Sulfur Attached Indirectly To The Amino Nitrogen By Nonionic Bonding Patents (Class 564/440)
  • Patent number: 4760377
    Abstract: Disclosed is a decompaction system for reading compacted paralled data from a memory and providing in real time uncompacted serial data therefrom. The decompaction system is especially suited to be utilized in pin electronics automatic test equipment for real time testing of units such as integrated circuits, circuit boards, etc. The decompaction system includes a separate channel for each pin of the unit under test (UUT) and is capable of decoding a number of types of compacted parallel data and providing serail data to each pin of the UUT in the most prevalently used test patterns. The data is compacted by software algorithms according to these patterns, stored in a memory and retrieved and decoded by the decompaction system during real-time testing of the UUT. In a specific embodiment, compacted parallel data is stored in 16-bit words in a separate memory for each channel, and is decompacted into serial data sequences of from 8 to 4096 bits per channel for each access of the respective memory.
    Type: Grant
    Filed: March 29, 1985
    Date of Patent: July 26, 1988
    Assignee: Giordano Associates, Inc.
    Inventor: Philip C. Jackson
  • Patent number: 4760188
    Abstract: 3,5-Di(methylthio)-2,4-diaminotoluene is a novel compound which is particularly useful as a chain extender in the preparation of polyurethanes.
    Type: Grant
    Filed: October 9, 1986
    Date of Patent: July 26, 1988
    Assignee: Ethyl Corporation
    Inventors: Paul F. Ranken, Bonnie G. McKinnie
  • Patent number: 4754069
    Abstract: Novel 2-alkyl sulfonyl ethyl-1,4-diaminobenzenes of formula 1 ##STR1## wherein R denotes CH.sub.3 or C.sub.2 H.sub.5 and the salts thereof, a process for making the compositions of formula I as well as compositions for the oxidative dyeing of human hair upon the basis of a developing substance-coupler substance-combination with a content of a composition of formula I as developing substance. The well water soluble developing substances of the formula I result in very natural appearing blond to brown color shades in combination with the coupler substances resorcinol, 4-chororesorcinol,4,6-dichlororesorcinol, 4-hydroxy-1,2-methylenedioxybenzene and 4-amino-1,2-methylenedioxybenzene.
    Type: Grant
    Filed: December 12, 1985
    Date of Patent: June 28, 1988
    Assignee: Wella Aktiengesellschaft
    Inventors: Hans-Jurgen Braun, Eugen Konrad, Herbert Mager
  • Patent number: 4751330
    Abstract: (Hydrocarbylthio)aromatic amines are prepared by reacting an aromatic amine, such as an aminobenzene, with a hydrocarbyl disulfide, such as an alkyl disulfide, in the presence of a metal or metal halide catalyst and iodine as a promoter.
    Type: Grant
    Filed: March 17, 1987
    Date of Patent: June 14, 1988
    Assignee: Ethyl Corporation
    Inventor: Robert L. Davis
  • Patent number: 4727191
    Abstract: A (hydrocarbylthio)aromatic amine, such as a methylthiosubstituted toluenediamine, is separated from corresponding aromatic amines containing fewer hydrocarbylthio groups by washing an organic solution of the amine mixture with a dilute aqueous acid having a pKa value below 7 to extract at least a portion of the corresponding aromatic amines.
    Type: Grant
    Filed: July 10, 1986
    Date of Patent: February 23, 1988
    Assignee: Ethyl Corporation
    Inventor: Christopher J. Nalepa
  • Patent number: 4724263
    Abstract: Compounds of the formula ##STR1## wherein R is hydrogen; halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; or R.sup.a SO.sub.m --wherein m is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are methyl or ethyl;R.sup.5 and R.sup.6 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n --wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)--wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) --SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined; and (13) --N(R.sup.c)C(O)R.sup.d wherein R.sup.c and R.sup.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: February 9, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Charles G. Carter
  • Patent number: 4720585
    Abstract: Aminopeptidase inhibitory activity is exhibited by compounds having the formula ##STR1## wherein R.sub.1 is hydrogen, alkyl, carboxyalkyl, halo-substituted alkyl, hydroxyalkyl, aminoalkyl, mercaptoalkyl, alkylthioalkyl, (cycloalkyl)alkyl, (heteroaryl)alkyl, arylalkyl, carbamoylalkyl, guanidinylalkyl or heteroaryl; andR.sub.2 and R.sub.3 are each independently hydrogen, alkyl, cycloalkyl, hydroxyalkyl, aminoalkyl, aryl, arylalkyl, heteroaryl or heteroarylalkyl.
