Fluorine Or Iodine Patents (Class 568/775)
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Patent number: 11203562Abstract: The present subject matter relates to a process for separating compound (I) from a mixture comprising compound (I). The present subject matter also relates to a process for separating compound (I) from a mixture comprising compound (I) and compound (II).Type: GrantFiled: April 3, 2018Date of Patent: December 21, 2021Assignee: ADAMA AGAN LTD.Inventors: Doron Pappo, Shmuel A. Baron, Sima Mirilashvili, Yaniv Barda
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Patent number: 8871815Abstract: A (?)-stereoisomer of formula (I): wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof, useful as an anesthetic.Type: GrantFiled: September 23, 2013Date of Patent: October 28, 2014Assignee: Signature Therapeutics, Inc.Inventor: Thomas E. Jenkins
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Publication number: 20140312276Abstract: This invention relates to liquid crystal compound of formula I containing a difluoromethyleneoxy linking group that hydrogen substituted by deuterium and therefore being very suitable for formulating a liquid crystal mixture. A liquid crystal mixture containing such type of liquid crystal compounds can be applied in various display devices.Type: ApplicationFiled: July 3, 2014Publication date: October 23, 2014Inventors: Wen Hai LU, Ze Feng HOU, Xing ZHANG, Guo Liang YUN, Rui Mao HUA, Jin WANG, Ya Jie DUAN
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Patent number: 8791274Abstract: Provided are a complex prepared from ammonium salt-containing ligands and having such an equilibrium structural formula that the metal center takes a negative charge of 2 or higher, and a method for preparing polycarbonate via copolymerization of an epoxide compound and carbon dioxide using the complex as a catalyst. When the complex is used as a catalyst for copolymerizing an epoxide compound and carbon dioxide, it shows high activity and high selectivity and provides high-molecular weight polycarbonate, and thus easily applicable to commercial processes. In addition, after forming polycarbonate via carbon dioxide/epoxide copolymerization using the complex as a catalyst, the catalyst may be separately recovered from the copolymer.Type: GrantFiled: March 5, 2012Date of Patent: July 29, 2014Assignee: SK Innovation Co., Ltd.Inventors: Myungahn Ok, Jisu Jeong, BunYeoul Lee, S. Sujith, Anish Cyriac, JaeKi Min, JongEon Seong
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Publication number: 20140058106Abstract: Described herein are fluorinated organic compounds and methods of making fluorinated organic compounds, for example, using palladium complexes. Also described herein are compositions and kits containing compounds and palladium complexes described herein.Type: ApplicationFiled: July 29, 2013Publication date: February 27, 2014Inventors: Tobias Ritter, Takeru Furuya, Hanns M. Kaiser
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Patent number: 8642576Abstract: Compounds of formula Ia and Ib wherein A, B, C and R1 are described herein.Type: GrantFiled: August 29, 2012Date of Patent: February 4, 2014Assignee: Bristol-Myers Squibb CompanyInventors: Mark E. Salvati, Heather Finlay, Bang-Chi Chen, Lalgudi S. Harikrishnan, Ji Jiang, James A. Johnson, Muthoni G. Kamau, R. Michael Lawrence, Jianqing Li, John Lloyd, Michael M. Miller, Zulan Pi, Jennifer X. Qiao, Richard A. Rampulla, Jacques Y. Roberge, Tammy C. Wang, Yufeng Wang, Wu Yang
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Patent number: 8575400Abstract: A (?)-stereoisomer of formula (I): wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof, useful in the treatment or prevention of nausea and vomiting or for promoting an antiemetic effect.Type: GrantFiled: July 13, 2012Date of Patent: November 5, 2013Assignee: Signature Therapeutics, Inc.Inventor: Thomas E. Jenkins
