Sulfur Attached Directly To Amino Nitrogen By Nonionic Bonding (e.g., Sulfenamides, Etc.) Patents (Class 564/102)
  • Patent number: 6242609
    Abstract: A method for manufacturing a color coupler used in a silver halide photographic light-sensitive material using an ammonium trihalide. Said method for manufacturing the color coupler comprising the following step: a step for halogenating a coupling position of a four equivalent coupler using a halogenating agent, wherein said halogenating agent is said ammonium trihalide.
    Type: Grant
    Filed: April 7, 1999
    Date of Patent: June 5, 2001
    Assignee: Konica Corporation
    Inventor: Fumio Ishii
  • Patent number: 6222064
    Abstract: A fluorination method of oxygen and halogen sites with diaryl-, dialkoxyalkyl-, alkylalkoxyalkyl-, arylalkoxyalkyl- and cyclic aminosulfur trifluorides fluorinating reagents is disclosed.
    Type: Grant
    Filed: January 14, 2000
    Date of Patent: April 24, 2001
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gauri Sankar Lal, Guido Peter Pez
  • Patent number: 6207860
    Abstract: Diaryl-, dialkoxyalkyl-, alkylalkoxyalkyl-, arylalkoxyalkyl- and cyclic aminosulfur trifluorides fluorinating agents are disclosed.
    Type: Grant
    Filed: September 29, 1997
    Date of Patent: March 27, 2001
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gauri Sankar Lal, Guido Peter Pez, Reno Joseph Pesaresi, Jr.
  • Patent number: 6194463
    Abstract: &agr;-Amino acid amides of formula (I) wherein the substituents are defined as follows: n is a number zero or one; R1 to R7 are as defined herein; R8 is C1-C6alkyl, C3-C6alkenyl or C3-C6alkynyl; R9 is C3-C8cycloalkyl; a C1-C6alkyl, C3-C6alkenyl or C3-C6alkynyl group substituted by one or more halogen atoms; or a group (a) wherein p and q are identical or different and are each independently of the other a number zero or one; and R13, R14, R15 and R16 are identical or different and are each independently of the others hydrogen or C1-C4alkyl; X is hydrogen, in which case p and q must have the value zero; phenyl, unsubstituted or mono- or poly-substituted by halogen, nitro, cyano, carboxy, C2-C6alkenyl, C2-C6alkenyl, C1-C6haloalkyl, C3-C6alkenyloxy, C3-C6alkynyloxy, C3-C7cycloalkyl, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkoxycarbonyl, C3-C6alkenyloxycarbonyl, C3-C6alkynyloxycarbonyl, C1-C6or by C1-C6alkoxy, cyano, —COOR17; —COR18 or a group (b) wherein R17 and R21 are each independently of the other
    Type: Grant
    Filed: August 24, 1999
    Date of Patent: February 27, 2001
    Assignee: Novartis Crop Protection, Inc.
    Inventor: Martin Zeller
  • Patent number: 6184385
    Abstract: A process for the manufacture of a sulfenimide by reacting sulfenamide in slurry with a water immiscible organic solvent with an acid to yield a solvent slurry comprising sulfenimide product. The product is recovered from the solvent slurry by a method comprising the addition of water to the solvent slurry and the isolating of the product by a single filtration step. While water is added to the solvent slurry an azeotrope of solvent and water may be distilled under vacuum until substantially all solvent is separated from product and product becomes part of an aqueous slurry. Alternatively, water may be added to the solvent slurry while the resulting mixture is being agitated, followed by filtering the mixture in the single filtration step for recovery of product from the mixture.
    Type: Grant
    Filed: April 16, 1999
    Date of Patent: February 6, 2001
    Assignee: Flexsys America L.P.
    Inventors: Jayant S. Lodaya, Donald L. Fields, Jr., Raymond T. Parker, Phillip B. Balderson
  • Patent number: 6114580
    Abstract: N-arylsulfilimine compounds, such as S,S-dimethyl-N-(2,6-dichlorophenyl)sulfilimine, were prepared and found to catalyze the reaction of aromatic sulfonyl chloride compounds, such as 2-chlorosulfonyl-7-fluoro-5-ethoxy[1,2,4]triazolo[1,5-c]pyrimidine, with aromatic amine compounds, such as 2,6-dichloroaniline, to form N-arylarylsulfonamide compounds, such as N-(2,6-dichlorophenyl)-7-fluoro-5-ethoxy[1,2,4]triazolo[1,5-c]pyrimidine-2 -sulfonamide. The aryl moiety of the N-arylsulfilimine catalyst and the aryl moiety of the aromatic amine compound were generally chosen to be identical.
