The Benzene Ring Is Part Of A Substituent Which Contains Oxygen Patents (Class 564/52)
  • Patent number: 4356026
    Abstract: 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: Grant
    Filed: January 23, 1980
    Date of Patent: October 26, 1982
    Assignee: Stauffer Chemical Company
    Inventor: Raymond A. Felix
  • Patent number: 4353842
    Abstract: A novel method of treating gastrointestinal, spasmolytic and ulcerogenic disorders by the administration of amidinoureas is disclosed.
    Type: Grant
    Filed: February 5, 1980
    Date of Patent: October 12, 1982
    Assignee: William H. Rorer, Inc.
    Inventors: Julius Diamond, George H. Douglas
  • Patent number: 4350706
    Abstract: 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: Grant
    Filed: June 27, 1979
    Date of Patent: September 21, 1982
    Assignee: Duphar International Research B.V.
    Inventors: Marius S. Brouwer, Arnoldus C. Grosscurt
  • Patent number: 4346242
    Abstract: Methods for the preparation of substituted meta-phenylalkoxynitrobenzenes and their use as starting materials for the synthesis of herbicidal meta-phenylalkoxyphenylurea.
    Type: Grant
    Filed: June 5, 1980
    Date of Patent: August 24, 1982
    Assignee: American Cyanamid Company
    Inventor: David M. Spatz
  • Patent number: 4338316
    Abstract: 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: Grant
    Filed: September 26, 1979
    Date of Patent: July 6, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventor: Peter R. Marsham
  • Patent number: 4336062
    Abstract: 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: Grant
    Filed: May 16, 1978
    Date of Patent: June 22, 1982
    Assignee: Stauffer Chemical Company
    Inventor: Raymond A. Felix
  • Patent number: 4328248
    Abstract: 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: Grant
    Filed: April 7, 1981
    Date of Patent: May 4, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Manfred Boger, Jozef Drabek
  • Patent number: 4328166
    Abstract: 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: Grant
    Filed: November 21, 1980
    Date of Patent: May 4, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Fumio Fujita, Hiroshi Kishida, Nobushige Itaya, Ichiki Takemoto
  • Patent number: 4326075
    Abstract: A new class of chemical compounds and their process of preparation is described. These compounds have valuable properties as anti-diarrheal agents.
    Type: Grant
    Filed: February 5, 1980
    Date of Patent: April 20, 1982
    Assignee: William H. Rorer, Inc.
    Inventors: Julius Diamond, George H. Douglas
  • Patent number: 4320142
    Abstract: 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: Grant
    Filed: May 15, 1980
    Date of Patent: March 16, 1982
    Inventors: Malcolm H. Black, Alexander D. Frenkel, Peter T. Roberts
  • Patent number: 4309212
    Abstract: 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: Grant
    Filed: October 19, 1978
    Date of Patent: January 5, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ichiki Takemoto, Seizo Sumida, Ryo Yoshida, Katsuzo Kamoshita
  • Patent number: 4305751
    Abstract: 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: Grant
    Filed: April 16, 1980
    Date of Patent: December 15, 1981
    Assignee: Gulf Oil Corporation
    Inventors: Edward T. Sabourin, Charles M. Selwitz
  • Patent number: 4304935
    Abstract: 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: Grant
    Filed: April 9, 1980
    Date of Patent: December 8, 1981
    Assignee: Rexolin Chemicals AB
    Inventors: John V. Brammer-Petersen, Christer L. Hakanson, Per T. Lindgren
  • Patent number: 4294986
    Abstract: 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: Grant
    Filed: April 24, 1980
    Date of Patent: October 13, 1981
    Assignee: American Cyanamid Co.
    Inventors: David M. Spatz, Barrington Cross
  • Patent number: 4289903
    Abstract: 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: Grant
    Filed: June 25, 1979
    Date of Patent: September 15, 1981
    Assignee: American Cyanamid Company
    Inventors: David M. Spatz, Barrington Cross
  • Patent number: 4283555
    Abstract: 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: Grant
    Filed: March 2, 1979
    Date of Patent: August 11, 1981
    Assignee: William H. Rorer, Inc.
    Inventors: Julius Diamond, Jerome J. Zalipsky
  • Patent number: 4280835
    Abstract: 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: Grant
    Filed: December 6, 1978
    Date of Patent: July 28, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takemoto Ichiki, Ryo Yoshida, Seizo Sumida, Kamoshita Katsuzo
  • Patent number: 4279637
    Abstract: 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: Grant
    Filed: May 29, 1980
    Date of Patent: July 21, 1981
    Assignee: Velsicol Chemical Corporation
    Inventor: Frank Wu
  • Patent number: 4265907
    Abstract: 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: Grant
    Filed: December 31, 1979
    Date of Patent: May 5, 1981
    Assignee: Mobil Oil Corporation
    Inventor: Jill H. Paul
  • Patent number: 4263219
    Abstract: 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: Grant
    Filed: February 21, 1979
    Date of Patent: April 21, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Fumio Fujita, Hiroshi Kishida, Nobushige Itaya, Ichiki Takemoto
  • Patent number: 4260411
    Abstract: 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: Grant
    Filed: March 12, 1979
    Date of Patent: April 7, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ryo Yoshida, Ichiki Takemoto, Seizo Sumida, Katsuzo Kamoshita
  • Patent number: 4258187
    Abstract: 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: Grant
    Filed: November 13, 1978
    Date of Patent: March 24, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William J. Middleton
  • Patent number: 4255183
    Abstract: The invention is 3-(4-crotyloxyphenyl)-1,1-dimethyl urea herbicidal compounds.
    Type: Grant
    Filed: June 15, 1978
    Date of Patent: March 10, 1981
    Assignee: Hokko Chemical Industry Co., Ltd.
    Inventors: Hiroshi Ohyama, Sanae Takada, Yoshihisa Watanabe, Jyotaroh Tamura, Iwao Taketomi
  • Patent number: 4254268
    Abstract: 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: Grant
    Filed: June 22, 1978
    Date of Patent: March 3, 1981
    Assignee: American Cyanamid Company
    Inventor: Henry L. Strong
  • Patent number: 4252804
    Abstract: 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: Grant
    Filed: January 13, 1978
    Date of Patent: February 24, 1981
    Assignee: Metabio-Joullie
    Inventors: Maurice Joullie, Gabriel Maillard, Lucien Lakah, Christian J. M. Warolin
  • Patent number: 4249938
    Abstract: 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: Grant
    Filed: June 27, 1978
    Date of Patent: February 10, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ichiki Takemoto, Seizo Sumida, Ryo Yoshida, Katsuzo Kamoshita