The Benzene Ring Is Part Of A Substituent Which Contains Oxygen Patents (Class 564/52)
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Patent number: 4356026Abstract: Compounds having the formula ##STR1## in which R.sub.1 is alkyl, lower alkenyl, chloro-lower alkyl, lower cycloalkyl, lower alkoxy, thio-lower alkyl, or ##STR2## R.sub.2 is hydrogen, lower alkoxyalkyl or lower alkanoyl; R.sub.3 and R.sub.4 are independently hydrogen, lower alkyl or lower alkoxy; X and Y are independently chloro, fluoro or bromo; Z is hydrogen, methyl, dimethyl or one methyl and one chloro substituent; and n is 0 or 1. The compounds have utility as herbicides, particularly as post-emergence herbicides.Type: GrantFiled: January 23, 1980Date of Patent: October 26, 1982Assignee: Stauffer Chemical CompanyInventor: Raymond A. Felix
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Patent number: 4353842Abstract: A novel method of treating gastrointestinal, spasmolytic and ulcerogenic disorders by the administration of amidinoureas is disclosed.Type: GrantFiled: February 5, 1980Date of Patent: October 12, 1982Assignee: William H. Rorer, Inc.Inventors: Julius Diamond, George H. Douglas
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Patent number: 4350706Abstract: The invention relates to new urea and thiourea compounds as insecticides.The compounds, after having been processed to compositions, can successfully be used to control insects in a dosage from 10 to 5000 g of active substance per hectare.Type: GrantFiled: June 27, 1979Date of Patent: September 21, 1982Assignee: Duphar International Research B.V.Inventors: Marius S. Brouwer, Arnoldus C. Grosscurt
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Patent number: 4346242Abstract: Methods for the preparation of substituted meta-phenylalkoxynitrobenzenes and their use as starting materials for the synthesis of herbicidal meta-phenylalkoxyphenylurea.Type: GrantFiled: June 5, 1980Date of Patent: August 24, 1982Assignee: American Cyanamid CompanyInventor: David M. Spatz
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Patent number: 4338316Abstract: The disclosure relates to 9.beta.-aryloxy prostane derivatives, for example 16-(3-chlorophenoxy)-11.alpha.,15.alpha.-dihydroxy-16-methyl-9.beta.-pheno xy-18,19,20-trinor-5-cis,13-trans-prostadienoic acid, which possess high activity as abortifacients, cervical softeners, inducers of parturition or inhibitors of gastric acid production in mammals. These properties are typical of prostaglandin analogues of the E series, but chemically the new 9.beta.-aryloxy prostane derivatives are prostaglandin F series analogues and are therefore more stable than the E series analogues previously used for the above purposes. The new derivatives are manufactured by known analogy processes, and are formulated in conventional manner.Type: GrantFiled: September 26, 1979Date of Patent: July 6, 1982Assignee: Imperial Chemical Industries LimitedInventor: Peter R. Marsham
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Patent number: 4336062Abstract: Novel compounds having the formula ##STR1## in which X is (H).sub.2 or (CH.sub.3).sub.2 ; Y is oxygen or sulfur; R.sub.1 is alkyl, lower alkenyl, cyclopropyl, lower alkoxy, thio-lower alkyl or ##STR2## R.sub.2 and R.sub.3 are independently hydrogen, lower alkyl, lower alkenyl, or lower alkoxy and n is 0 or 1. The compounds have been found to possess herbicidal activity.Type: GrantFiled: May 16, 1978Date of Patent: June 22, 1982Assignee: Stauffer Chemical CompanyInventor: Raymond A. Felix
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Patent number: 4328248Abstract: Compounds of the formulae I and II ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen, C.sub.1 -C.sub.4 -alkyl, methoxy, halogen, trifluoromethyl or nitro, R.sub.4 is hydrogen or methyl, R.sub.5 is C.sub.1 -C.sub.3 -alkyl, R.sub.6 is C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.3 -C.sub.5 -alkynyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.2 -C.sub.4 -(alkoxyalkyl) or C.sub.2 -C.sub.4 -(alkylthioalkyl), and R.sub.7 is C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.5 -alkenyl or C.sub.3 -C.sub.8 -cycloalkyl, and the acid addition salts of compounds of the formula I, are novel. The compounds of the formula II can be used as starting materials for producing compounds of the formula I. The mentioned compounds of the formulae I and II have a pesticidal action, especially an acaricidal and insecticidal action, and are particularly effective against plant pests.Type: GrantFiled: April 7, 1981Date of Patent: May 4, 1982Assignee: Ciba-Geigy CorporationInventors: Manfred Boger, Jozef Drabek