    Type: Grant
    Filed: November 13, 1997
    Date of Patent: September 5, 2000
    Assignee: Dow AgroSciences LLC
    Inventors: James W. Ringer, Douglas L. Pearson, Carmen A. Scott, Anne P. Wallin
  • Patent number: 6080886
    Abstract: A fluorination method of oxygen and halogen sites with diaryl-, dialkoxyalkyl-, alkylalkoxyalkyl-, arylalkoxyalkyl- and cyclic aminosulfur trifluorides fluorinating reagents is disclosed.
    Type: Grant
    Filed: September 29, 1997
    Date of Patent: June 27, 2000
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gauri Sankar Lal, Guido Peter Pez
  • Patent number: 5973148
    Abstract: N-arylsulfilimine compounds, such as S,S-dimethyl-N-(2,6-dichlorophenyl)sulfilimine, were prepared and found to catalyze the reaction of aromatic sulfonyl chloride compounds, such as 2-chlorosulfonyl-7-fluoro-5-ethoxy[1,2,4]triazolo[1,5-c]pyrimidine, with aromatic amine compounds, such as 2,6-dichloroaniline, to form N-arylarylsulfonamide compounds, such as N-(2,6-dichlorophenyl)-7-fluoro-5-ethoxy[1,2,4]triazolo[1,5-c]-pyrimidine- 2-sulfonamide. The aryl moiety of the N-arylsulfilimine catalyst and the aryl moiety of the aromatic amine compound were generally chosen to be identical.
    Type: Grant
    Filed: December 23, 1998
    Date of Patent: October 26, 1999
    Assignee: Dow AgroSciences LLC
    Inventors: James W. Ringer, Carmen A. Scott, Douglas L. Pearson, Anne P. Wallin
  • Patent number: 5962531
    Abstract: The present invention relates to certain 5-aroylnaphthalene derivatives of formula (I): ##STR1## that are inhibitors of prostaglandin G/H synthase, pharmaceutical compositions containing them, methods for their use, and methods for preparing these compounds.
    Type: Grant
    Filed: January 26, 1998
    Date of Patent: October 5, 1999
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: David Mark Rotstein, Eric Brian Sjogren
  • Patent number: 5767291
    Abstract: The invention encompasses the novel compound of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases. ##STR1## The invention also encompasses certain pharmaceutical compositions for treatment of cyclooxygenase-2 mediated diseases comprising compounds of Formula I.
    Type: Grant
    Filed: October 25, 1996
    Date of Patent: June 16, 1998
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Yves Ducharme, Jacques Yves Gauthier, Petpiboon Prasit, Yves Leblanc, Zhaoyin Wang, Serge Leger, Michel Therien
  • Patent number: 5708034
    Abstract: Substituted sulfonimidamides, processes for their preparation, their use as a medicament or diagnostic, and medicament comprising themSulfonimidamides of the formula I ##STR1## in which at least one of the three substituents R(1), R(2) and R(3) is a benzoylguanidine, and in which the other substituents have the meanings indicated in the claims, are outstandingly suitable as medicaments having action on the cardiovascular system; that is as antiarrhythmic pharmaceuticals having a cardioprotective component as well as for treating ischemically induced damage; also in operative interventions, such as organ transplantation.