    Type: Grant
    Filed: September 18, 1985
    Date of Patent: January 19, 1988
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Jollie D. Godfrey Jr., Eric M. Gordon
  • Patent number: 4720587
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fluoranthene or substituted fluoranthene ring system; R.sup.1 contains not more than eight carbon carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: October 17, 1984
    Date of Patent: January 19, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4719049
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is an anthracene or substituted anthracene ring system; R.sup.1 contains not more than eight carbon carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl;--C--C-- is a five- or six-membered saturated carbocyclic ring;R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: October 17, 1984
    Date of Patent: January 12, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4704469
    Abstract: A method for the preparation of 2-halogenoresorcinols having the following formula I ##STR1## where X represents a halogen atom and R and R.sub.1 may be the same or different and represent a hydrogen atom or a free organic functional or functionally modified group or a hydrocarbon group, which may be substituted by one or more free organic functional or functionally modified groups and R and R.sub.1 jointly may also represent a free organic functional or functionally modified group or a hydrocarbon group which may be substituted by one or more free organic functional or functionally modified groups, and esters, ethers, or salts thereof.The method comprises sulfonating the corresponding resorcinols which do not contain a halogen in the 2-position and then halogenating the sulfonic acids thus obtained. The halogenated sulfonic acids thereby obtained are subsequently protodesulfonated by acid hydrolysis and, if desired, any functional groups which may be present can be modified.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: November 3, 1987
    Assignee: Fidia S.p.A.
    Inventors: Francesco D. Valle, Aurelio Romeo
  • Patent number: 4681621
    Abstract: Compounds of the formula ##STR1## wherein R is halogen, preferably chlorine or bromine; C.sub.1 -C.sub.4 alkoxy, preferably methoxy; nitro; cyano; --S(O).sub.n R' wherein n is the integer 0, 1 or 2, preferably 2 and R' is C.sub.1 -C.sub.4 alkyl, preferably methyl; or R is C.sub.1 -C.sub.4 alkyl or methyl and most preferably R is chlorine, bromine, methoxy, nitro, methyl or CF.sub.3 ; R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.2 is hydrogen, C.sub.1 -C.sub.4 alkyl or ##STR2## wherein R.sup.a is C.sub.1 -C.sub.4 alkyl; R.sup.1 and R.sup.2 together are alkylene having 3 to 6 carbon atoms; R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; and R.sup.5 and R.sup.6 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) OCF.sub.3 ; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1, or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.
    Type: Grant
    Filed: December 3, 1985
    Date of Patent: July 21, 1987
    Assignee: Stauffer Chemical Company
    Inventors: David L. Lee, William J. Michaely
  • Patent number: 4670597
    Abstract: (Hydrocarbylthio)aromatic amines are prepared by reacting an aromatic monoamine, such as an aminobenzene, with a hydrocarbyl disulfide, such as an alkyl disulfide, in the presence of hydrogen iodide, ammonium iodide, or cuprous iodide.
    Type: Grant
    Filed: November 8, 1985
    Date of Patent: June 2, 1987
    Assignee: Ethyl Corporation
    Inventors: Paul F. Ranken, Robert L. Davis
  • Patent number: 4670598
    Abstract: (Hydrocarbylthio)aromatic polyamines are prepared by reacting an aromatic polyamine, such as a diaminobenzene, with a hydrocarbyl disulfide, such as an alkyl disulfide, in the presence of an iodide or bromide of a metal other than an alkali metal as a catalyst.
    Type: Grant
    Filed: November 8, 1985
    Date of Patent: June 2, 1987
    Assignee: Ethyl Corporation
    Inventor: Robert L. Davis
  • Patent number: 4670470
    Abstract: Organic sulfoxides having a latent allyl group bound to the sulfur are enzyme inhibitors of the suicide or K.sub.cat type.
    Type: Grant
    Filed: August 29, 1985
    Date of Patent: June 2, 1987
    Assignee: Merck & Co., Inc.