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Patent number: 4328166Abstract: A compound of the formula: ##STR1## which is useful as a herbicide, is effectively produced by reacting a compound of the formula: ##STR2## with dimethyl sulfate in a two phase reaction medium consisting of water and a hydrophobic organic solvent in the presence of a phase transfer catalyst, or produced through a novel intermediate of the formula: ##STR3##Type: GrantFiled: November 21, 1980Date of Patent: May 4, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Fumio Fujita, Hiroshi Kishida, Nobushige Itaya, Ichiki Takemoto
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Patent number: 4326075Abstract: A new class of chemical compounds and their process of preparation is described. These compounds have valuable properties as anti-diarrheal agents.Type: GrantFiled: February 5, 1980Date of Patent: April 20, 1982Assignee: William H. Rorer, Inc.Inventors: Julius Diamond, George H. Douglas
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Patent number: 4320142Abstract: Compounds of formula (I) are pesticides active against arthropods. ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 are H, alkyl, alkoxy, halo, CN or CF.sub.3 or two are linked to form a 3 or 4 carbon atom group;X is O or NA where A is H or alkyl;R is H or alkyl;R.sup.4 is H or optionally substituted alkyl, aryl, aralkyl, alkenyl or alkynyl; andR.sup.5 is --CB. R.sup.6 where B is O, S or NR.sup.7 where R.sup.7 is H, alkyl, alkoxy, or optionally substituted aryl or aralkyl;R.sup.6 is H, R.sup.8, OR.sup.8, SR.sup.8 or NR.sup.9 R.sup.10 where R.sup.8 is alkyl, alkenyl or optionally substituted aryl, aralkyl or aryloxyalkyl; and R.sup.9 and R.sup.10 are H, alkyl or optionally substituted aryl or aralkyl;The invention also comprises processes for the preparation of compounds (I), formulations containing them, and their use as pesticides.Type: GrantFiled: May 15, 1980Date of Patent: March 16, 1982Inventors: Malcolm H. Black, Alexander D. Frenkel, Peter T. Roberts
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Patent number: 4309212Abstract: Novel N'-phenyl-N-methylurea derivatives of the formula: ##STR1## wherein R.sub.1 is a hydrogen atom, a methyl group or a methoxy group, R.sub.2 is a hydrogen atom or a lower alkyl group, R.sub.3, which may be the same or different, is a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group or a trifluoromethyl group, n is an integer of 0 to 5, X is a hydrogen atom or a halogen atom, Y is an oxygen atom or a sulfur atom and Z is a straight or branched C.sub.1 -C.sub.8 alkylene group which may have no less than one atom of oxygen and/or sulfur at the terminal of and/or inside the carbon chain, which shows a pronounced herbicidal activity against a wide variety of weeds in the cultivation of crop plants as well as a notable fungicidal activity against a wide variety of phytopathogenic fungi causing plant diseases to crop plants without any material toxicity to mammals and fish or any chemical injury to said crop plants.Type: GrantFiled: October 19, 1978Date of Patent: January 5, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Ichiki Takemoto, Seizo Sumida, Ryo Yoshida, Katsuzo Kamoshita
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Patent number: 4305751Abstract: Compounds of the general structural formula, ##STR1## in which R.sup.1 is C.sub.1 to C.sub.4 lower alkyl, cycloalkyl or alkylamino and R.sup.2 is H or lower N-alkylcarbamyl are made from corresponding m-aminophenylacetylenic compounds by conventional methods and are useful as selective herbicides.Type: GrantFiled: April 16, 1980Date of Patent: December 15, 1981Assignee: Gulf Oil CorporationInventors: Edward T. Sabourin, Charles M. Selwitz
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Patent number: 4304935Abstract: Disclosed herein is a method for producing 1-phenyl-3-cyanoureas with the general formula: ##STR1## by reacting the corresponding benzamide with an alkali metal or alkaline earth metal hypohalite followed by reaction with cyanamide.Type: GrantFiled: April 9, 1980Date of Patent: December 8, 1981Assignee: Rexolin Chemicals ABInventors: John V. Brammer-Petersen, Christer L. Hakanson, Per T. Lindgren