    Type: Grant
    Filed: October 31, 1996
    Date of Patent: January 13, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz-Werner Kleemann, Joachim Brendel, Jan-Robert Schwark, Andreas Weichert, Hans Jochen Lang, Udo Albus, Wolfgang Scholz
  • Patent number: 5514826
    Abstract: The present invention is directed to novel vinyl sulfenic acid derivatives, useful for the synthesis of benzo b!thiophenes, in particular 2-arylbenzo b!thiophenes.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: May 7, 1996
    Assignee: Eli Lilly and Company
    Inventors: David W. Hoard, Wayne D. Luke
  • Patent number: 5512701
    Abstract: The present invention is directed to a new process for the synthesis of vinyl sulfenic acid derivatives. These compounds are useful for the synthesis of benzo b!thiophenes, in particular 2-aryl-benzo b!thiophenes.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 30, 1996
    Assignee: Eli Lilly and Company
    Inventors: David W. Hoard, Wayne D. Luke
  • Patent number: 5459149
    Abstract: The present Application discloses pesticidally active compounds of formula (I):Q(CH.sub.2).sub.a (O).sub.b Q.sup.1 CR.sup.2 =CR.sup.3 CR.sup.4 =CR.sup.5 CXNR.sup.1 R.sup.xor a salt or propesticide thereof, wherein Q is an optionally substituted aromatic monocyclic or fused bicyclic ring system in which at least one ring is aromatic, or Q is a dihalovinyl group or a group R.sup.6 --C=C--where R.sup.6 is C.sub.1-4 alkyl, tri C.sub.1-4 alkylsilyl, halo or hydrogen; Q.sup.1 is a 1,2-cyclopropyl ring optionally substituted by one or more groups selected from C.sub.1-3 alkyl, halo, C.sub.1-3 haloalkyl, C.sub.2-3 alkynyl, or cyano; or Q.sup.1 is (CH.sub.2).sub.7 ; a=0 or 1; b=0 or 1; R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different with at least one being hydrogen and the others being independently selected from hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 haloalkyl; X is oxygen or sulphur;R.sup.1 is phenyl optionally substituted by 1-5 substituents chosen from: a) C.sub.1-4 alkyl, C.sub.
    Type: Grant
    Filed: September 20, 1994
    Date of Patent: October 17, 1995
    Assignee: Roussel Uclaf
    Inventors: John E. Robinson, George S. Cockerill
  • Patent number: 5403853
    Abstract: The compounds of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are, independently, hydrogen, straight or branched chain alkyl or mono- or bi-cyclic alkyl;A is a substituted phenyl group containing one or two substituents selected from cyano, nitro, alkyl, perfluoroalkyl, alkoxy, perfluoroalkoxy, amino, alkylamino, dialkylamino, sulfamyl, alkylsulfonamido, arylsulfonamido, alkylcarboxamido, arylcarboxamido, alkylsulfone, perfluoroalkylsulfone, arylsulfone, chloro, bromo, fluoro, iodo, 1-imidazolyl or carboxyl; or a pharmaceutically acceptable salt thereof, are smooth muscle relaxants.
    Type: Grant
    Filed: June 13, 1994
    Date of Patent: April 4, 1995
    Assignee: American Home Products Corporation
    Inventors: John A. Butera, Schuyler A. Antane
  • Patent number: 5324857
    Abstract: Reaction of amine-containing substrates with hydrogen peroxide can suffer from certain problems, especially in the presence of transition metals. These problems include both in situ generation of impurities and particularly nitrosamines, which are allegedly carcinogenic, and also impaired product formation. The problems can be ameliorated by employing in the reaction mixture free radical scavengers, including in particular phenols and polyhydroxy-substituted aromatic compounds. The scavengers are advantageously employed in conjunction with a metal chelating agent such as polycarboxylic acid or an organopolyphosphonic acid.
    Type: Grant
    Filed: April 28, 1992
    Date of Patent: June 28, 1994
    Assignee: Solvay Interox
    Inventor: Noel S. Shehad
  • Patent number: 5227401
    Abstract: Compounds characterized generally as ethynyl alanine amino diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of Formula I ##STR1## wherein A is selected from CO and SO.sub.2 wherein X is selected from oxygen atom and methylene; wherein each of R.sub.1 and R.sub.9 is a group independently selected from hydrido, methyl, ethyl, n-propyl, isopropyl, benzyl, .beta.,.beta.,.beta.-trifluoroethyl, t-butyloxycarbonyl and methoxymethylcarbonyl, and wherein the nitrogen atom to which R.sub.1 and R.sub.9 are attached may be combined with oxygen to form an N-oxide; wherein R.sub.2 is selected from hydrido, methyl, ethyl and isopropyl; wherein R.sub.3 is selected from benzyl, cyclohexylmethyl, phenethyl, imidazolemethyl, pyridylmethyl and 2-pyridylethyl; wherein R.sub.5 is propargyl or a propargyl-containing moiety; wherein R.sub.7 is cyclohexylmethyl; wherein each of R.sub.4 and R.sub.6 is independently selected from hydrido and methyl; wherein R.