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Patent number: 8507733Abstract: Provided are a complex prepared from ammonium salt-containing ligands and having such an equilibrium structural formula that the metal center takes a negative charge of 2 or higher, and a method for preparing polycarbonate via copolymerization of an epoxide compound and carbon dioxide using the complex as a catalyst. When the complex is used as a catalyst for copolymerizing an epoxide compound and carbon dioxide, it shows high activity and high selectivity and provides high-molecular weight polycarbonate, and thus easily applicable to commercial processes. In addition, after forming polycarbonate via carbon dioxide/epoxide copolymerization using the complex as a catalyst, the catalyst may be separately recovered from the copolymer.Type: GrantFiled: March 5, 2012Date of Patent: August 13, 2013Assignee: SK Innovation Co., Ltd.Inventors: Myungahn Ok, Jisu Jeong, BunYeoul Lee, Sujith S., Anish Cyriac, JaeKi Min, JongEon Seong
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Publication number: 20130190529Abstract: The invention relates to a process for producing a process for producing an 18F-labelled compound, the process comprising treating a compound of formula (I) wherein EDG is an electron-donating group selected from —OH, —OR4, —NHR5 and —NR55R5; R1, R2, X1 and X2 are as defined herein; and R3 is selected from H, X3 and X4, wherein X3 is a monodentate cleavable surrogate group, and X4 is a bidentate cleavable surrogate group which is bonded (a) to said X1 or X2 and (b) to the ring carbon atom para to EDG; with [18F]fluoride in the presence of an oxidant, thereby producing, when R3 in the compound of formula (I) is H, an 18F-labelled compound of formula (II), wherein EDG is as defined above and R1, R2, X1 and X2 are as defined herein; or thereby producing, when R3 in the compound of formula (I) is said monodentate cleavable surrogate group X3, a compound of formula (IIa), wherein EDG? is O, NR5, —NR55R5 or [OR4]+, and wherein R4, R5, R55, R1, R2, X1, X2 and X3 are as defined herein; or thereby producing, wheType: ApplicationFiled: July 6, 2011Publication date: July 25, 2013Inventors: Veronique Gouveneur, Lei Li, Yee-Hwee Lim, Mickael Huiban
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Patent number: 8350097Abstract: A (?)-stereoisomer of formula (I): (formula I), wherein X is H or F; or a pharmaceutically acceptable salt or pro drug thereof, is useful as an anesthetic.Type: GrantFiled: April 2, 2012Date of Patent: January 8, 2013Assignee: Signature Therapeutics, Inc.Inventor: Thomas E. Jenkins
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Publication number: 20120322761Abstract: Compounds of formula Ia and Ib wherein A, B, C and R1 are described herein.Type: ApplicationFiled: August 29, 2012Publication date: December 20, 2012Inventors: Mark E. Salvati, Heather Finlay, Bang-Chi Chen, Lalgudi S. Harikrishnan, Ji Jiang, James A. Johnson, Muthoni G. Kamau, R. Michael Lawrence, Jianqing Li, John Lloyd, Michael M. Miller, Zulan Pi, Jennifer X. Qiao, Richard A. Rampulla, Jacques Y. Roberge, Tammy C. Wang, Yufeng Wang, Wu Yang
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Patent number: 8242315Abstract: A (+)-stereoisomer of formula (I): wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof, useful as an anesthetic.Type: GrantFiled: October 14, 2011Date of Patent: August 14, 2012Assignee: Singature Therapeutics, Inc.Inventor: Thomas E. Jenkins
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Publication number: 20120196939Abstract: A (?)-stereoisomer of formula (I): (formula I), wherein X is H or F; or a pharmaceutically acceptable salt or pro drug thereof, is useful as an anesthetic.Type: ApplicationFiled: April 2, 2012Publication date: August 2, 2012Inventor: Thomas E. Jenkins
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Publication number: 20120165575Abstract: Provided are a complex prepared from ammonium salt-containing ligands and having such an equilibrium structural formula that the metal center takes a negative charge of 2 or higher, and a method for preparing polycarbonate via copolymerization of an epoxide compound and carbon dioxide using the complex as a catalyst. When the complex is used as a catalyst for copolymerizing an epoxide compound and carbon dioxide, it shows high activity and high selectivity and provides high-molecular weight polycarbonate, and thus easily applicable to commercial processes. In addition, after forming polycarbonate via carbon dioxide/epoxide copolymerization using the complex as a catalyst, the catalyst may be separately recovered from the copolymer.Type: ApplicationFiled: March 5, 2012Publication date: June 28, 2012Applicant: SK ENERGY CO., LTD.Inventors: Myungahn OK, Jisu Jeong, BunYeoul Lee, Sujith S., Anish Cyriac, JaeKi Min, JongEon Seong
