The Compound Is Monocyclic Patents (Class 564/214)
  • Patent number: 4412855
    Abstract: 2-Chloro-N-(2'-methoxypropyl)- and 2-chloro-N-(2'ethoxypropyl)-2",6"-dimethyl-acetanilide are very effective agents for combating weeds and for regulating plant growth with improved stability in the soil.
    Type: Grant
    Filed: September 22, 1978
    Date of Patent: November 1, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Vogel, Rudolf Aebi
  • Patent number: 4399306
    Abstract: The invention relates to an improved method for the preparation of a 2',6'-dialkyl-N-alkoxymethyl-2-chloro-acetanilide compound of the general formula (I), ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are identical or different and stand for straight-chained or branched C.sub.1-4 alkyl groups.According to the invention a dialkyl aniline of the general formula (II), ##STR2## wherein R.sub.1 and R.sub.2 are as defined above, is treated with aqueous formaldehyde solution in an apolar solvent at a temperature of 30.degree. to 80.degree. C., the solution of the resulting oxymethyl derivative formed with said apolar solvent is separated from the aqueous formaldehyde solution at an elevated temperature and then dehydrated, the resulting azomethine derivative is reacted with chloroacetyl chloride in the same apolar solvent medium, the resulting chloromethyl compound is reacted with an alcohol of the general formula (V),R.sub.3 -OH (V)wherein R.sub.
    Type: Grant
    Filed: December 18, 1979
    Date of Patent: August 16, 1983
    Assignees: Nitrokemia Ipartelepek, Nehezvegyipari Kutato Intezet, Mta Mezogazdasagi Kutato Intezet
    Inventors: Kornelia Domjan nee Pinter, Gyorgy Huszak, Zoltan Kolonics, Laszlo Lendvai, Jeno Pelyva, Endre Sumegi, Elemer Tomordi, Bela Gyorfi, Laszlo J. Szabo, Andras Haas, Miklos Kovacs, Taszlo Kulcsar, Miklos Nadasy, Balint Nagy, Andras Vass, Ervin Vertesi
  • Patent number: 4395559
    Abstract: 2,3-Indoledione derivatives of the formula ##STR1## wherein R is isopropyl or tert.butyl, R.sup.1 is hydrogen or lower alkyl and R.sup.2 is lower alkyl or lower aralkyl, and their pharmaceutically acceptable acid addition salts, prepared from a compound of the formula ##STR2## wherein R.sup.3 is hydroxy and R.sup.4 is chlorine or bromine or R.sup.3 and R.sup.4, taken together, are oxygen, and R.sup.1 and R.sup.2 are as previously set forth, are described. The compounds of formula I and their pharmaceutically acceptable addition salts are useful as .beta.-adrenergic blocking agents and antihypertensive agents.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: July 26, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Graham A. Fothergill, John M. Osbond
  • Patent number: 4385069
    Abstract: N-allenyl-acetanilides of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl or halogen,R.sup.2 represents hydrogen or alkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen or alkyl andR.sup.6 represents furyl, tetrahydrofuryl, thiophenyl or tetrahydrothiophenyl; isoxazolyl which is optionally substituted by alkyl; alkyl, alkenyl or alkynyl, in each case optionally substituted by cyano or thiocyano; dihalogenoalkyl; or the grouping --CH.sub.2 --Az, --CH.sub.2 --OR.sup.7, --OR.sup.7 --SR.sup.7, --CH.sub.2 --OSO.sub.2 R.sup.7, --COOR.sup.7 or ##STR2## wherein R.sup.7 represents an optionally substituted alkyl, alkenyl, alkynyl or alkoxyalkyl radical and Az represents pyrazol-1-yl, 1,2,4-triazol-1-yl or imidazol-1-yl.which possess fungicidal properties.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: May 24, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Winfried Lunkenheimer, Wilhelm Brandes
  • Patent number: 4373105
    Abstract: New m-anilide-urethanes, processes for their manufacture, herbicides containing these compounds, and processes for controlling unwanted plant growth with these compounds.
    Type: Grant
    Filed: March 11, 1981
    Date of Patent: February 8, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Rohr, Ulrich Schirmer, Bruno Wuerzer
  • Patent number: 4370497
    Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.