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Patent number: 4294986Abstract: There are provided certain p-phenylalkoxy phenylurea and thiourea compounds useful for the control of undesirable plants in the presence of agronomic crops and to methods for the preparation of said phenylalkoxy phenylurea and thiourea compounds.Type: GrantFiled: April 24, 1980Date of Patent: October 13, 1981Assignee: American Cyanamid Co.Inventors: David M. Spatz, Barrington Cross
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Patent number: 4289903Abstract: There are provided certain p-phenylalkoxy phenylurea and thiourea compounds useful for the control of undesirable plants in the presence of agronomic crops and to methods for the preparation of said phenylalkoxy phenylurea and thiourea compounds.Type: GrantFiled: June 25, 1979Date of Patent: September 15, 1981Assignee: American Cyanamid CompanyInventors: David M. Spatz, Barrington Cross
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Patent number: 4283555Abstract: This invention describes novel chemical compounds which are 1-amidino-3-phenylureas. The method of preparing these compounds and their pharmaceutical uses is also disclosed.Type: GrantFiled: March 2, 1979Date of Patent: August 11, 1981Assignee: William H. Rorer, Inc.Inventors: Julius Diamond, Jerome J. Zalipsky
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Patent number: 4280835Abstract: Novel N'-4-(2-naphthyloxy)phenyl-N-methylurea derivatives of the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom or a trifluoromethyl group and R is a methyl or methoxy group having a herbicidal activity, particularly effective in exterminating weeds in the cultivation of soybean and gramineous crops such as wheat and barley, and/or having a fungicidal activity especially effective in controlling the rust of wheat and barley.Type: GrantFiled: December 6, 1978Date of Patent: July 28, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Takemoto Ichiki, Ryo Yoshida, Seizo Sumida, Kamoshita Katsuzo
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Patent number: 4279637Abstract: This invention discloses chemical compounds of the formula ##STR1## wherein X and Z are each independently selected from the group consisting of halogen, haloalkyl, nitro, cyano, alkyl, alkoxy and alkylthio; m and n are each independently integers of from 0 to 4; Y is selected from the group consisting of oxygen, sulfur, methylene, sulfonyl and sulfinyl; and R is selected from the group consisting of hydrogen, alkyl and alkoxy. The compounds of the above description are useful as herbicides.Type: GrantFiled: May 29, 1980Date of Patent: July 21, 1981Assignee: Velsicol Chemical CorporationInventor: Frank Wu
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Patent number: 4265907Abstract: Insecticidal compounds having the formula: ##STR1## wherein R is halogen (Cl, F, Br), C.sub.1 -C.sub.4 alkyl, NO.sub.2, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, cyano, CF.sub.3, CF.sub.3 O, CF.sub.3 S, ClF.sub.2, CHF.sub.2 O, or CHF.sub.2 S; n is 0, 1, or 2; R.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, or C.sub.2 -C.sub.4 alkenyl; and R.sup.2 is hydrogen, cyano, formyl, C.sub.1 -C.sub.4 acyl, C.sub.1 -C.sub.4 carboalkoxy, carbamoyl, N-C.sub.1 -C.sub.4 alkylcarbamoyl, or N,N-di C.sub.1 -C.sub.4 alkylcarbamoyl.Type: GrantFiled: December 31, 1979Date of Patent: May 5, 1981Assignee: Mobil Oil CorporationInventor: Jill H. Paul
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Patent number: 4263219Abstract: A compound of the formula: ##STR1## which is useful as a herbicide, is effectively produced by reacting a compound of the formula: ##STR2## with dimethyl sulfate in a two phase reaction medium consisting of water and a hydrophobic organic solvent in the presence of a phase transfer catalyst, or produced through a novel intermediate of the formula: ##STR3##Type: GrantFiled: February 21, 1979Date of Patent: April 21, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Fumio Fujita, Hiroshi Kishida, Nobushige Itaya, Ichiki Takemoto