    Inventor: Raymond A. Firestone
  • Patent number: 4643994
    Abstract: This invention relates to novel organic trithio oxides of the formula:R.sup.1 --X --R--X.sup.1 --R.sup.1wherein R is selected from --CH.sub.2 CH.dbd.CH--, ##STR1## and (CH.sub.2).sub.3 ; X is selected from ##STR2## X.sup.1 is selected from --S--S, ##STR3## and, each R.sup.1 is independently selected from carboxyalkyl, alkoxy, alkylthio, amino, alkylamino and acyl substituted and unsubstituted lower alkyl, lower alkenyl, lower alkynyl, phenyl and lower alkylphenyl; provided when R is --CH.sub.2 CH.dbd.CH--, X is ##STR4## and X.sup.1 is --S--S--, then R.sup.1 is not in both instances --CH.sub.2 CH.dbd.CH.sub.2.This invention also relates to a method of preparing the above-identified compounds by heating and further oxidizing various oxides of organic disulfides and to antithrombotic uses of the compounds.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: February 17, 1987
    Assignee: The Research Foundation of State University of New York
    Inventors: Eric Block, Saleem Ahmad
  • Patent number: 4629727
    Abstract: Compounds of formula I ##STR1## in which n=0 or 1; in which, when n=0, R.sub.1 is H, an alkyl, a cycloalkyl, a cycloalkylmethyl, an alkenyl or, an alkynyl group a heterocyclic ring or an optionally substituted phenyl ring or when n=1, R.sub.1 is H or an alkyl group;in which R.sub.2 and R.sub.3 are H or an alkyl group;in which A is a group of formula III--(CH.sub.2).sub.x --W--(CH.sub.2).sub.y -- IIIin which W is an oxygen atom or a group of formula --S(O).sub.m --, a group of formula --CR.sub.12 R.sub.13 --, a cycloalkylidene group or a cycloalkylene group; x is 0 or an integer from 1 to 5; y is 0 or an integer from 1 to 5.in which R.sub.4 is a carbocyclic ring, a heterocyclic ring, a cyano group, a carbamoyl group, an alkoxycarbonyl group, an amido group, an acyloxy group, a hydroxy group, a thiol group, or a group of formula --OR.sub.20, --SR.sub.20, --SOR.sub.20 or SO.sub.2 R.sub.20.in which R.sub.5, R.sub.6 and R.sub.
    Type: Grant
    Filed: September 28, 1983
    Date of Patent: December 16, 1986
    Assignee: The Boots Company PLC
    Inventors: Antonin Kozlik, Wilfred H. Wells
  • Patent number: 4618713
    Abstract: This invention relates to a process for preparing 2'-methyl-2-haloacetanilides by selective catalytic hydrogenation of 2'-(halomethyl)-2-haloacetanilides. The 2'-(halomethyl)-2-haloacetanilides are initially prepared by reacting an ortho-(halomethyl) aniline or its anilinium salt with a haloacetyl halide.
    Type: Grant
    Filed: September 7, 1983
    Date of Patent: October 21, 1986
    Assignee: Monsanto Company
    Inventors: John P. Chupp, Michael J. Miller
  • Patent number: 4613704
    Abstract: Process for the preparation of 5-hydroxyethylsulfonyl-2-aminophenol (ethers) of the formula (I) ##STR1## wherein R denotes a hydrogen atom or a C.sub.1 -C.sub.4 -alkyl group and R.sub.1 denotes a hydrogen atom or an alkyl or alkoxy group with in each case 1-4 carbon atoms, which comprises condensing 5-chloro(or bromo)-2-nitrophenols, or alkyl ethers thereof, of the formula (II) ##STR2## in which R and R.sub.1 have the abovementioned meanings and X denotes a chlorine or bromine atom, with thioglycol to give 2-nitrophenol(ether) 5-hydroxyethyl-sulfides of the formula (III) ##STR3## wherein R and R.sub.1 have the abovementioned meanings, oxidizing these to give 5-hydroxyethylsulfonyl-2-nitrophenol (ethers) ##STR4## and reducing the latter to give compounds of the above formula (I).
