 3, 1998Assignee: Xerox CorporationInventors: H. Bruce Goodbrand, Nan-Xing Hu, Beng S. Ong
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Patent number: 5723497Abstract: The present invention relates to an amine derivative represented by the following general formula (I) or (II): ##STR1## wherein R.sup.1 means a heteroatom-containing C.sub.1 -C.sub.40 hydrocarbon group which may have a ring structure, or the like; R.sup.2 -R.sup.5 each denote a C.sub.1 -C.sub.20 hydrocarbon group, hydrogen or the like; A.sup.1 represents ##STR2## or R.sup.15 --Z--.sup.16 --(CH.sub.2).sub.n --; B.sup.1 stands for hydrogen, a C.sub.1 -C.sub.10 hydrocarbon group, nitrogen or the like; C.sup.1 denotes hydrogen, a C.sub.1 -C.sub.10 hydrocarbon group, nitrogen, alcohol residue, phosphoric acid residue or the like; a dermatologic preparation containing the same; and a process for producing the amine derivative. This amine derivative has excellent effects of smoothing or removing wrinkles and improving keratinization.Type: GrantFiled: September 18, 1995Date of Patent: March 3, 1998Assignee: Kao CorporationInventors: Yukihiro Ohashi, Yukihiro Yada, Yoshinori Takema, Taketoshi Fujimori, Akira Kawamata, Hiroyuki Ohsu, Kazuhiko Higuchi, Genji Imokawa, Hiroshi Kusuoku, Ayumi Ogawa, Tsutomu Fujimura
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Patent number: 5723672Abstract: A process for racemization of an optically active 1-phenylethylamine derivative represented by formula (I): ##STR1## wherein R.sup.1 represents a phenyl group substituted at least at the ortho-position, which comprises reacting the optically active 1-phenylethylamine derivative (1) with an aldehyde compound represented by formula (2):R.sup.2 --CHO (2)where R.sup.2 represents an optionally substituted alkyl group or an optionally substituted phenyl group to form an optically active imine represented by formula (3): ##STR2## reacting the imine with an alkaline metal tert-alkoxide in an aprotic solvent, and then hydrolyzing the resultant racemic imine.Type: GrantFiled: December 5, 1996Date of Patent: March 3, 1998Assignee: Sumitomo Chemical Company, LimitedInventors: Shinichiro Nagata, Yoshimi Yamada, Koji Hagiya, Hideyuki Goto
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Patent number: 5714635Abstract: The present invention is related to a method for preparation of cyclohexylamine by hydrogenating aniline at a temperature of 150.degree. to 250.degree. C. under a hydrogen pressure of 1 to 20 atm in the presence of a catalyst selected from a chromium- or thorium- modified cobalt boride, wherein the amount of said modified cobalt boride is at least 0.6 wt % based on the weight of aniline.Compared with the prior art which used a conventional hydrogenation catalyst such as ruthenium, palladium, Raney cobalt or Raney nickel, the method adopted by the present invention has the advantages in that it can be performed under a relatively lower hydrogen pressure without necessity of adding any coupling inhibitors and a much higher aniline conversion and a higher or comparable selectivity to cyclohexylamine can be obtained, thus resulting in greatly increased yield of cyclohexylamine.Type: GrantFiled: November 25, 1996Date of Patent: February 3, 1998Assignee: San Fu Chemical Co., Ltd.Inventors: Yin-Zu Chen, Zhang-Feng Yang, I-Hui Chen
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Patent number: 5714517Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.Type: GrantFiled: August 22, 1996Date of Patent: February 3, 1998Assignee: Monsanto CompanyInventor: Peter Gerrard Ruminski
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Patent number: 5710335Abstract: A process for preparing a 3-(N,N-disubstituted amino)phenol is herein disclosed which comprises reacting resorcin with a primary amine represented by formula (2):R.sup.1 NH.sub.2 (2)wherein R.sup.1 is an alkyl group, a cycloalkyl group, an alkenyl group, an alkoxyalkyl group, an aryl group or an aralkyl group,terminating the reaction when the conversion of resorcin is 50 mol % or more and when the amount of an N,N'-disubstituted-m-phenylenediamine as a by-product is 2 mol % or less of the amount of used resorcin, adding an alkyl halide represented by formula (3):R.sup.2 X (3)wherein R.sup.2 is an alkyl group or a cycloalkyl group; and X is a halogen atom,to the obtained reaction mixture, adding an aqueous alkaline solution to the resultant reaction mixture to dissolve unreacted resorcin in the aqueous phase, extracting the 3-(N,N-disubstituted amino)phenol with an organic solvent, and then recovering unreacted resorcin from the aqueous phase.Type: GrantFiled: October 4, 1996Date of Patent: January 20, 1998Assignees: Mitsui Toatsu Chemicals, Inc., Yamamoto Chemicals, Inc.Inventors: Kenichiro Horiuchi, Bunji Sawano, Nobuaki Sasaki, Mansuke Matsumoto