    Type: Grant
    Filed: October 29, 1991
    Date of Patent: July 13, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran
  • Patent number: 5223535
    Abstract: Compounds characterized generally as propargyl glycine amino propargyl diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of Formula I ##STR1## wherein A is selected from CO and SO.sub.2 wherein X is selected from oxygen atom and methylene; wherein each of R.sub.1 and R.sub.9 is a group independently selected from hydrido, methyl, ethyl, n-propyl, isopropyl, benzyl, .beta.,.beta.,.beta.-trifluoroethyl, t-butyloxycarbonyl and methoxymethylcarbonyl, and wherein the nitrogen atom to which R.sub.1 and R.sub.9 are attached may be combined with oxygen to form an N-oxide; wherein R.sub.2 is selected from hydrido, methyl, ethyl and isopropyl; wherein R.sub.3 is selected from benzyl, cyclohexylmethyl, phenethyl, imidazolemethyl, pyridylmethyl and 2-pyridylethyl; wherein each of R.sub.5 and R.sub.8 is independently propargyl or a propargyl-containing moiety; wherein R.sub.7 is cyclohexylmethyl; wherein each of R.sub.4 and R.sub.
    Type: Grant
    Filed: October 29, 1991
    Date of Patent: June 29, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran
  • Patent number: 5179231
    Abstract: Hexene-1,6-dioic acids, e.g., hex-3-ene-1,6-dioic acid, are prepared by reacting carbon monoxide with at least one butenediol, in a polar, aprotic, basic solvent, in the presence of a catalytically effective amount of palladium values and at least one inorganic halide, the cation of which halide being an alkali or alkaline earth metal and the anion thereof being a chloride or bromide.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: January 12, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventor: Philippe Denis
  • Patent number: 5124348
    Abstract: A compound of Formula (I):R.sup.1 (CA.dbd.CA.sup.1).sub.x --C(.dbd.X)NR.sup.2 R.sup.3 (I)where R.sup.1 is alkyl optionally substituted by a group selected from alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, aryl, aryloxy, arylalkoxy and cycloalkyl fused to an aryl ring; x=1 or 2; X=O or S; each A and A.sup.1 is independently hydrogen, alkyl or haloalkyl; R.sup.2 is alkyl, alkenyl or cycloalkyl any of which may be substituted by halo, alkenyl, alkyl, cycloalkyl, alkynyl, dioxalanylalkyl or alkoxy; and R.sup.3 is selected from groups (A) to (D):(A) --Y.dbd.X.sup.1 --(R.sup.4).sub.a where X.sup.1 is O or S, Y is phosphorus or carbon, R.sup.4 is hydrogen, alkyl, alkoxy, acyl or CO.sub.2 R.sup.5 where R.sup.5 is alkyl or aryl, and a is 1 or 2(B) --S(R.sup.6)(O).sub.b where R.sup.6 is alkyl, aryl, aryloxy, alkoxy, thioalkoxy, thioaryl, alkythio, alkoxythio or arylthio and b is 0, 1 or 2(C) --S(O).sub.c NR.sup.7 R.sup.8 where c is 0, 1 or 2, R.sup.7 is --COR.sup.9 or --CO.sub.2 R.sup.9 where R.sup.
    Type: Grant
    Filed: May 17, 1991
    Date of Patent: June 23, 1992
    Assignee: Burroughs Wellcome Co.
    Inventors: Malcolm H. Black, Robert J. Blade, Robert J. Peek
  • Patent number: 5112868
    Abstract: The present invention is novel selected hydroxamic acid derivatives of acyl residues of selected NSAIDS, i.e. having 5-lipoxygenase and cyclooxygenase inhibiting properties, pharmaceutical compositions for treating conditions advantageously affected by the inhibition and methods for treating these conditions in mammals, including humans suffering therefor.
    Type: Grant
    Filed: May 2, 1990
    Date of Patent: May 12, 1992
    Assignee: Warner-Lambert Company
    Inventors: Wiaczeslaw A. Cetenko, David T. Connor, Daniel L. Flynn, Jagadish C. Sircar
  • Patent number: 5110989
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: W are selected from alkyl, alkenyl and alkynyl;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof, and an alkylene group which bridges two adjacent carbon atoms of the benzene ring;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.