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Publication number: 20120157704Abstract: The present invention relates to a method for the hydroxylation of halogen aryl compounds carried out at a temperature lower than 200° C. in the presence of a catalytic system including a copper-based catalyst and a ligand L according to reaction scheme Formula (A), in which: R is selected from the groups having an acceptor inductive effect and the groups having a donor mesomer effect; M is selected from alkaline or alkaline-earth cations; X is a halogen atom; r is between 0 and 5; and the ligand L is selected from compounds having formula I.Type: ApplicationFiled: June 8, 2010Publication date: June 21, 2012Inventors: Marc Taillefer, Anis Tlilli, Florian Monnier, Ning Xia
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Patent number: 8173849Abstract: A (?)-stereoisomer of formula (I): (formula I), wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof, is useful as an anesthetic.Type: GrantFiled: May 8, 2008Date of Patent: May 8, 2012Assignee: Signature Therapeutics, Inc.Inventor: Thomas E. Jenkins
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Patent number: 8071818Abstract: A (?)-stereoisomer of formula (I): [insert formula (I) wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof, useful as an anesthetic.Type: GrantFiled: May 8, 2008Date of Patent: December 6, 2011Assignee: PharmacoFore, Inc.Inventor: Thomas E. Jenkins
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Patent number: 7935852Abstract: A method for the fluoridation of an iodonium salt with a fluoride ion source which can be carried out in an aqueous reaction solvent.Type: GrantFiled: April 6, 2005Date of Patent: May 3, 2011Assignee: GE Healthcare LimitedInventors: Harry John Wadsworth, Peter Anthony Devenish
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Patent number: 7935853Abstract: A composition comprising a 2,4,-disubstituted phenol derivative in its micronized form and its use in the treatment of leukotriene-mediated diseases, gastrointestinal-inflammatory diseases or pulmonary fibrosis. More particularly, 2,4,6-triiodophenol can be used for the treatment of pulmonary fibrosis and arthritis.Type: GrantFiled: October 8, 2009Date of Patent: May 3, 2011Assignee: Bobelium S.L.Inventors: José Antonio Matji Tuduri, Juan Lopez Belmonte Pascual
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Patent number: 7928268Abstract: The present invention relates to a process for producing a 2-fluoro-6-halophenol as an intermediate; a process for producing a 2-alkoxy-3-fluorophenol and further a 1,2-dialkoxy-3-fluorobenzene from the 2-fluoro-6-halophenol; a second process for producing a 1,2-dialkoxy-3-fluorobenzene from the 2-fluoro-6-halophenol; and a 2-alkoxy-3-fluorophenol. The 2-fluoro-6-halophenol can be obtained using a 2-fluorophenol as a starting material and through a sulfonation reaction, a halogenation reaction, and a deprotection reaction. The 2-fluoro-6-halophenol is alkyl-etherified, and subsequently the halogen atom is converted into a hydroxyl group to obtain the 2-alkoxy-3-fluorophenol, which is further alkyl-etherified to thereby obtain the 1,2-dialkoxy-3-fluorobenzene. Alternatively, a 1,2-dialkoxy-3-fluorobenzene is also obtained by converting the halogen atom of the 2-fluoro-6-halophenol into a hydroxyl group to thereby form 3-fluorocatechol and subsequently alkyl-etherifying two hydroxyl groups thereof.Type: GrantFiled: July 14, 2010Date of Patent: April 19, 2011Assignees: Asahi Glass Company, Limited, Charna Chemicals Ltd.Inventors: Mingjian Qiu, Wei Zhang, Zhaohui Chen, Chunshan Zhang, Yali Zhang
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Publication number: 20110054175Abstract: Described herein are fluorinated organic compounds and methods of making fluorinated organic compounds, for example, using palladium complexes. Also described herein are compositions and kits containing compounds and palladium complexes described herein.Type: ApplicationFiled: February 2, 2009Publication date: March 3, 2011Inventors: Tobias Ritter, Takeru Furuya, Hanns M. Kaiser
