Salicylic Acid Patents (Class 560/71)
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Patent number: 4613678Abstract: Esterification of aromatic dicarboxylic acids with cyclic alkylene carbonates in the presence of organic compounds containing at least one six-membered aromatic nitrogen-containing heterocyclic moiety.Type: GrantFiled: June 30, 1980Date of Patent: September 23, 1986Assignee: The Dow Chemical CompanyInventor: Daniel J. Swart
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Patent number: 4547584Abstract: Novel 3-hydroxy-4-alkyloxyphenyl benzoates compounds particularly well suited as sweeteners in foodstuff.Type: GrantFiled: December 29, 1983Date of Patent: October 15, 1985Assignee: General Foods CorporationInventors: Jed A. Riemer, Paul R. Zanno, Ronald E. Barnett
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Patent number: 4457868Abstract: A method for conducting transesterification reactions employing a catalyst system comprising metallic sodium and aluminum isopropoxide which provides a facile, high yield, means for producing compounds such as esters of alkyl- and alkyloxy-substituted arylamines.Type: GrantFiled: September 2, 1981Date of Patent: July 3, 1984Assignee: Mobil Oil CorporationInventor: Milton Braid
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Patent number: 4408065Abstract: An adsorptive separation process for separating methylparaben from a feed mixture comprising methylparaben and wintergreen oil, which process comprises contacting the feed mixture with an adsorbent comprising a type X or type Y zeolite, selectively adsorbing substantially all of the methylparaben to the substantial exclusion of the wintergreen oil and thereafter recovering high-purity methylparaben. A desorption step may be used to desorb the adsorbed methylparaben. The process is carried out preferably in the liquid phase.Type: GrantFiled: March 23, 1981Date of Patent: October 4, 1983Assignee: UOP Inc.Inventors: Armand J. deRosset, James W. Priegnitz, Arthur M. Landis
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Patent number: 4376868Abstract: Cresylic acid ethoxylation is catalyzed by basic compounds and salts of alkaline earth metals. Ethoxylates from such reactions have narrow ethylene oxide distributions, lower pour points and lower by-products as compared to alkali base catalyzed ethoxylation. Suitable catalysts include strontium-containing and barium-containing materials. The catalyst also includes co-catalyst combinations using these materials with one or more promoters including polyols, amines, amides, carboxylic acids and phenols. The co-catalyst combinations can be preformed prior to introduction into the reaction mixture.Type: GrantFiled: February 14, 1980Date of Patent: March 15, 1983Assignee: Conoco Inc.Inventors: Gerald L. Nield, Kang Yang, Paul H. Washecheck
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Patent number: 4338170Abstract: A cis-trans isomerization of a cis-.beta.-.gamma.-unsaturated alcohol or its ester having the formula ##STR1## wherein R.sub.1 represents hydrogen atom or a C.sub.1 -C.sub.5 alkyl group; X represents hydrogen atom or ##STR2## and R.sub.2 represents a hydrocarbon moiety or a hydroxyhydrocarbon moiety; R.sub.3 represents hydrogen atom or a hydrocarbon moiety into a transform, in the presence of a mercaptan as a catalyst, is provided. It can be also attained in the presence of a mercaptan and/or a disulfide as a catalyst in an inert gas environment with an initiator. It can be also attained in the presence of a mercaptan under an irradiation, if desired with a small amount of an initiator.Type: GrantFiled: May 23, 1980Date of Patent: July 6, 1982Assignee: Nissan Chemical Industries, Ltd.Inventors: Atsuo Murata, Syuji Tsuchiya, Hideo Suzuki
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Patent number: 4317917Abstract: The invention relates to methyl- or methoxy-substituted 2-cynnamoyloxy-benzoic acids or to cynnamylesters of methyl- or methoxy-substituted 2-hydroxybenzoic acids, endowed with an interesting antiinflammatory, analgesic and antibacterial activity; and to a process for preparing said compounds.Type: GrantFiled: March 21, 1980Date of Patent: March 2, 1982Assignee: Ausonia Farmaceutici S.r.l.Inventor: Leonardo De Vincentiis
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Patent number: 4316046Abstract: A process for the preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted with an aryliodoso carboxylate in liquid medium to form the desired aryl carboxylate. Promoters can be employed to increase the rate of reaction and improve selectivity to the aryl carboxylate.Type: GrantFiled: August 29, 1980Date of Patent: February 16, 1982Assignee: The Halcon SD Group, Inc.Inventor: Lawrence C. Costa
