Hydroxy, Bonded Directly To Carbon, Or Ether In A Substituent E (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/223)
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Patent number: 4851441Abstract: This invention relates to antiviral organic guanidine derivatives compositions; a process of producing the antiviral compositions; and a method for inhibiting viruses utilizing the compositions. More particularly, the compositions are tubastrines derived from marine coral Tubastrea aurea.Type: GrantFiled: January 28, 1988Date of Patent: July 25, 1989Assignee: Harbor Branch Oceanographic Institution, Inc.Inventors: Tatsuo Higa, Ryuichi Sakai
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Patent number: 4847303Abstract: The present invention involves compounds having the structure: ##STR1## wherein: (a) --A.sup.1 is selected from the group consisting of --OH, --H, and --O.sub.2 CR;(b) --A.sup.2 is selected from the group consisting of unsubstituted or substituted, saturated or unsaturated, straight, branched and cyclic alkyl having from 1 to about 10 carbon atoms;(c)--A.sup.3 is selected from --C(CH.sub.3).sub.3, --Si(CH.sub.3).sub.3, and --CF.sub.3 ; and(d) --Y is selected from certain low molecular weight alkyl chains which terminate in specific unsaturated functional groups: ##STR2## and aldehydes in the form of their acetals; pharmaceutical compositions comprising such compounds; and methods for treating inflammation by administering such compounds.Type: GrantFiled: November 23, 1987Date of Patent: July 11, 1989Assignee: The Procter & Gamble CompanyInventors: Maurice E. Loomans, Randall S. Matthews, Joseph A. Miller
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Patent number: 4778911Abstract: A process for the preparation of 3-(acyl)amino-4-alkoxy-phenyl-.beta.-hydroxyethyl-sulfone (sulfates) of the formula (1) ##STR1## in which R.sub.1 is alkyl having 1-4 carbon atoms and R.sub.2 is hydrogen or one of the groupings ##STR2## with the proviso that n=1 if R.sub.2 =H and n=0 if R.sub.2 =acyl, by converting 2-alkoxyacylanilines of the formula (2) ##STR3## in which R.sub.1 and R.sub.2 have the meanings given, in a known manner to the corresponding sulfochlorides substituted in the p-position relative to the alkoxy group, reducing the sulfochlorides with an alkali metal sulfite or ammonium sulfite in an aqueous medium at pH 7.0-8.5 and at -5 to +40.degree. C. to give the corresponding sulfinates, alkoxylating the latter with ethylene oxide in an aqueous medium at pH 6.0-8.5 and 40.degree.-80.degree. C. to give the 3-acylamino-4-alkoxyphenyl-.beta.-hydroxyethyl-sulfones of the formula (1) (with R.sub.Type: GrantFiled: June 18, 1987Date of Patent: October 18, 1988Assignee: Hoechst AktiengesellschaftInventors: Peter Hess, Folker Kohlhaas, Theodor Papenfuhs
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Patent number: 4752615Abstract: A compound of the formula: ##STR1## useful as a fungicidal agent against phytopathogenic fungi, particularly their strains resistant to benzimidazole, thiophanate and/or cyclic imide fungicides.Type: GrantFiled: November 13, 1986Date of Patent: June 21, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Junya Takahashi, Toshiro Kato, Hiroshi Noguchi, Yukio Oguri, Shigeo Yamamoto, Katsuzo Kamoshita
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Patent number: 4748184Abstract: The present invention relates to new compounds of the formula ##STR1## wherein X is ##STR2## wherein R.sub.1 is hydrogen, lower alkyl, phenyl, benzyl, cinnamoyl, thiophene, furan, pyrrole, imidazole, pyrazole oxazole or thiazole; W is hydrogen or hydroxy; (Y).sub.A is positioned ortho to W and is an aminoloweralkyl having the formula --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 are the same or different and may be lower alkyl or R.sub.2 and R.sub.3 may together with N form a pyrrolidine, piperidine or azepine ring, and A is 2; n and m are independently from 0 to 5; and R is straight or branched C.sub.1 -C.sub.10 alkyl, straight or branched C.sub.3 -C.sub.10 cycloalkyl, straight or branched C.sub.2 -C.sub.4 alkenyl or straight or branched C.sub.2 -C.sub.4 alkynyl, or a pharmaceutically acceptable salt thereof.These compounds are useful in the treatment of various cardiac arrhythmias.Type: GrantFiled: December 27, 1985Date of Patent: May 31, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: David M. Stout, William L. Matier, Lawrence A. Black