    Type: Grant
    Filed: July 17, 1990
    Date of Patent: May 5, 1992
    Assignee: ICI Australia Limited
    Inventors: Alexander Serban, Keith G. Watson, Graham J. Bird, Graeme J. Farquharson, Linsay E. Cross
  • Patent number: 5081284
    Abstract: A novel N-substituted peptidyl compound represented by the general formula (1): ##STR1## where R.sub.1 is a straight-chained or branched acyl group having 2-10 carbon atoms, a branched, cyclic or partly branched cyclic alkyloxycarbonyl group having 4-15 carbon atoms, a substituted or unsubstituted benzyloxycarbonyl group, a 2,2,2-trichloroethyloxycarbonyl group, a 2-(trimethylsilyl)ethyloxycarbonyl group, a p-toluensulfonyl group, an o-nitrophenylsulfenyl group, a diphenylphosphonothioyl group, a triphenylmethyl group, a 2-benzoyl-1-methylvinyl group or a 4-phenylbutyryl group; R.sub.2 is a hydrogen atom or when taken together with R.sub.1, may form a phthaloyl group; R.sub.3 is an isobutyl group, a n-butyl group or an isopropyl group; R.sub.4 is a butyl group, a benzyl group or a methylthioethyl group; and R.sub.5 is a hydrogen atom or a chloromethyl group, which inhibits the activity of cysteine proteinases.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: January 14, 1992
    Assignee: Suntory Limited
    Inventors: Naoki Higuchi, Masayuki Saitoh, Norio Iwasawa, Motoo Sumida, Hiroshi Shibata
  • Patent number: 5055582
    Abstract: This invention relates to a process for preparing useful thromboxane A.sub.2 inhibiting (.+-.)7-[3.alpha.-[1-[[(phenylamino)thioxomethyl]hydrazono]ethyl]-1.alpha. ,4.alpha.-bicyclo[2.2.1]hept-2.beta.-yl]-heptenoic acids and useful derivatives thereof from (.+-.)octahydro-1.alpha.-methyl-3a.alpha.,7a.alpha.-4.alpha.,7.alpha.-meth ano-2H-inden-2-ones.
    Type: Grant
    Filed: December 13, 1988
    Date of Patent: October 8, 1991
    Assignee: National Research Development Corporation
    Inventors: Robert B. Garland, Masateru Miyano
  • Patent number: 5047158
    Abstract: Hydrocarbon compositions, including oligomers and polymers, for use in improving the thermo-oxidative stability and the dispersancy and viscosity index improvement (for high molecular weight) properties of fuels and lubricating oils are disclosed. These compositions are adducts of sulfur mono- and diimides having one of the following formulae: ##STR1## wherein R is a hydrocarbycontaining at least 18 carbon atoms, in which X.dbd. can be O.dbd., S.dbd., Y'--N.dbd., i is 0 or 1, --Y and Y'-- can be ##STR2## wherein R' is hydrocarbyl or hydrocarbyloxy, R" is hydrocarbyl, R'" and R"" are hydrocarbyloxy, and each of R', R", R'", and R"" is from from 1 to 20 carbon atoms.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: September 10, 1991
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Stanley J. Brois
  • Patent number: 5023376
    Abstract: Reaction of amine-containing substrates with hydrogen peroxide can suffer from the problems of in situ generation of nitrosamines, which are allegedly carcinogens, as impurities and impaired product formation, especially in the presence of transition metals.The problems can be ameliorated by employing a selected range of alkyleneaminopoly(methylenephosphonic acid) compounds such as cyclohexane-1,2-diaminotetra(methylenephosphonic acid).
    Type: Grant
    Filed: July 17, 1989
    Date of Patent: June 11, 1991
    Assignee: Interox America
    Inventors: Noel S. Shehad, Laurie L. Dussack, Dirk van Hemelrijk
  • Patent number: 4964846
    Abstract: This invention comprises a process for the production of unsymmetrical olefins from prochiral symmetrical ketones by addition of lithiosulfoximine from n-butyllithium and N-substituted S-methyl-S-phenyl-sulfoximine derivatives and then reaction with n-butyllithium/trimethychlorosilane.