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Patent number: 4271310Abstract: Cholinesterase activity is determined by means of the choline and/or acid obtained by the action of cholinesterase on a compound of the formula: ##STR1## [wherein A represents a hydrogen atom or a C.sub.1-5 alkyl or alkoxy group and B represents a group of the formula --R-COO-- (in which --R-- represents an alkenyl group with 2 to 6 carbon atoms); or A represents a hydroxy group in either or both o-positions of the benzene ring or a C.sub.1-5 alkyl group and B represents a group of the formula --COO--; X represents a stabilizing anion and n represents the charge on the anion]. The method of the invention ensures a high resistance to saturation, good stability of the compounds used as substrates, a conveniently low reaction rate and a high degree of accuracy.Certain of the compounds of formula I as defined above are novel compounds which are claimed per se.Examples of the method of the present invention are given and the preparation of the novel compounds is described and exemplified.Type: GrantFiled: April 12, 1979Date of Patent: June 2, 1981Assignee: Kyowa Hakko Kogyo Kabushiki KaishaInventors: Katsuyuki Watanabe, Tadatoshi Hayashi, Hiroaki Hayashi, deceased, by Atsuko Hayashi, heir, by Yuko Hayashi, heir, Toshio Tatano, Yoshiaki Shmizu
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Patent number: 4260802Abstract: A catalytic aromatic salicylate process comprising contacting a phenol, carbon monoxide, a base, and a Group VIIIB element selected from ruthenium, rhodium, palladium, osmium, iridium or platinum, an oxidant having an oxidation potential greater than that of said selected Group VIIIB element, and recovering at least a portion of the resulting salicylate.Type: GrantFiled: May 11, 1979Date of Patent: April 7, 1981Assignee: General Electric CompanyInventor: John E. Hallgren
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Patent number: 4239903Abstract: Compounds, which have antispasmodic effects, represented by the following formula (I) ##STR1## wherein R.sup.1 and R.sup.2, which may be the same or different, each represents a hydrogen atom, an alkoxy group or, when taken together, R.sup.1 and R.sup.2 represent an alkylenedioxy group; R.sup.3 represents a hydrogen atom, an alkyl group or a cycloalkyl group; R.sup.4, R.sup.5 and R.sup.6, which may be the same or different, each represents a hydrogen atom, an alkoxy group, an alkyl group, a halogen atom, a hydroxyl group or, when two of R.sup.4, R.sup.5 and R.sup.6 are taken together, they represent an alkylenedioxy group; and A represents a straight or branched chain alkylene group having 2 to 10 carbon atoms or an alkylene group having 2 to 10 carbon atoms and interrupted with an oxygen atom forming an ether bond therein, and the therapeutically useful acid-addition salts thereof; and a process for producing the same.Type: GrantFiled: May 16, 1978Date of Patent: December 16, 1980Assignee: Daiichi Seiyaku Co., Ltd.Inventors: Sumiro Isoda, Munefumi Kanao, Yoshifumi Ichikawa, Takeshi Hashizume, Kiyoshi Irie, Yoshio Kasai
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Patent number: 4225619Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is perfluoroalkyl of 1 to 8 carbon atoms or 2,2,3,3-tetrafluoro-cyclobutyl,R.sub.2 and R.sub.4, which may be identical to or different from each other, are each hydrogen, alkyl of 1 to 10 carbon atoms, aliphatic acyl of 2 to 18 carbon atoms, benzoyl, salicyloyl or phenylacetyl, andR.sub.3 and R.sub.5, which may be identical to or different from each other, are each alkyl of 3 to 18 carbon atoms, halogen, nitro, p-toluenesulfonyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclododecyl, methylcyclohexyl, dimethylcyclohexyl, benzyl, methylthio or ##STR2## where R.sub.1, R.sub.2 and R.sub.4 have the meanings previously defined,Q is --CH.sub.2 -- or --S--, andG is R.sub.5, as above defined, orQ is R.sub.3, as above defined, andG is --CH.sub.2 -- or --S--,R.sub.3 may, in addition, also be hydroxyl, methoxy, methyl or cyano, andR.sub.5 may also be methyl, orone of substituents R.sub.3 and R.sub.Type: GrantFiled: March 19, 1979Date of Patent: September 30, 1980Assignee: Boehringer Ingelheim GmBHInventors: Rolf Brickl, Hans Eberhardt, Karl-Richard Appel, Uwe Lechner, Walter Merk
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Patent number: 4221920Abstract: An aromatic salicylate process comprising contacting a phenol, carbon monoxide, a base, a Group VIIIB element selected from ruthenium, rhodium, palladium, osmium, iridium or platinum and recovering at least a portion of an aromatic salicylate. The resulting aromatic salicylates are useful in plastics and lacquers as well as in pharmaceuticals.Type: GrantFiled: September 19, 1977Date of Patent: September 9, 1980Assignee: General Electric CompanyInventor: John E. Hallgren