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: September 23, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Theodor Papenfuhs
  • Patent number: 4612394
    Abstract: A process for producing aminophenyl-.beta.-hydroxyethylsulfone of the formula (I), ##STR1## which comprises the following steps: (1) condensing nitrohalobenzene with mercaptoethanol in the presence of an alkali hydroxide and at least one reaction medium selected from N-alkyl-substituted amides and sulfoxides to produce mononitrophenyl-.beta.-hydroxyethylsulfide of the formula (II): ##STR2## (2) oxidizing the mononitrophenyl-.beta.-hydroxyethylsulfide (II) to produce mononitrophenyl-.beta.-hydroxyethylsulfone of the formula (III): ##STR3## and (3) reducing the mononitrophenyl-.beta.-hydroxyethylsulfone to produce the aminophenyl-.beta.-hydroxyethylsulfone of the formula (I). This compound is useful as an intermediate for aminophenyl-.beta.-sulfatoethylsulfone represented by the following formula: ##STR4## which is an important intermediate for vinyl sulfone type reactive dyes largely used for dyeing cellulose fiber materials.
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: September 16, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Norio Kotera, Kazuhiro Tada, Shinzaburo Masaki, Kunihisa Goto, Tatsuo Kaneoya
  • Patent number: 4595687
    Abstract: Sparsomycin derivatives of the formula ##STR1## wherein X and Y are each independently an oxo or an imino group; n is 0 or the integer 1 or 2; R.sub.1 is a hydrogen or 1 to 4 carbon alkyl group; R.sub.2 is a hydrogen, a 1 to 4 carbon alkyl, a 2 to 5 carbon acyl or a benzoyl group; and R is a 1 to 6 carbon alkyl, 3 to 8 carbon alkenyl, cyanomethyl carboxymethyl, carbalkoxymethyl wherein the alkoxy moiety is a 1 to 4 carbon alkoxy group, nitromethyl, alkylcarbonylmethyl wherein the alkyl moiety is a 1 to 4 carbon alkyl group, pyridyl, furanyl, or furfuryl group or a phenyl or benzyl group optionally substituted by a methylenedioxy or one to two halogen, 1 to 4 carbon alkyl, 1 to 4 carbon alkoxy, 1 to 4 carbon alkylthio, hydroxy, nitro or cyano groups or a pharmaceutically acceptable acid addition salt thereof. Also described are their use as antiprotozoals and antibacterials.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: June 17, 1986
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Douglas W. Beight, Gary A. Flynn
  • Patent number: 4594453
    Abstract: (Hydrocarbylthio)aromatic amines are prepared by reacting an aromatic amine, such as an aminobenzene, with a hydrocarbyl disulfide, such as an alkyl disulfide. The reaction is preferably conducted in the presence of a Lewis acid catalyst, such as aluminum chloride.
    Type: Grant
    Filed: June 11, 1984
    Date of Patent: June 10, 1986
    Assignee: Ethyl Corporation
    Inventors: Paul F. Ranken, Bonnie G. McKinnie
  • Patent number: 4585460
    Abstract: Reactive dyes of the formula ##STR1## wherein Y is a --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --X radical, in which X is a leaving group, and Z is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or carboxy, and K is the radical of a coupling component which couples at pH.ltoreq.7, are suitable for dyeing and printing textile fibre material and give dyeings and prints of good fastness properties.
    Type: Grant
    Filed: September 30, 1983
    Date of Patent: April 29, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Hansrudolf Schwander, Jurgen Markert, Peter Aeschlimann
  • Patent number: 4558071
    Abstract: Organic sulfoxides having a latent allyl group bound to the sulfur are enzyme inhibitors of the suicide or K.sub.cat type.
    Type: Grant
    Filed: February 25, 1983
    Date of Patent: December 10, 1985
    Assignee: Merck & Co., Inc.
    Inventor: Raymond A. Firestone
  • Patent number: 4558129
    Abstract: Novel compounds of the general formula: ##STR1## and the pharmaceutically acceptable esters and acid addition salts thereof, wherein:R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8 and R.sup.9 are each independently hydrogen, lower alkyl, lower alkoxy, trifluoromethyl, halo, lower alkylthio, lower alkyl sulfinyl, lower alkyl sulfonyl; orR.sup.2 and R.sup.3 together form --OCH.sub.2 O--; andR.sup.10 and R.sup.11 are each independently hydrogen or lower alkyl.These compounds combine .beta.-blockade and calcium entry blockade properties in the same compound and therefore are useful in therapy in the treatment of cardiovascular diseases, including hypertension, arrhythmias and variant and exercise induced angina.