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Patent number: 4731480Abstract: A process for preparing 2-acyl-3,4-dialkoxyanilines is described. The 2-acyl-3,4-dialkoxyanilines are useful intermediates in the preparation of 5,6-dialkoxy-4-alkyl-2(1H)-quinazolinones. The substituted quinazolinones are active as cardiotonic agents.Type: GrantFiled: July 29, 1985Date of Patent: March 15, 1988Assignee: Ortho Pharmaceutical CorporationInventors: Richard A. Conley, Donald L. Barton
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Patent number: 4708966Abstract: The present invention relates to novel specifically-substituted phenyl compounds, especially substituted di-tert-butyl phenol derivatives, which are effective as anti-inflammatory, analgesic and/or antipyretic agents. These phenyl compounds are substituted with a low molecular weight alkyl chain which terminates in a specific unsaturated functional group. These unsaturated functionalities are --C.tbd.CH, C.dbd.CH.sub.2, C.dbd.C.dbd.CH.sub.2, and aldehydes in the form of their acetals.The present invention further relates to pharmaceutical compositions which contain an anti-inflammatory agent of the present invention and a pharmaceutically-acceptable carrier.Finally, the present invention relates to methods for treating diseases characterized by inflammation, such as rheumatoid arthritis and osteoarthritis, in humans or lower animals.Type: GrantFiled: June 27, 1986Date of Patent: November 24, 1987Assignee: The Procter & Gamble CompanyInventors: Maurice E. Loomans, Randall S. Matthews, Joseph A. Miller
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Patent number: 4691057Abstract: The reaction of alkali metal with aromatic hydroxy compounds is promoted by inclusion of an alcohol in the reaction mixture. The alkali metal aryloxide formed can be reacted with phosphonitrilic chloride polymers to make polyaryloxyphosphazenes.Type: GrantFiled: September 19, 1984Date of Patent: September 1, 1987Assignee: Ethyl CorporationInventor: Allan A. Eisenbraun
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Patent number: 4670583Abstract: This invention provides an amide compound represented by the formula ##STR1## wherein R.sub.1 is vinyl, 2-(methylsulfinyl)ethyl, 2-(methylsulfonyl)ethyl, 2-(2-acetylamino-2-carboxyethylthio)ethyl or 2-[2-(4-amino-4-carboxybutyrylamino)-2-(carboxymethylcarbamoyl)ethylthio]e thyl and R.sub.2 is hydrogen or lower alkyl, process for the preparation thereof, and antiallergic compositions cotaining the amide compound.Type: GrantFiled: September 5, 1985Date of Patent: June 2, 1987Assignee: Taiho Pharmaceutical Company, LimitedInventors: Akihide Koda, Mikio Hori, Mitsugi Yasumoto, Naosuke Matsuura, Ichiro Yamawaki, Yukio Tada
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Patent number: 4666943Abstract: Use of an anilide of the formula: ##STR1## as a fungicidal agent against phytophatogenic fungi, particularly their strains resistant to benzimidazole thiophanate fungicides and/or cyclic imide fungicides.Type: GrantFiled: July 19, 1983Date of Patent: May 19, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Noguchi, Toshiro Kato, Junya Takahashi, Yukio Ishiguri, Shigeo Yamamoto, Naonori Hirata
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Patent number: 4618715Abstract: There is disclosed a process for the production of 3-amino-4,6-diacetyl phenol, or a derivative thereof, which comprises reacting a compound of formula III, ##STR1## or a protected derivative thereof, in which R is acetyl or hydrogen, with an excess of acetyl chloride or acetyl bromide and aluminium chloride or aluminium bromide at a temperature of from 30.degree. to 50.degree. C. in an halogenated hydrocarbon solvent.Type: GrantFiled: November 2, 1981Date of Patent: October 21, 1986Assignee: Fisons LimitedInventors: Stephen C. Eyley, Stephen C. W. Coltman
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Patent number: 4609735Abstract: Novel 1-aryloxy-4-amino-2-butanols of the formulaArO--CH.sub.2 --CHOH--CH.sub.2 --CH.sub.2 --NR.sup.1 R.sup.2wherein AR is 1-naphythyl, 2-naphthyl, indene-4(or 5-)yl, 3-(or 5-)chloro-2-pyridyl, phenyl, monosubstituted phenyl or di-substituted phenyl, R.sup.1 is lower alkyl, phenyl, phenylalkyl, 2-hydroxymethyl-2-propyl, adamantyl or lower-cycloalkyl, R.sup.2 is hydrogen or lower alkyl, wherein R.sup.1 and R.sup.2 together with the adjacent nitrogen form a heterocyclic residue and the pharmaceutically acceptable acid addition salts thereof having local anesthetic, beta-adrenergic blocking, antihypertensive and antiarrhythmic properties are disclosed. The compounds are prepared by reacting novel 1-aryloxy-4-chloro-2-butanols with amines. Methods for the preparation of the novel 1-aryloxy-4-chloro-2-butanol intermediates are also disclosed.Type: GrantFiled: September 11, 1984Date of Patent: September 2, 1986Assignee: A. H. Robins Company, Inc.Inventors: Carl D. Lunsford, Ying-Ho Chen