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Patent number: 4218567Abstract: A process for the preparation of aromatic ethers by the bromination of a compound of the formula ##STR1## wherein R.sub.1, independently, is hydrogen, hydroxy, lower alkoxy, lower alkyl; m is an integer from 1-4, and A is --CHO, --COOR.sub.3 or lower alkyl, and subsequently treating the reaction product of the bromination step with an alkali metal alkoxide in the presence of cuprous halide or oxide, is described.Type: GrantFiled: May 30, 1978Date of Patent: August 19, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Percy S. Manchand, John M. Townsend
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Patent number: 4192949Abstract: Phenol ethers are prepared by reacting phenols with dialkyl carbonates in the presence of tertiary amines and/or phosphines. The aralkyl aryl ethers and alkyl aryl ethers obtained are starting materials for the manufacture of dyes, crop protection agents and scents.Type: GrantFiled: June 15, 1978Date of Patent: March 11, 1980Assignee: BASF AktiengesellschaftInventors: Franz Merger, Friedrich Towae, Ludwig Schroff, deceased
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Patent number: 4112114Abstract: Esters of 2-substituted-5-oxo-5H-dibenzo[a,d]cycloheptenes represented by the following formula: ##STR1## where R' is --CH.sub.2 --CH.dbd.CH.sub.2, --CH.sub.2 --CH(OH)--CH.sub.2 OH, ##STR2## where Y is either O or S, or ##STR3## where R.sup.4 and R.sup.5 are independently hydrogen, alkyl having 1 to 6 carbon atoms, phenyl, or benzyl, or together R.sup.4 and R.sup.5 form an alkylene bridge having 4, 5 or 6 carbon atoms; one of R.sup.2 and R.sup.3 is hydrogen and the other is hydrogen, methyl, or ethyl, or together R.sup.2 and R.sup.3 are methylene. The compounds have anti-inflammatory, analgesic, and antipyretic activities and, accordingly, are useful in the treatment of inflammation, pain and/or pyrexia.Type: GrantFiled: September 2, 1977Date of Patent: September 5, 1978Assignee: Syntex (U.S.A.) Inc.Inventors: Peter H. Nelson, Karl G. Untch
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Patent number: 4097678Abstract: 3.alpha.-Hydroxy and 3.alpha.-acyloxy- .DELTA..sup.9(11) -5.alpha.-D-homo-20-ketopregnenes of the formula ##STR1## wherein R is hydrogen or acyl, R.sub.1 is hydrogen or methyl and R.sub.2 is methyl or ethyl, are produced by esterifying a corresponding 3.beta.-hydroxy-5.alpha.-20-keto pregnane of the formula ##STR2## wherein R.sub.1 and R.sub.2 have the values given above, with m-iodo-benzoic acid with inversion of the 3.beta.-oxy group to a 3.alpha.-oxy group; chlorinating the thus-produced 3.alpha.-m-iodobenzoyl ester with dichloroiodobenzene under irradiation; and treating the reaction product with a dehydrohalogenating silver salt. Optionally thereafter, the 3.alpha.-iodobenzoyl group is split off in a conventional manner to produce the corresponding 3.alpha.-hydroxy steroid and optionally the thus-produced 3.alpha.-hydroxy steroid is esterified to produce a desired 3-ester thereof.Type: GrantFiled: June 8, 1976Date of Patent: June 27, 1978Assignee: Schering AktiengesellschaftInventors: Ulrich Kerb, Rudolf Wiechert, Otto Engelfried
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Patent number: 4069242Abstract: A synergistic catalytic effect is realized in the esterification reaction between an organic carboxylic acid and a vicinal epoxide by using a catalyst system comprising: (a) a compound containing an amino and/or ammonium nitrogen atom, in combination with (b) a soluble compound containing an ionizable atom of iron or chromium.Type: GrantFiled: September 9, 1971Date of Patent: January 17, 1978Assignee: The Dow Chemical CompanyInventor: Arthur E. Gurgiolo
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Patent number: 4057575Abstract: The invention comprises the oxidation of olefins to unsaturated esters of organic acids or acetals and/or unsaturated ethers of alcohols by contacting the olefin with an organic acid or alcohol reactant in the presence of a catalyst comprising a compound of a Group VIII noble metal and a redox agent. The catalyst is maintained active by contacting it with oxygen introduced simultaneously or intermittently with the olefin or by circulating the catalyst between separate oxygen and olefin contacting zones. The oxidation can be performed under liquid phase conditions by initiating the contacting with a dissolved catalyst or can be performed under vapor phase conditions by initiating the contacting with the catalyst distended on a solid support.Type: GrantFiled: June 23, 1976Date of Patent: November 8, 1977Assignee: Union Oil Company of CaliforniaInventor: Donald L. Klass