    Type: Grant
    Filed: August 7, 1980
    Date of Patent: January 25, 1983
    Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
  • Patent number: 4348223
    Abstract: This invention concerns certain N-alkyl-N-[3-(alkoxyalkyl)phenyl]-2-haloacetamides having herbicidal activity, their preparation, and the control of weeds therewith.
    Type: Grant
    Filed: December 5, 1980
    Date of Patent: September 7, 1982
    Assignee: PPG Industries, Inc.
    Inventor: William S. Grove
  • Patent number: 4348222
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is alkyl or alkoxy; R.sup.2 is substituted alkyl or substituted alkenyl containing 1 or 2 hydroxy or alkoxy substituents, acyl, and ketal group of the formula ##STR2## wherein n=2, 3 or 4, R.sup.4 is alkyl and R.sup.5 is hydrogen or alkyl, an oxime of the formula ##STR3## wherein R.sup.6 is hydrogen or alkyl; R.sup.3 is hydrogen or alkyl; X is halo and Y is oxygen or sulfur have herbicidal activity.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: September 7, 1982
    Assignee: Chevron Research Company
    Inventor: John W. Kobzina
  • Patent number: 4345938
    Abstract: The disclosure herein relates to a group of N-alkyl-2-haloacetanilide compounds, herbicidal compositions containing said compounds as the active ingredient and herbicidal method of use in various crops, particularly transplant rice. The herbicides herein are particularly effective against annual and perennial weeds commonly associated with rice.
    Type: Grant
    Filed: March 25, 1980
    Date of Patent: August 24, 1982
    Assignee: Monsanto Company
    Inventor: Gerhard H. Alt
  • Patent number: 4334909
    Abstract: N-(Alkoxymethyl)-2'-nitro-6'-substituted-2-haloacetanilide compounds have been found to be useful as herbicides and plant growth regulants. The compounds have the formula ##STR1## where X is chloro, bromo or iodo; R is C.sub.1-5 alkyl, C.sub.3-5 alkenyl, C.sub.3-5 alkynyl or C.sub.1-5 alkyl substituted by one to three C.sub.1-5 alkoxy moieties, R' is hydrogen, C.sub.1-5 alkyl, C.sub.1-5 alkoxy, halogen or NO.sub.2. R" is C.sub.1-5 alkyl, C.sub.1-5 alkoxy, halo, halo (C.sub.1-5) alkyl or NO.sub.2 ; n is zero, one or two.
    Type: Grant
    Filed: March 25, 1980
    Date of Patent: June 15, 1982
    Assignee: Monsanto Company
    Inventor: John P. Chupp
  • Patent number: 4332614
    Abstract: The present disclosure relates to a new class of 2-haloacetanilide derivatives which are useful as herbicides. This disclosure further relates to herbicidal compositions containing such 2-haloacetanilides and to herbicidal methods of use employing such compounds and compositions.
    Type: Grant
    Filed: March 25, 1980
    Date of Patent: June 1, 1982
    Assignee: Monsanto Company
    Inventor: Gerhard H. Alt
  • Patent number: 4324580
    Abstract: 2,6-diethyl-N-(1'-methoxyprop-2'-yl)[N]-chloroacetanilide is disclosed as plant growth regulating and herbicidal agent with improved stability in the soil.
    Type: Grant
    Filed: September 20, 1977
    Date of Patent: April 13, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Vogel, Rudolf Aebi
  • Patent number: 4311858
    Abstract: 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: Grant
    Filed: December 1, 1980
    Date of Patent: January 19, 1982
    Assignee: Monsanto Company
    Inventor: John P. Chupp
  • Patent number: 4296254
    Abstract: The disclosure herein pertains to the preparation of N-(alkoxymethyl)- and other N-methylene ether-substituted 2-haloacetamides from other N-methylene ether-substituted 2-haloacetamides and the appropriate alcohol by a transetherification process.
    Type: Grant
    Filed: March 25, 1980
    Date of Patent: October 20, 1981
    Assignee: Monsanto Company
    Inventors: Robert E. Middlebrook, George R. Harvey, John P. Chupp
  • Patent number: 4288605
    Abstract: Esterified bromoacetanilides as new compositions of matter useful as microbiocides, especially 3'-cyclohexane carbonyloxybromoacetanilide.