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Patent number: 4604128Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: m is an integer selected from 1 to 4;n is zero or an integer selected from 1 to 4;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, alkylthio, sulfamoyl, substituted sulfamoyl, amino, substituted amino, the group --(CH.sub.2).sub.p C(.dbd.A)Z in which p is zero or one A is oxygen or sulfur, and Z is hydrogen, hydroxy, alkoxy, alkylthio, alkyl, substituted alkyl, amino or substituted amino, the group --NHC(.dbd.B)NR.sup.7 R.sup.8 in which B is oxygen or sulfur and R.sup.7 and R.sup.8 are hydrogen or alkyl;R.sup.1 is selected from hydrogen, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl; andR.sup.4 is selected from hydrogen, halogen, alkyl, cyano and alkoxycarbonyl.Type: GrantFiled: September 10, 1985Date of Patent: August 5, 1986Assignee: ICI Australia LimitedInventors: Keith G. Watson, John D. Wishart, Graeme J. Farquharson, Graham J. Bird, Lindsay E. Cross
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Patent number: 4600797Abstract: Process for the preparation of a nitroaminobenzene by nitrating an aminobenzene which is protected at the nitrogen wherein the nitration is carried out by the simultaneous combination of nitric acid and the aminobenzene to be nitrated, in the presence of inert solvents such as methylene chloride.Type: GrantFiled: February 18, 1983Date of Patent: July 15, 1986Assignee: Bayer AktiengesellschaftInventor: Willi Schossler
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Patent number: 4579970Abstract: The present invention concerns new (R)-, (S)- and (R,S)-1-(4'-alkylamido)-2'-{1-[N-(alkyl)imino]ethyl}phenoxy-3-alklyamino-2 -propanols having the general formula ##STR1## wherein R means a straight or branched C.sub.1 -C.sub.4 -alkyl group, especially the n-propyl group, and R.sub.1 means hydrogen or a straight or branched C.sub.1 -C.sub.4 -alkyl group, especially the isopropyl group, which compounds are useful intermediates when preparing the pharmacologically active (R)-, (S)- and (R,S)-1-(4'-alkylamido-2'-acetyl)phenoxy-3-alkylamino-2-propanols of the formula ##STR2## wherein R and R.sub.1 have the meaning given above.Type: GrantFiled: June 19, 1984Date of Patent: April 1, 1986Assignee: Oy Star ABInventors: Lauri A. Hietaniemi, Heikki E. Nupponen
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Patent number: 4568763Abstract: N-acyl-acyloxy aromatic amines, e.g. 4-acetoxyacetanilide (AAA), are prepared by reacting a hydroxy aromatic ketone, e.g. 4-hydroxyacetophenone, with hydroxylamine or a hydroxylamine salt and a base to obtain the ketoxime of the ketone, e.g. 4-hydroxyacetophenone oxime, and then subjecting the ketoxime to a Beckmann rearrangement and accompanying acylation by contacting the ketoxime with a carboxylic acid anhydride and a Beckmann rearrangement catalyst to form the N-acyl-acyloxy aromatic amine.Type: GrantFiled: July 3, 1984Date of Patent: February 4, 1986Assignee: Celanese CorporationInventors: Kenneth G. Davenport, Charles B. Hilton
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Patent number: 4565890Abstract: An improved process for the preparation of N-acetyl-p-aminophenol. p-Aminophenol is acetylated in an aqueous medium to produce a crude aqueous reaction mixture and N-acetyl-p-aminophenol product is recovered by crystallization from an aqueous system comprising the reaction mixture. Crystals are separated from the crude mother liquor which contains residual N-acetyl-p-aminophenol and unreacted acetic acid. According to the improvement, residual N-acetyl-p-aminophenol and acetic acid are recovered from the crude mother liquor by liquid-liquid extraction with a water-immiscible organic solvent to produce an extract containing N-acetyl-p-aminophenol and acetic acid. The extract is distilled to strip off the solvent and acetic acid.Type: GrantFiled: October 27, 1983Date of Patent: January 21, 1986Assignee: Mallinckrodt, Inc.Inventor: Sharad S. Sathe