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Publication number: 20100292346Abstract: A (?)-stereoisomer of formula (I): [insert formula (I) wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof, useful as an anesthetic.Type: ApplicationFiled: May 8, 2008Publication date: November 18, 2010Inventor: Thomas E. Jenkins
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Patent number: 7705191Abstract: Substituted hydrofluoroalkylphenol compounds and methods of using the compounds, e.g., for anesthetizing a subject, are disclosed.Type: GrantFiled: July 13, 2007Date of Patent: April 27, 2010Assignee: University of Iowa Research FoundationInventor: Max T. Baker
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Publication number: 20100094063Abstract: A composition comprising a 2,4,-disubstituted phenol derivative in its micronized form and its use in the treatment of leukotriene-mediated diseases, gastrointestinal-inflammatory diseases or pulmonary fibrosis. More particularly, 2,4,6-triiodophenol can be used for the treatment of pulmonary fibrosis and arthritis.Type: ApplicationFiled: October 8, 2009Publication date: April 15, 2010Inventors: José Antonio Matji Tuduri, Juan Lopez Belmonte Pascual
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Publication number: 20090227817Abstract: The present invention relates to a process for producing a 2-fluoro-6-halophenol as an intermediate; a process for producing a 2-alkoxy-3-fluorophenol and further a 1,2-dialkoxy-3-fluorobenzene from the 2-fluoro-6-halophenol; a second process for producing a 1,2-dialkoxy-3-fluorobenzene from the 2-fluoro-6-halophenol; and a 2-alkoxy-3-fluorophenol. The 2-fluoro-6-halophenol can be obtained using a 2-fluorophenol as a starting material and through a sulfonation reaction, a halogenation reaction, and a deprotection reaction. The 2-fluoro-6-halophenol is alkyl-etherified, and subsequently the halogen atom is converted into a hydroxyl group to obtain the 2-alkoxy-3-fluorophenol, which is further alkyl-etherified to thereby obtain the 1,2-dialkoxy-3-fluorobenzene. Alternatively, a 1,2-dialkoxy-3-fluorobenzene is also obtained by converting the halogen atom of the 2-fluoro-6-halophenol into a hydroxyl group to thereby form 3-fluorocatechol and subsequently alkyl-etherifying two hydroxyl groups thereof.Type: ApplicationFiled: February 24, 2009Publication date: September 10, 2009Inventors: Mingjian Qiu, Wei Zhang, Zhaohui Chen, Chunshan Zhang, Yali Zhang
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Publication number: 20090197201Abstract: The present invention relates to the use of end groups Y, where Y stands for (formula I), where Rf stands for CF3—(CH2)r—, CF3—(CH2)r—O—, CF3—(CH2)r—S—, CF3CF2—S—, SF5—(CH2)r—, [CF3—(CH2)r]2N—, [CF3—(CH2)r]NH— or (CF3)2N—(CH2)r—, B stands for a single bond, O, NH, NR, CH2, C(O)—O, C(O), S, CH2—O, O—C(O), N—C(O), C(O)—N, O—C(O)—N, N—C(O)—N, O—SO2 or SO2—O, R stands for alkyl having 1 to 4 C atoms, b stands for 0 or 1 and c stands for 0 or 1, q stands for 0 or 1, where at least one radical from b and q stands for 1, and r stands for 0, 1, 2, 3, 4 or 5, as end group in surface-active compounds, to corresponding novel compounds, and to processes for the preparation of these compounds.Type: ApplicationFiled: July 2, 2007Publication date: August 6, 2009Inventors: Wolfgang Hierse, Nikolai (Mykola) Ignatyev, Martin Seidel, Elvira Montenegro, Peer Kirsch, Andreas Bathe
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Patent number: 7498468Abstract: 4-Aminopicolinic acids having tri- and tetra-substituted aryl substituents in the 6-position, and their amine and acid derivatives, are potent herbicides demonstrating a broad spectrum of weed control.Type: GrantFiled: October 4, 2007Date of Patent: March 3, 2009Assignee: Dow AgroSciences LLCInventors: Terry W. Balko, John F. Daeuble, Thomas L. Siddall