    Type: Grant
    Filed: January 15, 1980
    Date of Patent: September 8, 1981
    Assignee: Stauffer Chemical Company
    Inventors: Don R. Baker, Eugene G. Teach
  • Patent number: 4284564
    Abstract: The present invention is directed to a process for the preparation of certain N-substituted-2-haloacetanilides via the reaction of a secondary 2-haloacetanilide with a haloalkyl ether, particularly, halomethyl ethers, which comprises forming the ether in situ by the in-solvent reaction of an alcohol, formaldehyde or other aldehyde and an acid halide to produce high purity haloalkyl ethers, while decreasing the concentration of undesirable bis by products, as for example bis(chloromethyl) ether. The ether formed in situ thereafter reacts with the secondary 2-haloacetanilide in the presence of a phase transfer catalyst and base to form the N-substituted-2-haloacetanilide.
    Type: Grant
    Filed: March 25, 1980
    Date of Patent: August 18, 1981
    Assignee: Monsanto Company
    Inventors: Gerhard H. Alt, John P. Chupp
  • Patent number: 4283221
    Abstract: 2-Chloro-2',6'-dimethyl-N-(2-methoxyethyl)-acetanilide is disclosed as plant growth regulating agent with long lasting activity.
    Type: Grant
    Filed: May 21, 1976
    Date of Patent: August 11, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Vogel, Rudolf Aebi
  • Patent number: 4265901
    Abstract: The present invention is directed to 2-hydroxy- and 2-alkoxybenzimidazoline compounds which exhibit herbicidal, insecticidal, and ectoparasiticidal activity.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: May 5, 1981
    Assignee: Eli Lilly and Company
    Inventor: George O. P. O'Doherty
  • Patent number: 4261733
    Abstract: The disclosure herein relates to a new class of herbicidal compounds comprising 2'-alkyl-6'-(2,2-dialkoxyethyl)-N-(alkoxymethyl)-2-haloacetanilides, herbicidal compositions containing same, their method of preparation and use to selectively control undesired vegetation in agricultural crops, e.g., monocotyledons such as wheat, sorghum and rice and dicotyledons such as sugarbeets and soybeans.
    Type: Grant
    Filed: November 30, 1978
    Date of Patent: April 14, 1981
    Assignee: Monsanto Company
    Inventor: John P. Chupp
  • Patent number: 4260410
    Abstract: Novel N-haloacetylphenylamino carbonyl oximes represented by the formula ##STR1## wherein Ar is phenyl or substituted phenyl; R.sup.1 is halomethyl; R.sup.2 and R.sup.3 are each independently hydrogen, alkyl, phenyl, benzyl, substituted phenyl or benzyl, haloalkyl, cyanoalkyl, alkoxyalkyl, alkylthioalkyl or thiocyanoalkyl; R.sup.4 is hydrogen or alkyl; n is 0 or 1; m is 0 or 1; R is hydrogen, alkyl, alkenyl, alkynyl, alkylthioalkyl, haloalkyl, alkoxyalkyl, cyanoalkyl, phenyl, benzyl, substituted phenyl or benzyl, or R is acyl of the formula ##STR2## wherein R.sup.5 is hydrogen, alkyl, haloalkyl, alkoxyalkyl, alkylthioalkyl, alkoxy, alkylthio, acetonyl, or the group -NR'R" wherein R' and R" are independently hydrogen, alkyl or phenyl; with the proviso that R.sup.2 and R.sup.3 may be joined together to form a carbocyclic ring or a heterocyclic ring; or R and R.sup.2 may be joined together to form a heterocyclic ring; or R and R.sup.3 may be joined together to form a heterocyclic ring.
    Type: Grant
    Filed: February 23, 1979
    Date of Patent: April 7, 1981
    Assignee: Chevron Research Company
    Inventors: William L. Schinski, David C. K. Chan, Irene C. Huang
  • Patent number: 4244730
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is alkyl or alkoxy; R.sup.2 is substituted alkly or substituted alkenly containing 1 or 2 hydroxy or alkoxy substituents, acyl, and ketal group of the formula ##STR2## wherein n=2, 3 or 4, R.sup.4 is alkyl and R.sup.5 is hydrogen or alkyl, an oxime of the formula ##STR3## wherein R.sup.6 is hydrogen or alkyl; R.sup.3 is hydrogen or alkyl; X is halo and Y is oxygen or sulfur have herbicidal activity.
    Type: Grant
    Filed: July 2, 1979
    Date of Patent: January 13, 1981
    Assignee: Chevron Research Company
    Inventor: John W. Kobzina