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Patent number: 4560789Abstract: 4-Acetoxyacetanilide is produced by subjecting phenyl acetate to a Fries rearrangement or phenol and an acetylating agent to a Friedel-Crafts acetylation to form 4-hydroxyacetophenone which is then reacted with hydroxylamine or a hydroxylamine salt to form 4-hydroxyacetophenone oxime. The oxime is then subjected to a Beckmann rearrangement and accompanying acetylation with acetic anhydride to form the 4-acetoxyacetanilide.Type: GrantFiled: July 3, 1984Date of Patent: December 24, 1985Assignee: Celanese CorporationInventors: Kenneth G. Davenport, Charles B. Hilton
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Patent number: 4556737Abstract: This invention provides novel sulfonium compounds, processes for the preparation of the sulfonium compounds, and pharmacological composition containing the sulfonium compound. The compounds of this invention are useful for treating allergy.Type: GrantFiled: February 27, 1984Date of Patent: December 3, 1985Assignee: Taiho Pharmaceutical Company LimitedInventors: Akihide Koda, Mikio Hori, Naosuke Matsuura, Mitsugi Yasumoto, Ichiro Yamawaki, Shuichi Ueda, Yukio Tada
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Patent number: 4545995Abstract: The novel unsaturated arylalkyl ammonium salts described herein are useful as antiarrhythmic agents. A method of treating arrhythmia by increasing the refractoriness of cardiac tissue is provided, as well as pharmaceutical formulations containing such ammonium salts.Type: GrantFiled: July 12, 1983Date of Patent: October 8, 1985Assignee: Schering A.G.Inventors: William C. Lumma, Jr., Ronald A. Wohl
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Patent number: 4524217Abstract: N-acyl-hydroxy aromatic amines, e.g. N-acetyl-para-aminophenol (APAP), are prepared by reacting a hydroxy aromatic ketone, e.g. 4-hydroxyacetophenone, with a hydroxylamine salt and a base to obtain the ketoxime of the ketone, e.g. 4-hydroxyacetophenone oxime, and then subjecting the ketoxime to a Beckmann rearrangement in the presence of a catalyst to form the N-acyl-hydroxy aromatic amine.Type: GrantFiled: June 8, 1984Date of Patent: June 18, 1985Assignee: Celanese CorporationInventors: Kenneth G. Davenport, Charles B. Hilton
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Patent number: 4520134Abstract: N-alkyl-4'-hydroxyacetanilides wherein alkyl is of up to 8 carbon atoms, preferably ethyl or isopropyl, have analgesic, antipyretic, anti-inflammatory and sedative activity. Those of at least two carbon atoms lack the hepatotoxicity of acetaminophen and the N-methyl compound also has substantially less hepatotoxicity than acetaminophen. Pharmaceutical compositions comprising them are employed to ameliorate pain, reduce fever, reduce the symptoms of systemic inflammatory conditions and sedate.Type: GrantFiled: April 6, 1984Date of Patent: May 28, 1985Inventor: Gerald M. Rosen
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Patent number: 4480082Abstract: The reaction product of (i) an aromatic amide having the amine group of the amide attached to an aromatic ring, and (ii) a mono- or di-epoxide, has been found to be a good fortifier of epoxy resins. Epoxy resins have been found to attain increased strength and modulus (yet not brittle) by compounding:(a) a resin-forming polyepoxide,(b) an amine curing agent for (a), and(c) the above fortifier; and heat curing the mixture. Strengths as high as 130-150 MPa and modulus values to as high as 5000 MPa have been achieved yet with a ductile mode of fracture.Type: GrantFiled: July 25, 1983Date of Patent: October 30, 1984Assignee: Canadian Patents & Development LimitedInventors: Paul D. McLean, Andrew Garton, Robert F. Scott, Susan E. Gransden
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Patent number: 4453018Abstract: An alkylated phenolic ether is prepared by reacting in the absence of a protic solvent a phenolic compound containing an unreacted phenolic hydroxy group with an alkyl sulfite of the formula (RO).sub.2 SO in which R is a one to four carbon alkyl group, the reaction occurring in one step and without the intermediate preparation of a phenolate.Type: GrantFiled: April 1, 1982Date of Patent: June 5, 1984Assignee: International Telephone and Telegraph CorporationInventor: Randall B. Nelson