    Type: Grant
    Filed: November 21, 1988
    Date of Patent: October 23, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Hans-Joachim Gais, Irene Erdelmeier, Rolf Birk
  • Patent number: 4946992
    Abstract: Heteroatom containing perfluoroalkyl terminated neopentyl glycols of the formulas HO[--CH.sub.2 C(CH.sub.2 X--E--R.sub.f).sub.2 CH.sub.2 O].sub.1-3 --H or HO[--CH.sub.2 C(CH.sub.2 X--R.sub.f).sub.2 CH.sub.2 O].sub.1-3 --H are prepared from halogenated neopentyl glycols or oxetanes and thiols of the formula R.sub.f --E--SH, amines of the formuls R.sub.f --E--NH--R, alcohols of the formula R.sub.f --E--OH or perfluoro-amides, wherein R.sub.f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms.The polymeric reaction products of said fluorinated diols, and optionally other diols with isocyanates to prepare polyurethanes; with amines and isocyanated to prepare polyureas/polyurethanes; with acids or derivatives to prepare polyesters or polycarbonates are disclosed. These include polymeric, random or block urethane, and/or urea, and/or ester compositions containing the residue of at least one R.sub.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: August 7, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Kirtland P. Clark, Athanasios Karydas, Michael Jacobson
  • Patent number: 4777292
    Abstract: This invention relates, in one of its aspects, to a process for the preparation of ortho-methyl anilines from ortho-amino benzyl sulfoxides. An ortho-amino benzyl sulfoxide is converted to an ortho-amino benzyl halide by reaction with a nonoxidizing acid halide and is converted to a stable quaternary salt by reaction with a tertiary amine in the presence of an alcohol. The quaternary salt may be cleaved by hydrogenation to form ortho-methyl anilines. Other aspects of the invention relate to novel intermediate quaternary salts and to a process for forming those quartenary salts.
    Type: Grant
    Filed: February 13, 1985
    Date of Patent: October 11, 1988
    Assignee: Monsanto Company
    Inventors: Michael J. Miller, John P. Chupp
  • Patent number: 4772406
    Abstract: Hydrocarbon compositions, including oligomers and polymers, for use in improving the thermo-oxidative stability and the dispersancy and viscosity index improvement (for high molecular weight) properties of fuels and lubricating oils are disclosed. These compositions are adducts of sulfur mono- and diimides having one of the following formulae: ##STR1## wherein r is a hydrocarbyl containing at least 18 carbon atoms, in which X.dbd. can be O.dbd., S.dbd., Y'--N.dbd., i is 0 or 1, --Y and Y'-- can be ##STR2## wherein R' is hydrocarbyl or hydrocarbyloxy, R" is hydrocarbyl, R'" and R"" are hydrocarbyloxy, and each of R', R", R'", and R"" is from 1 to 20 carbon atoms.
    Type: Grant
    Filed: April 8, 1987
    Date of Patent: September 20, 1988
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Stanley J. Brois
  • Patent number: 4752615
    Abstract: 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: Grant
    Filed: November 13, 1986
    Date of Patent: June 21, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Toshiro Kato, Hiroshi Noguchi, Yukio Oguri, Shigeo Yamamoto, Katsuzo Kamoshita
  • Patent number: 4628094
    Abstract: Tris(disubstituted amino)sulfonium perfluoroalkoxides and tris(disubstituted amino)sulfonium perfluoroalkylmercaptides and process for their preparation.
    Type: Grant
    Filed: June 8, 1984
    Date of Patent: December 9, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: William B. Farnham, William J. Middleton
  • Patent number: 4626597
    Abstract: 16-Fluoro-16,17-didehydro prostanoids, processes for their preparation, compositions containing them and methods of using them are disclosed. The compounds and compositions have pharmaceutical utility including, for example, luteolytic activity.
    Type: Grant
    Filed: August 22, 1984
    Date of Patent: December 2, 1986
    Assignee: Farmitalia Carlo Erba, S.p.A.
    Inventors: Franco Faustini, Roberto d'Alessio, Achille Panzeri, Enrico di Salle
  • Patent number: 4606862
    Abstract: A process for preparing insecticidal N-acyl-tetrahydro-2-nitromethylene-2H-1,3-thiazines, intermediates involved therein and certain of the products.
    Type: Grant
    Filed: March 21, 1985
    Date of Patent: August 19, 1986
    Assignee: Shell Oil Company
    Inventor: Martin Harris
  • Patent number: 4596811
    Abstract: The invention relates to special heterocyclic compounds corresponding to general tautomeric formula I which are distinguished by improved antagonistic activity on histamine-H.sub.2 -receptors. The invention also relates to a process for producing these compounds and to medicaments containing them.
    Type: Grant
    Filed: October 18, 1983
    Date of Patent: June 24, 1986
    Assignee: Ludwig Heumann & Co., GmbH
    Inventors: Istvan Szelenyi, Stefan Postius, Helmut Schickaneder, Herbert Hansen
  • Patent number: 4595781
    Abstract: Substituted or unsubstituted N,N'-dithiobisformanilide compounds are disclosed, where the substituents can be lower alkyl, lower alkoxy, halogen or CF.sub.3. The compounds are vulcanizing agents for diene rubbers. Diene rubber compounds containing a cross-linking amount of the above compounds are also disclosed.