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Patent number: 5705699Abstract: 3-Aminomethyl-3,5,5-trimethylcyclohexylamine is prepared by reacting 3-cyano-3,5,5-trimethylcyclohexanone with 3-aminomethyl-3,5,5-trimethylcyclohexylamine and subsequently or simultaneously adding ammonia under a hydrogen pressure of from 50 to 300 bar in the presence of a hydrogenation catalyst at from 20.degree. to 150.degree. C., by a process in which the reaction is carried out without removing the water of reaction.Type: GrantFiled: February 28, 1995Date of Patent: January 6, 1998Assignee: BASF AktiengesellschaftInventors: Tom Witzel, Guido Voit
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Patent number: 5705700Abstract: To prepare a mixture of cyclohexylamine and dicyclohexylamine by catalytic hydrogenation of aniline at elevated temperature and elevated H.sub.2 pressure, the catalyst system used comprises two reduced, unsupported catalysts A and B which are prepared from pressed element (hydr)oxide powders. Catalyst A comprises one or more of Fe, Co, Ni, also Mn, Cu and one or more of Ca, Sr, Ba. Catalyst B comprises one or more of Fe, Co, Ni, also Mn, Si and Mg.Type: GrantFiled: November 22, 1996Date of Patent: January 6, 1998Assignee: Bayer AktiengesellschaftInventors: Gerhard Darsow, Gerd-Michael Petruck, Wilfried Niemeier
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Patent number: 5705697Abstract: A process for the preparation of N,N-bis(3,4-dimethylphenyl)-4-biphenylamine which comprises the reaction of N-(3,4-dimethylphenyl)-4-biphenylamine and an iodoxylene in the presence of a ligated copper catalyst, and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of from about 120.degree. C. to about 150.degree. C.Type: GrantFiled: January 30, 1997Date of Patent: January 6, 1998Assignee: Xerox CorporationInventors: H. Bruce Goodbrand, Nan-Xing Hu, Beng S. Ong
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Patent number: 5700447Abstract: The in vivo oxidation of lipids and lipid-containing molecules has been discovered to be initiated by the concurrent reaction of such lipid materials with reducing sugars such as glucose, advanced glycosylation endproducts such as AGE-peptides, or a compound which forms advanced glycosylation endproducts, to form materials or particles known as AGE-lipids. AGE-lipids have been implicated in the aging process, the abnormal formation of lipofuscin and in various disease states such as diabetes and atherosclerosis. Diagnostic methods are contemplated, extending in utility from the detection of the onset and course of conditions in which variations in lipid oxidation, AGE-lipid levels, LDL levels, apolipoprotein levels, apolipoprotein receptor binding the like, may be measured, to drug discovery assays.Type: GrantFiled: October 7, 1994Date of Patent: December 23, 1997Assignee: The Picowder Institute for Medical ResearchInventors: Richard J. Bucala, Helen Vlassara, Anthony Cerami, Kevin J. Tracey
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Patent number: 5700460Abstract: A method for attracting and controlling insects comprising offering to said insects for ingestion an effective amount of a compound of the formula: ##STR1## wherein the structural variables are as defined in the specification.Type: GrantFiled: October 10, 1996Date of Patent: December 23, 1997Assignee: Rhone-Poulenc Inc.Inventors: Thomas Charles Davidson, Georgina M. Werner
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Patent number: 5698739Abstract: Novel triiodo 5-aminoisophthaldiamides are provided, where the amino and one of the amide nitrogens are substituted. The compounds have at least two hydroxyl groups and are found to provide low viscosity and osmolality. Procedures for preparing the compounds are provided.Type: GrantFiled: June 5, 1995Date of Patent: December 16, 1997Assignee: Schering AktiengesellschaftInventor: Milos Sovak