    Type: Grant
    Filed: May 18, 1983
    Date of Patent: December 10, 1985
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Arthur F. Kluge, Robin D. Clark, Arthur M. Strosberg
  • Patent number: 4536341
    Abstract: Dihalo and haloalkyl, haloalkoxy or haloalkylthio-substituted anilines and aniline derivatives, e.g. isocyanates that are useful in the preparation of acyl ureas having insecticidal activity.
    Type: Grant
    Filed: August 3, 1983
    Date of Patent: August 20, 1985
    Assignee: The Dow Chemical Company
    Inventors: Raymond H. Rigterink, Ronald J. Sbragia
  • Patent number: 4534908
    Abstract: Water-soluble disazo compounds of the formula (1) ##STR1## and diamino compounds serving as starting compounds (tetrazo components), of the formula (4) ##STR2## in which the formulae moieties occurring twice, namely Z, K and X, in each case have a meaning identical to one another and the groups Z are bonded to the two benzene nuclei in each case in the ortho- or in each case in the para-position relative to the ethylenedioxy substituent, and the azo groups or amino groups and the groups Z in the benzene nuclei are in each case bonded in the meta-position relative to one another and K is the radical of a coupling component containing a sulfato, carboxy or sulfo group, X denotes a hydrogen atom or a fiber-reactive group and Z is a group of the formula --SO.sub.2 --CH.dbd.CH.sub.2 or --SO.sub.2 --CH.sub.2 --CH.sub.2 --Y in which Y denotes a radical which can be eliminated in aqueous medium under alkaline or acidic conditions or the hydroxy group.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: August 13, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hermann Fuchs, Klaus Filzinger
  • Patent number: 4518804
    Abstract: Novel N-aroyl N'-phenyl urea compounds having halogen substituents in the 2- and 5-position of the phenyl radical possess exceptional insecticidal activity.
    Type: Grant
    Filed: August 3, 1983
    Date of Patent: May 21, 1985
    Assignee: The Dow Chemical Company
    Inventors: Raymond H. Rigterink, Barat Bisabri-Ershadi
  • Patent number: 4496765
    Abstract: This invention relates to a process for the preparation of 2-(methylthiomethyl)-6-(trifluoromethyl) aniline, [MTA], from ortho-aminobenzotrifluoride, (OABT), employing a single solvent transformation via a sulfilimine intermediate. A sulfilimine hydrochloride salt is prepared by the oxidative addition of dimethyl sulfide to OABT in the presence of N-chlorosuccinimide. Neutralization of the sulfilimine hydrochloride salt with aqueous sodium hydroxide followed by phase separation results in an organic phase containing free sulfilimine and an aqueous phase generally containing succinimide and/or sodium succinimide. In a preferred embodiment the phase separation is performed in such a manner to leave a catalytic amount of succinimide in the organic phase. The free sulfilimine catalytically rearranges at moderate temperatures in the presence of this succinimide catalyst to form MTA.
    Type: Grant
    Filed: September 7, 1983
    Date of Patent: January 29, 1985
    Assignee: Monsanto Company
    Inventors: Audrey Y. Ku, John P. Chupp, Terry M. Balthazor
  • Patent number: 4495370
    Abstract: A process for the preparation of a 5-aryloxy-1-chloro-3,3-dimethyl-2-pentanone of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is halogen, alkyl having 1 to 4 carbon atoms, alkoxy or alkylthio each having 1 to 2 carbon atoms, halogenoalkyl, halogenoalkoxy or halogenoalkylthio each having 1 to 2 carbon atoms and 1 to 5 halogen atoms, cyclohexyl, dialkylamino having 1 to 4 carbon atoms in each alkyl moiety, nitro, cyano, alkoxy-carbonyl having 1 to 4 carbon atoms in the alkyl moiety, phenyl or halophenyl, m and n each independently is an integer from 0 to 5, and m+n.ltoreq.5,comprising reacting 1,1,5-trichloro-3,3-dimethyl-1-pentene of the formula ##STR2## with a phenol of the formula ##STR3## in the presence of a base in a diluent, to produce a compound of the formula ##STR4## and subjecting such reaction product to acid hydrolysis.