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Publication number: 20080312339Abstract: The present invention relates to the synthesis of fluorinated forms of alkyl phenol compounds and their subsequent use as pharmaceutical agents. More specifically, alkyl phenol compounds are fluorinated to increase compound volatility such that the compound may be administered to a mammal, such as a human being, by inhalation. The invention also provides an inhaler (or vaporizer), that can be used for administration of the volatile derivatives of fluorine-substituted alkyl phenol compound. Further, different derivatives of fluorine-substituted alkyl phenol compound can be also administered by other routes as described in this document.Type: ApplicationFiled: December 25, 2007Publication date: December 18, 2008Inventors: Max T. Baker, Mohamed Naguib
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Publication number: 20080119566Abstract: Substituted hydrofluoroalkylphenol compounds and methods of using the compounds, e.g., for anesthetizing a subject, are disclosed.Type: ApplicationFiled: July 13, 2007Publication date: May 22, 2008Inventor: Max T. Baker
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Patent number: 7312250Abstract: The present invention relates to the synthesis of fluorinated forms of alkyl phenol compounds and their subsequent use as pharmaceutical agents. More specifically, alkyl phenol compounds are fluorinated to increase compound volatility such that the compound may be administered to a mammal, such as a human being, by inhalation. The invention also provides an inhaler (or vaporizer), that can be used for administration of the volatile derivatives of fluorine-substituted alkyl phenol compound. Further, different derivatives of fluorine-substituted alkyl phenol compound can be also administered by other routes as described in this document.Type: GrantFiled: March 12, 2002Date of Patent: December 25, 2007Assignee: University of Iowa Research FoundationInventors: Max T. Baker, Mohamed Naguib
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Patent number: 7166337Abstract: The present invention relates to liquid-crystal mixtures having specific resistance values, comprising acidic compounds. The present invention furthermore relates to liquid-crystal displays containing these liquid-crystal mixtures. The invention furthermore relates to compounds of the formula I, in which the parameters are as defined in the text, to their preparation, and to their use for achieving certain specific resistance values in liquid-crystal mixtures. The application also relates to a method of adjusting the specific resistance of liquid-crystal mixtures using acidic compounds.Type: GrantFiled: July 19, 2001Date of Patent: January 23, 2007Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Darius, Volker Reiffenrath, Kazuaki Tarumi, Bernhard Rieger, Michael Heckmeier, Marcus Reuter, Peer Kirsch
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Patent number: 6903239Abstract: The present invention relates to fluorinated benzaldehydes, to a process for preparing them and also to the use of the fluorinated benzaldehydes for preparing active ingredients, especially in medicaments and agrochemicals.Type: GrantFiled: November 21, 2003Date of Patent: June 7, 2005Assignee: Bayer Chemical AktiengesellschaftInventors: Karen Peilstöcker, Albrecht Marhold
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Patent number: 6828466Abstract: A process to synthesize substituted phenols such as those of the general formula RR′R″Ar(OH) wherein R, R′, and R″ are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C—H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.Type: GrantFiled: July 15, 2003Date of Patent: December 7, 2004Assignee: Board of Trustees of Michigan State UniversityInventors: Robert E. Maleczka, Jr., Milton R. Smith, III, Daniel Holmes, Feng Shi
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Patent number: 6824706Abstract: The invention relates to new mono-, oligo- and poly-difluorovinyl(hetero)arylenes comprising one or more identical or different recurring units of formula I wherein D, D′, Ar, a and b have the meanings as defined in herein. Furthermore the inventions relates to their synthesis, their use as semiconductors or charge transport materials and their different applications.Type: GrantFiled: July 24, 2002Date of Patent: November 30, 2004Assignee: Merck Patent Gesellschaft mit beschrank HaftungInventors: Martin Heeney, Louise Farrand, Mark Giles, Marcus Thompson, Steven Tierney, Maxim Shkunov, David Sparrowe, Iain McCulloch