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Patent number: 4453017Abstract: A methylated phenolic ether is prepared by reacting in the absence of a protic solvent a phenolic compound containing an unreacted phenolic hydroxy group with trimethyl phosphate, the reaction occurring in one step and without the intermediate preparation of a phenolate.Type: GrantFiled: April 1, 1982Date of Patent: June 5, 1984Assignee: International Telephone and Telegraph CorporationInventor: Randall B. Nelson
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Patent number: 4453004Abstract: A process for the preparation of an alkylated phenolic ether comprising reacting a phenolic compound at a temperature of at least the melting point of the phenol and in the absence of a solvent with an alkylating agent until an alkylated phenol is produced.Type: GrantFiled: April 1, 1982Date of Patent: June 5, 1984Assignee: International Telephone and Telegraph CorporationInventor: Randall B. Nelson
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Patent number: 4405640Abstract: Insecticides of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each selected from methyl, halomethyl, and halo; X is oxygen, sulphur, sulphonyl or a group NR.sup.4 where R.sup.4 represents hydrogen, lower alkyl or lower carboxylic acyl; R.sup.3 is lower alkyl, lower alkenyl or benzyl; m has the value zero or one, and n has a value from one to four.Type: GrantFiled: December 1, 1980Date of Patent: September 20, 1983Assignee: Imperial Chemical Industries PLCInventor: Nazim Punja
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Patent number: 4404215Abstract: This invention relates to novel arylethanol and to process for producing the said compounds.The arylethanols of the invention have valuable pharmacological properties and find a use in human or animal therapy.Type: GrantFiled: November 18, 1981Date of Patent: September 13, 1983Assignee: Science Union et CieInventors: Michel Vincent, Georges Remond, Jacques Bure
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Patent number: 4394314Abstract: A process of reacting a ring carbon atom of an aromatic compound Ar with a compound of the formula H.sub.2 NCH.dbd.NH.sub.2.sup.+ CH.sub.3 CO.sub.2.sup.-, and an anhydride which has the ##STR1## at from 10.degree. to 200.degree. C. and preferably 25.degree. to 40.degree. C. to form a compound of the formula ##STR2## where m is 1, 2 or 3, and A is H or F. In the case where m is 1 the compound ##STR3## can be hydrolyzed to ArCHO.Type: GrantFiled: April 23, 1981Date of Patent: July 19, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: Wallace C. Petersen
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Patent number: 4370346Abstract: Compounds of formula I wherein R.sup.1 and R.sup.2 are haloalkyl or halo, X is O, S, S(O), SO.sub.2 or NR.sub.4 where R.sub.4 is H or alkyl, R.sup.3 is alkyl and n is 1 to 4, and compositions comprising them, useful as insecticides.Type: GrantFiled: December 9, 1981Date of Patent: January 25, 1983Assignee: Imperial Chemical Industries PLCInventor: Nazim Punja
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Patent number: 4363766Abstract: A process for the preparation of sulfur-containing N-benzyl-amino acids of the formula ##STR1## wherein X and Y, which may be identical to or different from each other, are each hydrogen or halogen;R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms;R.sub.2 is hydrogen, alkyl of 1 to 3 carbon atoms, carboxy-lower alkyl or acyl;R.sub.3 is hydrogen or acyl; andn is 1 or 2;which comprises the steps of converting anthranilic acid or a halogenated anthranilic acid into the corresponding aldehyde, reacting the aldehyde with a compound of the formula ##STR2## wherein R.sub.1, R.sub.2 and n have the meanings previously defined, to form the corresponding Schiff's base, reducing the said Schiff's base, and recovering the reaction product.Type: GrantFiled: April 17, 1979Date of Patent: December 14, 1982Assignee: Boehringer Ingelheim GmbHInventor: Bernard Bellegarde