    Type: Grant
    Filed: May 27, 1983
    Date of Patent: January 22, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Jautelat, Dieter Arlt, Gerhard Jager
  • Patent number: 4480130
    Abstract: This invention relates to a process for preparing ortho-(alkylthiomethyl) anilines by catalytic rearrangement of aromatic sulfilimines in an inert organic solvent. The sulfilimine can be prepared using any of the procedures available in the art. This invention particularly relates to a new class of sulfilimine rearrangement catalysts.
    Type: Grant
    Filed: September 7, 1983
    Date of Patent: October 30, 1984
    Assignee: Monsanto Company
    Inventor: Audrey Y. Ku
  • Patent number: 4404402
    Abstract: There are provided novel substituted aniline intermediates, useful in the synthesis of certain substituted N-nitroanilines or salts thereof which may be used to elicit several desirable and advantageous biological responses in plants.
    Type: Grant
    Filed: March 4, 1982
    Date of Patent: September 13, 1983
    Assignee: American Cyanamid Company
    Inventors: David W. Ladner, Barrington Cross
  • Patent number: 4394159
    Abstract: This invention is directed to 2-chloro-6-nitro-aniline compounds of the formula ##STR1## wherein A represents hydrogen, a straight or branched alkyl radical having from 1 to 6 carbon atoms a cycloalkyl radical having from 3 to 6 carbon atoms, a chlorine-substituted or hydroxyl-sustituted alkyl radical having from 2 to 6 carbon atoms, or an allyl or trifluoroacetyl group,B represents hydrogen or a methyl, ethyl, n-propyl, or isopropyl group, orA and B represent together an alkylene radical optionally interrupted by oxygen, .dbd.NH or, .dbd.NCH.sub.3, and having up to 5 members, or the group .dbd.CH-N(CH.sub.3).sub.2,R represents hydrogen, fluorine, chlorine, or bromine or a trifluoromethyl, methyl, or methoxy group, and X represents oxygen or sulphur,and novel herbicidal compositions containing these compounds as active ingredients.
    Type: Grant
    Filed: March 13, 1981
    Date of Patent: July 19, 1983
    Assignee: Celamerck GmbH & Co. KG
    Inventors: Wolfgang Buck, Richard Sehring, Gerbert Linden, Sigmund Lust
  • Patent number: 4388475
    Abstract: Organic sulfoxides having a latent allyl group bound to the sulfur are enzyme inhibitors of the suicide or K.sub.cat type.
    Type: Grant
    Filed: May 7, 1980
    Date of Patent: June 14, 1983
    Assignee: Merck & Co., Inc.
    Inventor: Raymond A. Firestone
  • Patent number: 4386939
    Abstract: Aminophenols and analogous aromatic compounds, especially those containing a hydrocarbon-based substituent preferably having about 10 to about 750 aliphatic carbon atoms, react with 3- or 4-membered ring heterocyclic compounds, preferably epoxides, to form compositions useful as dispersants and detergents in lubricants and fuels.
    Type: Grant
    Filed: April 1, 1982
    Date of Patent: June 7, 1983
    Assignee: The Lubrizol Corporation
    Inventor: Richard M. Lange
  • Patent number: 4378313
    Abstract: The compounds represented, in the form of free acid, by the following general formula (I): ##STR1## (wherein A is ##STR2## (wherein R.sub.3 and R.sub.4 are each hydrogen or a methyl, ethyl, methoxy, ethoxy, acetylamino, propionylamino, benzoylamino or ureido group, and R.sub.5 and R.sub.6 are each hydrogen or a methyl or methoxy group), R.sub.1 and R.sub.2 are each hydrogen or a methyl, ethyl or sulfomethyl group, X.sub.1 and X.sub.2 are each hydrogen, chlorine or a methyl, methoxy, carboxyl or sulfonic acid group, m is a number of 0, 1 or 2, and n is a number of 1 or 2, provided that the sum of m and n is 1, 2 or 3).These compounds are capable of dyeing cellulose fibers in yellow with excellent color fastness to hypochlorite, light, perspiration and sunlight and high acid stability.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: March 29, 1983
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Masaki Sunami, Yasuo Tezuka
  • Patent number: 4347256
    Abstract: This invention relates to substituted isopentenyl phenyl compounds and their use as anti-juvenile hormones. The compounds have been found effective in the control of insects by inhibiting the actions of juvenile hormones. Such compounds act to induce precocious maturation of immature insects resulting in a reduction in the ecological impact of the insect. Additional effects which have been obtained include sterilization of mature insects. Based on previous research it is also believed these compounds will cause interruption of embryogenesis in insect eggs, the induction of diapause in insects and the prevention of sex pheromone secretion in insects.