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Publication number: 20040092754Abstract: The invention relates to a method for producing 2- and 2,5-substituted derivatives of 4-(trifluoromethyl)-phenol and 4-(2-trifluoromethyl)-phenyl)-2-tetrahydropyranyl) ether and to novel derivatives. Said method is characterised in that a compound of formula (2) 4-(trifluoromethylphenyl)-2-(tetrahydropyranyl) ether is reacted with an electrophile E-X or a combination of electrophiles E-X and E-Y in the presence of a base, X and Y having the meanings given in the description.Type: ApplicationFiled: June 30, 2003Publication date: May 13, 2004Inventors: Bernd Schafer, Herve Geneste
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Publication number: 20030187233Abstract: Perfluoroisopropylbenzene derivatives of the general formula (I) or salts thereof, useful as intermediates or raw materials in the synthesis of various industrial materials including agricultural chemicals, drugs and surfactants, wherein X1 is H, halogeno, formyl, optionally halogenated C1-6 alkyl, —C(═O)—R1 (wherein R1 is H, halogeno, hydroxyl, C1-6 alkyl, or NR2R3, with R2 and R3 being each H, C1-6 alkyl, or the like), or the like; X3 is H, halogeno, hydroxyl, cyano, isocyanato, hydrazino, diazo, —C(═O)—R1, —SO2—R4 (wherein R4 is halogeno, hydroxyl, C1-6 alkyl, or NR5R6, with R5 and R6 being each H or C1-6 alkyl), or the like; and X4 is H, halogeno, C1-6 alkyl, or C1-6 alkoxy, with publicly known compounds being excepted.Type: ApplicationFiled: September 11, 2002Publication date: October 2, 2003Inventors: Masanobu Onishi, Kenichi Ikeda, Takashi Shimaoka, Masanori Yoshida
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Publication number: 20030176513Abstract: The present invention relates to the synthesis of fluorinated forms of alkyl phenol compounds and their subsequent use as pharmaceutical agents. More specifically, alkyl phenol compounds are fluorinated to increase compound volatility such that the compound may be administered to a mammal, such as a human being, by inhalation. The invention also provides an inhaler (or vaporizer), that can be used for administration of the volatile derivatives of fluorine-substituted alkyl phenol compound. Further, different derivatives of fluorine-substituted alkyl phenol compound can be also administered by other routes as described in this document.Type: ApplicationFiled: March 12, 2002Publication date: September 18, 2003Inventors: Max T. Baker, Mohamed Naguib
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Publication number: 20030158419Abstract: There is disclosed a method for producing a biaryl compound of formula (I): 1Type: ApplicationFiled: November 15, 2002Publication date: August 21, 2003Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Takashi Kamikawa, Junji Morimoto
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Patent number: 6476277Abstract: The present invention relates to a process for preparing hydroxyaromatics by oxidizing aromatics with dinitrogen monoxide in the gas phase in the presence of nanocrystalline zeolites.Type: GrantFiled: July 24, 2001Date of Patent: November 5, 2002Assignee: Bayer AktiengesellschafterInventors: Bernd Vogel, Elias Klemm, Mathias Seitz, Jochen Heller, Jörg Reiser
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Patent number: 6441205Abstract: The invention provides a novel compound 4-(p-methoxy-phenyl)-2-aminobutane exhibiting growth inhibition and antifeedant activity and represented by the structural formula. C11H17ON=4-(p-methoxy phenyl)-2-amino butane and an insecticidal composition comprising an effective amount of the novel compound and appropriate adjuvant.Type: GrantFiled: May 19, 2000Date of Patent: August 27, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Sunil Kumar Chattopadhyay, Koneni Venkata Sashidhara, Vinayak Tripathi, Arun Kumar Tripathi, Veena Prajapati, Sushil Kumar