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Patent number: 4339618Abstract: The invention relates to a process for the production of nitroaryl compounds which are at least monosubstituted, by nitration of aryl compounds which are at least monosubstituted, which process comprises carrying out the nitration in a two-phase system which consists of an inorganic phase consisting of sulfuric acid having a concentration of at least 80% and an organic phase consisting of an inert organic liquid in which the nitration product is almost insoluble in the presence of sulfuric acid, at a temperature in the range from -30.degree. to 100.degree. C., with nitric acid as nitrating agent.The novel process can be generally employed for aryl compounds which are at least monosubstituted. The corresponding nitroaryl compounds are obtained in high yield and isomeric purity.Type: GrantFiled: June 17, 1980Date of Patent: July 13, 1982Assignee: Ciba-Geigy AGInventor: Manfred Rosner
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Patent number: 4322553Abstract: The disclosure herein relates to a new process for the preparation of N-(halomethyl)acylamides by reacting the corresponding N-(alkoxymethyl)acylamide with thionyl chloride or thionyl bromide in the presence of a Lewis Acid catalyst.Type: GrantFiled: February 2, 1981Date of Patent: March 30, 1982Assignee: Monsanto CompanyInventor: John P. Chupp
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Patent number: 4311858Abstract: The disclosure herein relates to a new process for the preparation of N-(halomethyl) acylamides by reacting the corresponding N-(alkoxymethyl) acetamide with a hydrogen halide.Type: GrantFiled: December 1, 1980Date of Patent: January 19, 1982Assignee: Monsanto CompanyInventor: John P. Chupp
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Patent number: 4305751Abstract: Compounds of the general structural formula, ##STR1## in which R.sup.1 is C.sub.1 to C.sub.4 lower alkyl, cycloalkyl or alkylamino and R.sup.2 is H or lower N-alkylcarbamyl are made from corresponding m-aminophenylacetylenic compounds by conventional methods and are useful as selective herbicides.Type: GrantFiled: April 16, 1980Date of Patent: December 15, 1981Assignee: Gulf Oil CorporationInventors: Edward T. Sabourin, Charles M. Selwitz
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Patent number: 4301083Abstract: Polyoxyalkylene compounds having at least four oxyalkylene units and one or two terminal hydroxyl groups are etherified by reacting same with organic primary chlorides or bromides in the presence of an aqueous, at least 30% by weight solution of sodium or potassium hydroxide to produce the corresponding etherified polyoxyalkylene derivatives. The molar ratio of the organohalide to the hydroxyl group(s) of the polyoxyalkylene compound is at least 1.2, and the molar ratio of the alkali metal hydroxide to such hydroxyl group(s) is at least 1.Type: GrantFiled: January 2, 1980Date of Patent: November 17, 1981Assignee: Kuraray Co., Ltd.Inventors: Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4292239Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1 represents hydrogen, alkyl or aralkyl,R.sub.2 represents R.sub.1 or aryl,A represents C.sub.2 -C.sub.6 -alkylene,X represents R.sub.2 or acyl,n represents 1-7,m represents 1 or 2 andthe rings B and D can contain customary radicals,with the proviso that n is at least 2 if X represents acyl,give, when mixed with emulsifiers, dyestuff preparations which are in the liquid or dissolved form under dyeing conditions. The use of additional dispersing agents, protective colloids, levelling agents and carriers when dyeing polyester fibres thereby becomes superfluous.Type: GrantFiled: August 13, 1979Date of Patent: September 29, 1981Assignee: Bayer AktiengesellschaftInventors: Winfried Kruckenberg, Karl H. Schundehutte
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Patent number: 4292446Abstract: N-formyl anilino aromatic compounds containing two electronegative groups in the benzene ring, their manufacture from formanilides and aromatic halogen compounds and their use as intermediates for the manufacture of the corresponding diphenylamine compounds. The compounds are useful as pesticides.Type: GrantFiled: July 14, 1980Date of Patent: September 29, 1981Assignee: Imperial Chemical Industries LimitedInventor: Norman Riley
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Patent number: 4288620Abstract: A process for the production of 4-acylamido-2-nitro-1-alkoxybenzenes by acylating p-alkoxyaniline with an acylating agent to 4-acylamido-alkoxybenzenes and subsequently nitrating these latter to 4-acylamido-2-nitro-1-alkoxybenzenes, which process comprises carrying out the reaction in an inert solvent, without isolation of the intermediates, using 88 to 95% sulfuric acid in the weight ratio of 6:1 to 10:1, based on the p-alkoxyaniline employed, during the nitration step.Type: GrantFiled: June 12, 1980Date of Patent: September 8, 1981Assignee: Ciba-Geigy AGInventor: Manfred Rosner