    Type: Grant
    Filed: March 2, 1981
    Date of Patent: August 31, 1982
    Assignee: Cornell Research Foundation, Inc.
    Inventor: William S. Bowers
  • Patent number: 4327018
    Abstract: New azo dyes are disclosed which are free from sulphonic acid groups and which are optionally quaternized in the coupling component, and mixtures of such dyes, which dyes correspond to the formula ##STR1## wherein X represents chlorine, optionally substituted phenyloxy, phenylmercapto, alkylmercapto, naphthyloxy, naphthylmercapto, or a heterocyclic radical which is bound by way of --O--, --NH-- or --S--, X.sub.1 represents hydrogen, cyano, lower alkoxy, carboxy, optionally branched and/or substituted alkyl having 1 to 12 carbon atoms, optionally branched and/or substituted lower alkenyl, optionally substituted cycloalkyl, aralkyl having 7 to 10 carbon atoms, aryl, carbamoyl, or a heterocyclic radical, W represents hydrogen, a cyano group, an optionally branched and/or substituted lower alkyl group, an optionally substituted cycloalkyl group, an aralkyl group (having 7 to 10 carbon atoms), an aryl group or the radicals ##STR2## wherein R.sub.1 and R.sub.2 represent lower alkyl, R.sub.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: April 27, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans W. Liechti, Kurt Burdeska, Jurgen Markert
  • Patent number: 4310693
    Abstract: o-Aminophenol derivatives are described represented by the formula (I) ##STR1## wherein R represents --NH.sub.2 or --NH--CO--R.sup.6 ; R.sup.1 and R.sup.2 which may be the same or different, each can represent an alkyl group or an aromatic group, or R.sup.1 and R.sup.2 together can form a ring; or R.sup.1, R.sup.2 and R.sup.3 together can form a ring ; R.sup.3 represents hydrogen, an alkyl group or an aromatic group; R.sup.4 can represent an alkyl group or an aromatic group; R.sup.5 can represent an alkyl group, an alkoxy group, an alkylthio group, an arylthio group, a halogen atom or an acylamino group; and n is 0, 1 or 2; R.sup.6 represents an alkyl group or an aromatic group; and R.sup.4 and R.sup.5 together can form a heterocyclic ring, R.sup.1 and R.sup.4 together can form a heterocyclic ring, or R.sup.1 and R.sup.5 together can form a ring; and R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5.sub.n have a total of 7 or more carbon atoms.
    Type: Grant
    Filed: July 18, 1980
    Date of Patent: January 12, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shinsaku Fujita, Koichi Koyama, Yoshio Inagaki
  • Patent number: 4302460
    Abstract: Compositions which contain a quinolone compound of the general formula ##STR1## wherein n is 0, 1 or 2; R.sub.1 is lower alkyl optionally substituted by hydroxy or C.sub.1-4 alkoxycarbonyl; allyl; propynyl or phenyl- lower alkyl in which the phenyl ring is optionally substituted by 1 or 2 C.sub.1-4 alkoxy groups; R.sub.2 is C.sub.1-4 alkyl with the proviso that when n is 0, R.sub.2 is methyl; and R.sub.3, R.sub.4 and R.sub.5, which may be the same or different, are hydrogen, lower alkyl, lower alkoxy, lower alkanoyl, halo, trifluoromethyl or lower alkylthio show antihypertensive activity.Compounds of general formula ##STR2## in which n, R.sub.1 R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as described above are novel subject to the following provisos (a) when R.sub.3, R.sub.4 and R.sub.4 and R.sub.5 are hydrogen R.sub.2 is methyl and R.sub.1 is lower alkyl, R.sub.1 contains more than one carbon atom, and(b) when R.sub.3 and R.sub.4 are hydrogen, R.sub.5 is hydrogen or 7-methyl, and R.sub.1 is ethyl, R.sub.