    Type: Grant
    Filed: March 28, 1983
    Date of Patent: June 17, 1986
    Assignee: Monsanto Company
    Inventor: Eiichi Morita
  • Patent number: 4582905
    Abstract: Convenient intermediates for preparing 3-substituted-2-hydroxypropyl aryl ether .beta.-blockers, a reaction to the intermediates of the following formula and a conversion to obtain the said .beta.-blockers are disclosed. ##STR1## (wherein X is hydrogen or halogen; Y is halogen, hydroxy, lower acyloxy, amino, lower alkylamino, lower aralkylamino, lower acylamino, di-lower alkylamino, lower alkyleneamino, N-lower alkyl-N-lower aralkylamino, di-lower acylamino, N-lower alkyl-N-lower acylamino or N-tri-lower alkylsilylamino;one of P and R combined together with Q represents lower alkylene or alkenylene optionally interrupted by O, N or S and optionally substituted by lower alkyl, lower aralkyl, lower carboxylic acyl, carboxy, protected carboxy; hydroxy, lower alkoxy, lower acyloxy, oxo; amino, lower alkylamino, lower acylamino, nitro, nitroso, lower alkylthio, lower sulfonic acyl or halogen;and the remaining R or P is hydrogen or halogen;and dotted line represents the presence of one or two double bonds).
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: April 15, 1986
    Assignee: Shionogi & Co., Ltd.
    Inventor: Makiko Sakai
  • Patent number: 4578514
    Abstract: Processes are disclosed for preparation of N-aryl-S,S-dihydrocarbylsulfilimines by reaction of phenylisocyanate compounds with hydrocarbyl sulfoxides. The sulfilimines can be rearranged to ortho-thioalkylene anilines and the reactions can be employed in a route for converting nitrobenzene compounds to ortho-thioalkylene anilines, which are useful intermediates for preparation of herbicidal compounds.
    Type: Grant
    Filed: November 1, 1984
    Date of Patent: March 25, 1986
    Assignee: Monsanto Company
    Inventor: Daniel P. Getman
  • Patent number: 4564695
    Abstract: An N.sup..alpha. -protected-N.sup.G -protected-arginyl-p-nitro-anilide with high purity can be produced in high yield by reacting an N.sup..alpha. -protected-N.sup.G -protected-arginine with p-nitroaniline in pyridine in the presence of a condensing agent.
    Type: Grant
    Filed: September 13, 1984
    Date of Patent: January 14, 1986
    Assignee: Nitto Boseki Co., Ltd.
    Inventors: Katsumasa Kuroiwa, Shuichi Nakatsuyama, Takeshi Nagasawa
  • Patent number: 4537621
    Abstract: Diphenyl ethers of the formula ##STR1## where Z.sup.1, Z.sup.2, and Z.sup.3 and R have the meanings given in the description, are used for controlling undesirable plant growth.
    Type: Grant
    Filed: March 31, 1983
    Date of Patent: August 27, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Adolf Parg, Hans Ziegler, Bruno Wuerzer
  • Patent number: 4535184
    Abstract: Tris(disubstituted amino)sulfonium perfluorocarbanion salts and process for their preparation.
    Type: Grant
    Filed: June 8, 1984
    Date of Patent: August 13, 1985
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: William J. Middleton
  • Patent number: 4481148
    Abstract: Hydroxyl-containing liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one of selected vinylidene monomers having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) at least one hydroxyl-containing disulfide in the presence of (3) ultraviolet radiation.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: November 6, 1984
    Assignee: The B. F. Goodrich Company
    Inventor: Changkiu K. Riew
  • Patent number: 4455309
    Abstract: New halo-methyl-thioamino-benzamides of the formula ##STR1## wherein X.sup.1 represents optionally substituted alkylene, arylene or alkarylene, it being possible for the alkylene and/or arylene and/or alkarylene groups to be linked via oxo, thio, carboxo, carboxamido or sulphoxo groups,A.sup.1 denotes the radical ##STR2## wherein Hal represents halogen,the various substituents R can be identical or different and represent hydrogen, optionally substituted alkyl or aryl or a substituted R, in the case where X.sup.1 denotes optionally substituted ethylene and m.sup.1 and n.sup.1 represent the number 1, forms an ethylene bridge by being linked to a second R,m.sup.1 denotes an integer from 1 to 5 and indicates the number of linkages of ##STR3## with X.sup.1, and n.sup.1 denotes a number from 1 to 100;a process for preparing the same by reaction of a halo-methyl-thioamino-benzoic acid fluoride with an amine in the presence of a base and the use of such halo-methyl-thioamino-benzamides as microbicidal agents.