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Patent number: 4270002Abstract: A compound of the formula: ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, are each a C.sub.1 -C.sub.3 alkyl group, a chloromethyl group or a halogen atom, R.sub.3 is a hydrogen atom, a methyl group or a halogen atom, n is an integer of 2 to 5 and X is a hydrogen atom, a methyl group, a methoxy group or a chlorine atom, which is useful as a herbicide.Type: GrantFiled: October 23, 1979Date of Patent: May 26, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Osamu Kirino, Shunichi Hashimoto, Hiroshi Matsumoto, Hiromichi Oshio
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Patent number: 4264526Abstract: A process for the direct production of aminophenol and N-acetyl-p-aminophenol from nitrophenols using a borate ion additive during hydrogenation to eliminate undesirable by-products and color formation.Type: GrantFiled: July 2, 1979Date of Patent: April 28, 1981Assignee: Penick CorporationInventors: Donald C. Ruopp, Mark A. Thorn
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Patent number: 4264525Abstract: A stepwise reduction and acetylation process for the production of pure N-acetyl-p-aminophenol (APAP) from p-nitrophenol in an aqueous system that avoids the need for strong acids or excess acetic anhydride.Type: GrantFiled: July 2, 1979Date of Patent: April 28, 1981Assignee: Penick CorporationInventor: John Huber, Jr.
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Patent number: 4257943Abstract: A compound of the formula ##STR1## in which X represents chlorine or bromine, Y and Z each represent methyl or ethyl, and n stands for the integer 1 or 2, said compound being useful as a navy blue dye for the dyeing or printing synthetic fibrous materials, preferably polyester fibers, in aqueous baths, suitably in the form of dyestuff preparations containing dispersing agents, and also useful for dyeing fibrous materials in organic solvents, such as trichloroethylene or methanol.Type: GrantFiled: August 14, 1978Date of Patent: March 24, 1981Assignee: Hoechst AktiengesellschaftInventor: Reinhard Hahnle
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Patent number: 4252984Abstract: The invention provides phenol ethers of the formula: ##STR1## wherein R is branched C.sub.3-4 alkyl, C.sub.3-4 cycloalkyl, branched cyano(C.sub.3-4 alkyl), phenyl(C.sub.2-3 alkyl), halophenyl(C.sub.2-3 alkyl), (C.sub.1-4 alkoxy)phenyl(C.sub.2-4 alkyl), or (C.sub.1-4 acyl)amino(C.sub.1-4 alkyl),alk is C.sub.1-4 alkyl substituted by a 3 to 6 membered cycloalkyl group,X is --O--, --S-- or --SO.sub.2 --; andR.sub.1 is --C.sub.1-4 alkyl- or --C.sub.1-4 alkoxy-,in their racemic and optically active forms, and their addition salts with pharmaceutically acceptable acids. These compounds are useful in therapy as .beta.-adrenergic blocking agents. Intermediates are also provided.Type: GrantFiled: October 20, 1976Date of Patent: February 24, 1981Assignee: SynthelaboInventors: Philippe M. J. Manoury, Icilio A. G. Cavero, Henry Najer, Don Pierre R. L. Giudicelli
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Patent number: 4248794Abstract: The present invention relates to a process for producing a 2-amino 4-acylaminophenyl ether by acylation of a 2,4-diaminophenyl ether with a good selectivity.Type: GrantFiled: July 2, 1979Date of Patent: February 3, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Yozo Fujii, Hiromichi Yamaguchi
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Patent number: 4243653Abstract: Non-ionic polyiodo saccharidic ether substituted anilines are provided as contrast media, the ether being non-glycosidyl. The compounds have excellent physical properties in having acceptable water solubility or capable of stable suspension, relatively low osmotic pressure, good thermal stability, so as to be heat sterilizable, and a high iodine proportion. The compounds can be prepared from polynitroaromatics by substitution and reduction.Type: GrantFiled: April 27, 1979Date of Patent: January 6, 1981Assignee: The Regents of the University of CaliforniaInventors: Milos Sovak, Ramachandra Ranganathan