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Patent number: 6410803Abstract: A method for the preparation of p-fluorophenol by the alkaline hydrolysis of p-bromofluorobenzene in the presence of a copper-containing catalyst at an elevated temperature under pressure, the alkaline agent being a strong base, characterized in that said p-bromofluorobenzene, copper-containing catalyst and strong base are contacted with water where at least the base is gradually added to the reaction zone at an essentially uniform flow rate such that the addition of the base lasts at least the time required to complete the reaction in a batch operation, and less than 12 hours, and the molar ratio of the base is between 1.8 to 3 with respect to said p-bromofluorobenzene.Type: GrantFiled: January 5, 2000Date of Patent: June 25, 2002Assignee: Bromine Compounds LimitedInventor: Michel Adda
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Patent number: 6391925Abstract: A liquid composition of phenolic compounds can be formed in the substantial absence of a solvent and a surfactant. This composition includes at least one substituted phenol and a halo-substituted phenol. In one embodiment, the composition includes benzylchlorophenol and at least one of phenylphenol and tert-pentylphenol. In another embodiment, the composition includes benzylchlorophenol, phenylphenol, and tert-pentylphenol. The composition may be useful for preparing an antimicrobial material. A liquid phenolic composition can be prepared by forming a composition having at least one substituted phenol and a halo-substituted phenol in the substantial absence of a solvent and surfactant and mixing the composition until a liquid phenolic composition is formed.Type: GrantFiled: January 13, 2000Date of Patent: May 21, 2002Assignee: Ecolab Inc.Inventor: Kim R. Smith
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Publication number: 20020055662Abstract: Unsubstituted aromatic compounds and aromatic compounds having one or more electron-withdrawing substituents are fluorinated, preferably in a nitromethane solvent, by contact with tri(halo- or trifluoromethyl) substituted N-fluorotriazinium salts of the following Formula I: 1Type: ApplicationFiled: October 23, 2001Publication date: May 9, 2002Inventors: Ronald Eric. Banks, Mohamed Khalifa Besheesh
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Patent number: 6265621Abstract: The present invention provides a process for producing a halogenated phenol compound represented by the general formula [II]: wherein Q is a monovalent organic residue, A is, the same or different, a hydrogen atom, halogen atom, —SO3H or —SO3Na group, or A at the ortho-position relative to Q may be combined with Q to form a divalent organic residue and X is a halogen atom including each isotope thereof, which comprises the step of reacting in a solvent a phenol compound represented by the general formula [I]: wherein X, Q and A have the same meanings as defined above, with a halide ion represented by the general formula X− wherein X has the same meanings as defined above, in the presence of a semiconductor catalyst with a photocatalytic activity under light irradiation conditions. According to the present invention, the halogenated phenol compound can be produced under moderate conditions.Type: GrantFiled: August 15, 2000Date of Patent: July 24, 2001Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Komori, Kazuhiko Nishioka
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Patent number: 6037503Abstract: A process for the preparation of p-fluorophenol, which comprises hydrolyzing p-bromofluorobenzene with a mixture of NaOH and Na.sub.2 CO.sub.3 in the presence of a copper catalyst.Type: GrantFiled: July 14, 1998Date of Patent: March 14, 2000Assignee: Bromine Compounds Ltd.Inventors: Jakob Oren, Michel Adda