    Type: Grant
    Filed: August 20, 1981
    Date of Patent: June 19, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Ritter, Wilfried Paulus, Engelbert Kuhle, Hermann Genth
  • Patent number: 4423246
    Abstract: Disclosed are selected trichloroacetamidines having the formula ##STR1## wherein R is selected from the group consisting of ##STR2## wherein n is 2, 3 or 4 and R.sup.1 is a lower alkyl group having 1 to 4 carbon atoms; andR.sup.2 is selected from the group consisting of H, SCCl.sub.3 and COCCl.sub.3.These compounds are disclosed to be agricultural fungicides.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: December 27, 1983
    Assignee: Olin Corporation
    Inventor: Lawrence E. Katz
  • Patent number: 4404069
    Abstract: Various substituted ortho-alkyl anilines are prepared by electrolytic desulfurization of various benzyl sulfides, sulfoxides and sulfones, e.g. 2-methyl-6-trifluoromethylaniline is prepared from 2-amino-3-trifluoromethylbenzyl sulfides, sulfoxides and sulfones. The processes are conducted in concentrated aqueous quaternary ammonium hydroxide, as well as in aprotic media. The substituted anilines obtained are useful as intermediates for herbicide compounds.
    Type: Grant
    Filed: March 17, 1982
    Date of Patent: September 13, 1983
    Assignee: Monsanto Company
    Inventors: Richard D. Goodin, John P. Chupp, Terry M. Balthazor, James P. Coleman
  • Patent number: 4396553
    Abstract: This invention is directed to tetrahydronaphthalene and indane compounds and processes thereto. These compounds are useful as tumor inhibiting agents, in the treatment of neoplasms and dermatological conditions.
    Type: Grant
    Filed: February 4, 1982
    Date of Patent: August 2, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Michael Klaus
  • Patent number: 4344962
    Abstract: A sulphenylated acylurethane of the formula ##STR1## wherein R.sup.1 denotes hydrogen, halogen, nitro, alkyl, alkoxy or halogenomethyl,R.sup.2 denotes alkyl, alkenyl, alkinyl, cycloalkyl or aralkyl andX.sup.1, X.sup.2 and X.sup.3 are identical or different and denote halogen; a process for its preparation by contacting an isocyanate of the formula ##STR2## wherein R.sup.1, X.sup.1, X.sup.2 and X.sup.3 have the abovemeaning with a hydroxy compound of the formulaR.sup.2 -OH (IV)whereinR.sup.2 has the abovemeaning in the presence of a diluent.The novel sulphenylated acylurethanes are useful as microbicidal agents to protect industrial materials against degradation.
    Type: Grant
    Filed: September 8, 1980
    Date of Patent: August 17, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Engelbert Kuhle, Wilfried Paulus, Hermann Genth, Wilhelm Brandes
  • Patent number: 4337274
    Abstract: Diphenylethers of the formula: ##STR1## their synthesis, formulations containing them, methods of making such formulations, and their use in the treatment of liver fluke infections in mammals.
    Type: Grant
    Filed: May 29, 1979
    Date of Patent: June 29, 1982
    Assignee: Burroughs Wellcome Co.
    Inventor: John H. Gorvin
  • Patent number: 4329481
    Abstract: Disclosed is 2 and a process for its preparation: ##STR1## It is useful in the synthesis of N-formimidoyl thienamycin; R.sup.2 is hydrogen or a protecting group.
    Type: Grant
    Filed: April 17, 1981
    Date of Patent: May 11, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, Robert A. Reamer, Ichiro Shinkai, Meyer Sletzinger
  • Patent number: 4323580
    Abstract: Diphenyl sulfenamides, such as 1,1,1-trichloro-N-[2-chloro-5-(trifluoromethy)phenyl]-N-[2,6-ditrifluorome thyl-4-nitrophenyl]-methane-sulfenamide, useful for control of mites, plant diseases, and insect eggs.
    Type: Grant
    Filed: January 24, 1980
    Date of Patent: April 6, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Gary D. Grantham