The Compound Is Monocyclic Patents (Class 564/214)
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Patent number: 4412855Abstract: 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: GrantFiled: September 22, 1978Date of Patent: November 1, 1983Assignee: Ciba-Geigy CorporationInventors: Christian Vogel, Rudolf Aebi
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Patent number: 4399306Abstract: 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: GrantFiled: December 18, 1979Date of Patent: August 16, 1983Assignees: Nitrokemia Ipartelepek, Nehezvegyipari Kutato Intezet, Mta Mezogazdasagi Kutato IntezetInventors: 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
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Patent number: 4395559Abstract: 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: GrantFiled: December 1, 1980Date of Patent: July 26, 1983Assignee: Hoffmann-La Roche Inc.Inventors: Graham A. Fothergill, John M. Osbond
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Patent number: 4385069Abstract: 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: GrantFiled: March 31, 1980Date of Patent: May 24, 1983Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Winfried Lunkenheimer, Wilhelm Brandes
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Patent number: 4373105Abstract: New m-anilide-urethanes, processes for their manufacture, herbicides containing these compounds, and processes for controlling unwanted plant growth with these compounds.Type: GrantFiled: March 11, 1981Date of Patent: February 8, 1983Assignee: BASF AktiengesellschaftInventors: Wolfgang Rohr, Ulrich Schirmer, Bruno Wuerzer
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Patent number: 4370497Abstract: 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: GrantFiled: August 7, 1980Date of Patent: January 25, 1983Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
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Patent number: 4348223Abstract: This invention concerns certain N-alkyl-N-[3-(alkoxyalkyl)phenyl]-2-haloacetamides having herbicidal activity, their preparation, and the control of weeds therewith.Type: GrantFiled: December 5, 1980Date of Patent: September 7, 1982Assignee: PPG Industries, Inc.Inventor: William S. Grove
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Patent number: 4348222Abstract: 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: GrantFiled: July 28, 1980Date of Patent: September 7, 1982Assignee: Chevron Research CompanyInventor: John W. Kobzina
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Patent number: 4345938Abstract: 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: GrantFiled: March 25, 1980Date of Patent: August 24, 1982Assignee: Monsanto CompanyInventor: Gerhard H. Alt
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Patent number: 4334909Abstract: 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: GrantFiled: March 25, 1980Date of Patent: June 15, 1982Assignee: Monsanto CompanyInventor: John P. Chupp
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Patent number: 4332614Abstract: 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: GrantFiled: March 25, 1980Date of Patent: June 1, 1982Assignee: Monsanto CompanyInventor: Gerhard H. Alt
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Patent number: 4324580Abstract: 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: GrantFiled: September 20, 1977Date of Patent: April 13, 1982Assignee: Ciba-Geigy CorporationInventors: Christian Vogel, Rudolf Aebi
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Patent number: 4311858Abstract: The disclosure herein relates to a new process for the preparation of N-(halomethyl) acylamides by reacting the corresponding N-(alkoxymethyl) acetamide with a hydrogen halide.Type: GrantFiled: December 1, 1980Date of Patent: January 19, 1982Assignee: Monsanto CompanyInventor: John P. Chupp
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Patent number: 4296254Abstract: 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: GrantFiled: March 25, 1980Date of Patent: October 20, 1981Assignee: Monsanto CompanyInventors: Robert E. Middlebrook, George R. Harvey, John P. Chupp
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Patent number: 4288605Abstract: Esterified bromoacetanilides as new compositions of matter useful as microbiocides, especially 3'-cyclohexane carbonyloxybromoacetanilide.Type: GrantFiled: January 15, 1980Date of Patent: September 8, 1981Assignee: Stauffer Chemical CompanyInventors: Don R. Baker, Eugene G. Teach
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Patent number: 4284564Abstract: 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: GrantFiled: March 25, 1980Date of Patent: August 18, 1981Assignee: Monsanto CompanyInventors: Gerhard H. Alt, John P. Chupp
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Patent number: 4283221Abstract: 2-Chloro-2',6'-dimethyl-N-(2-methoxyethyl)-acetanilide is disclosed as plant growth regulating agent with long lasting activity.Type: GrantFiled: May 21, 1976Date of Patent: August 11, 1981Assignee: Ciba-Geigy CorporationInventors: Christian Vogel, Rudolf Aebi
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Patent number: 4265901Abstract: The present invention is directed to 2-hydroxy- and 2-alkoxybenzimidazoline compounds which exhibit herbicidal, insecticidal, and ectoparasiticidal activity.Type: GrantFiled: December 26, 1979Date of Patent: May 5, 1981Assignee: Eli Lilly and CompanyInventor: George O. P. O'Doherty
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Patent number: 4261733Abstract: 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: GrantFiled: November 30, 1978Date of Patent: April 14, 1981Assignee: Monsanto CompanyInventor: John P. Chupp
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Patent number: 4260410Abstract: 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: GrantFiled: February 23, 1979Date of Patent: April 7, 1981Assignee: Chevron Research CompanyInventors: William L. Schinski, David C. K. Chan, Irene C. Huang
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Patent number: 4244730Abstract: 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: GrantFiled: July 2, 1979Date of Patent: January 13, 1981Assignee: Chevron Research CompanyInventor: John W. Kobzina