    Type: Grant
    Filed: March 24, 1980
    Date of Patent: November 24, 1981
    Assignee: The Boots Company Limited
    Inventors: Roy V. Davies, James Fraser, Kenneth J. Nichol, Raymond Parkinson, Malcolm F. Sim, David B. Yates
  • Patent number: 4287204
    Abstract: Novel N-substituted 7-amino-6-nitro-4-trifluoromethyl-1,3-benzodithiol-2-ones of the formula ##STR1## wherein X is --O-- or --S--, R is C.sub.1 -C.sub.4 alkyl, R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, and n is 2 or 3, processes for the production of these compounds, and compositions containing them for use in pest control, especially for controlling representatives of the order Acarina and insects that are parasites of plants and animals. The novel compounds are especially effective against phytophagous mites.
    Type: Grant
    Filed: April 15, 1980
    Date of Patent: September 1, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Saleem Farooq
  • Patent number: 4273785
    Abstract: Novel 4-monoalkylamino-benzaldehydes, 4-mono-alkylamino-alkanophenones, and 4-monoalkylamino-benzophenones, and derivatives and salts thereof, are disclosed which are useful as anti-atherosclerotic agents.
    Type: Grant
    Filed: September 27, 1977
    Date of Patent: June 16, 1981
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4268458
    Abstract: In a process for the preparation of an N-alkylated aromatic amine by contacting an aromatic amine with an aliphatic or cycloaliphatic alcohol at an elevated temperature and under increased pressure, in the presence of catalysts, the improvement wherein the reaction is carried out in the presence of a phosphorus oxyhalide.
    Type: Grant
    Filed: April 16, 1980
    Date of Patent: May 19, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Schulte-Huermann, Heinz P. Hemmerich
  • Patent number: 4263455
    Abstract: The invention relates to novel ortho-aminoacetophenones of the formula I ##STR1## and their tautomers, in which Z is hydrogen, halogen, lower alkyl, cycloalkyl, lower alkoxy, trifluoromethyl, nitro or substituted or unsubstituted sulphamoyl, m is 1 or 2, R is hydrogen, aryl or lower alkyl, R.sub.1 is hydrogen or lower alkyl, R.sub.2 is lower alkyl, cycloalkyl, aryl, cycloalkyl-lower alkyl, aryl-lower alkyl or substituted or unsubstituted pyridyl, R.sub.
    Type: Grant
    Filed: September 27, 1979
    Date of Patent: April 21, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Pier G. Ferrini, Richard Goschke, Alfred Sallmann, Alberto Rossi
  • Patent number: 4261926
    Abstract: N-alkylated aromatic amines are produced by reductively alkylating an aromatic amine with pressurized hydrogen in the presence of a ketone, a noble metal catalyst and a promoter acid having a pKa between 0.3 and 1.5.
    Type: Grant
    Filed: November 19, 1979
    Date of Patent: April 14, 1981
    Assignee: American Cyanamid Company
    Inventors: Lawrence J. Ross, Stephen D. Levy
  • Patent number: 4259352
    Abstract: This disclosure describes novel 4-[(cycloalkyl or cycloalkenyl substituted)amino, alkylamino or alkenylamino]phenyl compounds, salts and derivatives of these such as cycloalkylamino, cycloalkenylamino, cycloalkyl-alkylamino, cycloalkyl-alkenylamino, cycloalkenyl-alkylamino, and cycloalkyl-cycloalkylamino phenyl compounds and derivatives and suitable salts of these; these compounds are useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: February 1, 1979
    Date of Patent: March 31, 1981
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4238585
    Abstract: Fully and partially aryl amine terminated polysulfide polymers and processes for their preparation and use are disclosed. The fully aryl amine terminated products are curable with isocyanates to high molecular weight polymers and are thus useful in molding and casting as well as in sealants. The partially aryl amine terminated polymers may be further reacted with polyisocyanates to form thiol terminated polysulfide polymers containing urea chain segments. These compounds are curable in the fashion of standard polysulfide polymers to form firmer polymers. The partially aryl amine terminated polymers may be also chain extended with isocyanate terminated urethane prepolymers. These block copolymers may be cured by standard SH terminated polysulfide polymer cure methods to prepare sealants of exceptional resiliency and weather resistance.
    Type: Grant
    Filed: August 10, 1979
    Date of Patent: December 9, 1980
    Assignee: Thiokol Corporation
    Inventor: Eugene R. Bertozzi