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Patent number: 4260411Abstract: A compound of the formula: ##STR1## wherein A is a hydrogen atom, a methyl group or a methoxy group, Rs are same or different and each a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a trifluoromethyl group, a cyano group or a methylenedioxy group, X is a hydrogen atom or a halogen atom, Y is an oxygen atom or a sulfur atom, Z is a lower alkylene group and n is an integer of 0 to 3, provided that the substituted ureido group being present at the m- or p-position to the substituent represented by the symbol X and at the same time at the m- or p-position to the substituent represented by the symbol Z, which shows herbicidal and/or fungicidal activities and can be prepared, for instance, by reacting the corresponding phenyl isocyanate with a reagent of the formula: ##STR2## wherein A is as defined above.Type: GrantFiled: March 12, 1979Date of Patent: April 7, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Ryo Yoshida, Ichiki Takemoto, Seizo Sumida, Katsuzo Kamoshita
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Patent number: 4258187Abstract: Improved process for the preparation of 6-substituted-4-phenylquinazolinone 3-oxides. Such compounds are useful as intermediates in the preparation of 3-fluorobenzodiazepines, which are useful as tranquilizers, muscle relaxants and sedatives.Type: GrantFiled: November 13, 1978Date of Patent: March 24, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: William J. Middleton
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Patent number: 4255183Abstract: The invention is 3-(4-crotyloxyphenyl)-1,1-dimethyl urea herbicidal compounds.Type: GrantFiled: June 15, 1978Date of Patent: March 10, 1981Assignee: Hokko Chemical Industry Co., Ltd.Inventors: Hiroshi Ohyama, Sanae Takada, Yoshihisa Watanabe, Jyotaroh Tamura, Iwao Taketomi
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Patent number: 4254268Abstract: There is provided an oxidation process using potassium permanganate as oxidizing agent, for the preparation of certain animal growth promoters, namely, N-(4,5,6,7-tetrahydro-7-oxobenzo[b]thien-4-yl)amides, 4,5,6,7-tetrahydro-7-oxobenzo[b]-thien-4-ylureas, N-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)amides and 1,2,3,4-tetrahydro-4-oxo-1-naphthylureas, said process affording such compounds in markedly improved yields, and being readily suitable for scale-up.Type: GrantFiled: June 22, 1978Date of Patent: March 3, 1981Assignee: American Cyanamid CompanyInventor: Henry L. Strong
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Patent number: 4252804Abstract: Compounds of the formula I ##STR1## wherein m and n are 0, 1 or 2, X represents oxygen, imino, benzylimino, or morpholinoethylimino, Y represents CO, CONH, COO or SO.sub.2, and NR.sub.1 R.sub.2 represents a dimethylamino, diethylamino, dipropylamino, dibutylamino, allylamino, isobutenylamino, cyclopentylamino, cyclohexylamino, cycloheptylamino, cyclooctylamino, N-methyl N-cyclopentylamino, N-methyl N-cyclohexylamino, N-allyl N-cyclohexylamino, adamantylamino, diethoxyethylamino, dimethylaminoethylamino, dimethylaminopropylamino, N-methyl N-dimethylaminopropyl-amino, benzylamino, 3,4,5-trimethoxybenzylamino, phenethylamino, p-chlorophenethylamino, tetrahydrofurfurylamino, tetrahydropyranylmethylamino, pyrrolidino, isoxazolidinyl, piperidino, 4-hydroxypiperidino, 4-m-chlorophenyl-4-hydroxypiperidino, homopiperidino, 1,2,3,6-tetrahydropyridyl, morpholino, 2-methylmorpholino, 2,6-dimethylmorpholino, 2-morpholinoethylamino, thiamorpholino, piperazino, 4-methylpiperazino, 4-(.alpha.Type: GrantFiled: January 13, 1978Date of Patent: February 24, 1981Assignee: Metabio-JoullieInventors: Maurice Joullie, Gabriel Maillard, Lucien Lakah, Christian J. M. Warolin
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Patent number: 4249938Abstract: An N'-phenyl-N-methyl-urea derivative of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, lower alkyl, lower alkoxy, lower alkylthio, halogen or trifluoromethyl, R.sup.4 is hydrogen or lower alkyl, A is methyl or methoxy, X is oxygen or sulfur, Y is hydrogen or halogen, Z is a straight or branched alkylene chain having not more than 8 carbon atoms which may have no less than one atom of oxygen and/or sulfur inside and/or at the end of the alkylene chain and n is an integer of 1 to 3, which shows a pronounced herbicidal activity against a wide variety of weeds in the cultivation of crop plants without any material toxicity to mammals or fish or any chemical injury to said crop plants.Type: GrantFiled: June 27, 1978Date of Patent: February 10, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Ichiki Takemoto, Seizo Sumida, Ryo Yoshida, Katsuzo Kamoshita