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Patent number: 5892126Abstract: Disclosed is a process for preparing 4-fluoro-3-trifluoromethylphenol from 4-fluoro-3-trifluoromethylaniline, which comprises the steps of (1) using about 1 to 20 parts by weight of water based on 1 part by weight of 4-fluoro-3-trifluoromethylaniline in the presence of sulfuric acid to obtain 4-fluoro-3-trifluoromethylaniline sulfate; (2) subjecting the obtained 4-fluoro-3-trifluoromethylaniline sulfate to a diazotization reaction by using a diazotizing agent to obtain an aqueous solution containing about 8 to 25% by weight of a 4-fluoro-3-trifluoromethylbenzene-diazonium salt where a sulfuric acid concentration after diazotization is about 30 to 70% by weight in terms of the amount of sulfuric acid added, and the amount of water used is about 1 to 20 parts by weight based on 1 part by weight of 4-fluoro-3-trifluoromethylaniline; and (3) hydrolyzing the obtained 4-fluoro-3-trifluoromethylbenzenediazonium salt where a sulfuric acid concentration is about 30 to 70% by weight in terms of the amount of sulfuric aType: GrantFiled: November 13, 1997Date of Patent: April 6, 1999Assignee: Ube Industries, Ltd.Inventors: Katsumasa Harada, Akio Matsushita, Yasuhiro Kawachi
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Patent number: 5849959Abstract: The present invention relates to compounds of the formula (1) ##STR1## where R is H, a straight-chain or branched alkyl radical with 1 to 6 carbons, a fluorinated straight-chain or branched alkyl radical with 1 to 6 carbons, a benzyl radical, or a benzyl radical substituted by an alkyl group or alkoxy group with 1 to 4 carbons each, or by halogen, X is H, Cl, Br or I, and X is different from R, and a process for their preparation.Type: GrantFiled: December 11, 1996Date of Patent: December 15, 1998Assignee: Clariant GmbHInventors: Ralf Pfirmann, Rainer Wingen
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Patent number: 5817890Abstract: The present invention relates to new fluorinated hexane compounds corresponding to the following general formula (II): ##STR1## in which X'.sub.2, X'.sub.3, and X'.sub.4 are the same or different, and denote a halogen or a pseudohalogen, preferably a halogen, more preferably chlorine and fluorine, with the condition that, when R.sub.1 is hydroxyl, cyano, amido, imido, ethoxy, benzyloxy, cyclohexyloxy and tert-butoxy, not all the halogens can simultaneously be chlorine and R.sub.4, R.sub.3 and R.sub.5 are simultaneously equal to H;R.sub.1 denotes a hydrogen, a hydrocarbon chain such as an alkyl chain, alkoxy, cycloalkyl ether, an aromatic group, aromatic ether or an alkoxy, carbonyl, carboxyl or acyloxy, cyano, amido, imido or hydroxyl group;R.sub.Type: GrantFiled: March 9, 1995Date of Patent: October 6, 1998Assignee: Rhone-Poulenc ChimieInventors: Lucette Duhamel, Pierre Duhamel, Bertrand Leblond, Jean-Marie Poirier
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Patent number: 5663207Abstract: Gem-Dichlorocyclopropanes (Analog II derivatives) which demonstrate antiproliferative activity toward MCF-7 cells, in vitro and are generally not reversed by estradiol or having intrinsic estrogenicity (except the hydroxyphenyl derivative Compound 30). In general the cyclopropane compounds have the formula: ##STR1## or any pharmaceutically acceptable salt thereof. X is selected from a group consisting of hydrogen and halogen atoms. The group R.sub.1 may he a hydrogen atom, an alkyl group, an acyl group, or an arylalkyl group. The group R.sub.2 may be a hydrogen atom, an unsubstituted aryl group or a substituted aryl group. The group R.sub.3 may be a hydrogen atom, an alkyl group, a cycloalkyl group, a substituted aryl group or an unsubstituted aryl group. The group R.sub.4 may be a hydrogen atom, an unsubstituted aryl group or a substituted aryl group. The R.sub.4 is absent when R.sub.Type: GrantFiled: January 20, 1995Date of Patent: September 2, 1997Assignee: Research Corporation TechnologiesInventors: Robert A. Magarian, Joseph T. Pento, May T. Griffin
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Patent number: 5658951Abstract: Diphenylcyclopropyl analogs in which one or more of the phenyl rings includes alkoxy substituents including a dialkylaminoalkoxy group, an unsubstituted piperazine alkoxy group, a substituted piperazine alkoxy group, an unsubstituted piperidine alkoxy group, and a substituted piperidine alkoxy group, and which may have one or two alkyl groups bonded to the cyclopropane. The compounds are useful as antiestrogens and anti-tumor agents.Type: GrantFiled: June 7, 1995Date of Patent: August 19, 1997Assignee: Research Corporation TechnologiesInventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre