2, 3-dimercaptoquinoxaline derivatives
    25.
    发明授权
    2, 3-dimercaptoquinoxaline derivatives 失效
    2,3-二巯基喹喔啉衍生物

    公开(公告)号:US3091613A

    公开(公告)日:1963-05-28

    申请号:US82382559

    申请日:1959-06-30

    Applicant: BAYER AG

    Abstract: The invention comprises 2,3-dimercapto-quinoxalines of the general formula: wherein R represents a hydrogen or halogen atom or a nitro, trifluoromethyl, C1-C4 alkyl or C1-C4 alkoxy radical; R1 represents a hydrogen atom or a hydroxy, alkyl, cycloalkyl, aryl, chloroaryl, aralkyl, alkylsulphonyl, arylsulphonyl or primary or secondary amino radical; and R2 represents a hydrogen atom or an acyl, alkyl, cycloalkyl, aralkyl, aryl, alkoxy, alkylmercapto, arylmercapto or a primary or secondary amino radical. They may be prepared by reacting a 2,3-dimercapto-quinoxaline of the general formula: or an alkali metal or ammonium salt thereof, with a compound of the general formula: in an aqueous or aqueous organic medium at -20 DEG to + 100 DEG C. and preferably in the presence of an acid-binding agent. The compounds of the formula: wherein R1 and R2 represent alkyl, cycloalkyl, aryl, chloroaryl or aralkyl radicals, may also be prepared by reacting the 2,3-dimercapto-quinoxaline starting material specified above with two molecules of a carbodiimide of the general formula: R1-N=C=N-R2. Several examples are given and the compounds of the invention are stated to be pest control agents (see Division A5).ALSO:Compounds of the general formula wherein R represents a hydrogen or halogen atom or a nitro, trifluoromethyl, C1 to C4 alkyl or C1-C4 alkoxy radical; R1 represents a hydrogen atom or a hydroxy, alkyl, cycloalkyl, aryl, chloroaryl, aralkyl, alkylsulphonyl, arylsulphonyl or primary or secondary amino radical; and R2 represents a hydrogen atom or an acyl, alkyl, cycloalkyl, aralkyl, aryl, alkoxy, aryloxy, alkylmercapto, arylmercapto, or primary or secondary amino radical, are stated to be pest control agents which may be employed in admixture with solid or liquid, diluents or carriers.

    -n=n- group-containing isonitriles
    27.
    发明授权
    -n=n- group-containing isonitriles 失效
    -n =含n-基的异腈

    公开(公告)号:US3419540A

    公开(公告)日:1968-12-31

    申请号:US45683565

    申请日:1965-05-18

    Applicant: BAYER AG

    CPC classification number: C25D11/24 C09B43/00 C23C22/83 C25D11/246

    Abstract: The invention comprises isonitriles containing an azo group which are of the formula wherein A1 and A2, which may be the same or different, represent aromatic, arylene-carbonyl or arylene-sulphonyl radicals which may be substituted; X represents a free electron pair, an oxygen atom, or a nitrogen atom connected with A2 to form a ring; and m and n represent 0, 1 or 2, the sum of m and n being 1 or 2; 4-isocyano-azobenzene and 41-isocyano-2,31-dimethyl-azobenzene are disclaimed. They may be obtained by reacting formamides of the formula with water-eliminating acyl halides in the presence of bases. Specified starting materials include 4-formylamino-benzene-sulphonyl-azobenzene, 4-formylamino-benzoylazobenzene, 4-formylamino - 3 - methyl - 5 - ethyl - 41 - nitroazobenzene, 4 - formylamino - 3,5 - diethyl - 31-chloro - azobenzene, 4 - formyl - amino - benzene - 31 - methoxy - azobenzene - 41 - carboxylic acid methyl ester, ammonium 4-formylamino - azobenzene - 41 - sulphonate, 4 - formylamino - 3 - ethoxy - naphthalene - [1 - azo - 3]-(4 - methoxy - phenyl) - ethyl sulphone, 2-formylamino - naphthalene - [1 - azo - 4]-acetophenone, 4 - phenylmercapto - 31 - formylamino - azobenzene and 4 - formylamino - 5,6,7,8 - tetrahydro - naphthalene - [1 - azo - 4]-cyclohexyl-benzene. Specified water-eliminating acyl halides are phosgene, methane-sulphochloride, benzene-sulphochloride, POCl3, POBr3 and cyanuric chloride. Specified bases are trimethyl- and triethylamine, tetramethyl-ethylene diamine, dimethyl-cyclohexylamine, dimethyl - benzylamine, pyridine, quinoline, K2CO3 and potassium tert-butylate. Examples are given for the production of the compounds. The compounds have biocidal properties and may be used as the active constituent of biocidal compositions (see Division A5).ALSO:Biocidal compositions comprise a compound of the formula:- wherein A1 and A2, which may be the same or different, represent aromatic, arylene carbonyl or arylene sulphonyl radicals which may be substituted; X represents a free electron pair, an oxygen atom, or a nitrogen atom connected with A2 to form a ring; and m and n represent 0, 1 or 2, the sum of m and n being 1 or 2 (see Division C2 for preparation) and a solid or liquid diluent or carrier. They may be used in the form of emulsifiable concentrates, spray powders, pastes, soluble powders, dusting agents, granulates or in conjunction with other known active materials conventional solid or liquid carriers are specified. Conventional nonionic and anionic emulsifiers are also specified.

    Phosphoric, phosphonic, phosphinic, thionophosphoric, -phosphonic,-phosphinic acid esters
    30.
    发明授权
    Phosphoric, phosphonic, phosphinic, thionophosphoric, -phosphonic,-phosphinic acid esters 失效
    磷酸,膦酸,次膦酸,硫代磷酸,膦酸, - 次膦酸酯

    公开(公告)号:US3374293A

    公开(公告)日:1968-03-19

    申请号:US42357665

    申请日:1965-01-05

    Applicant: BAYER AG

    Abstract: The invention comprises compounds of the general formula wherein R1 and R11, which may be the same or different, denote C1-C8 alkyl, C1-C8 alkenyl, C1-C4 halogen substituted alkyl, phenyl, halogen substituted phenyl, C1-C4 alkyl substituted phenyl, C1-C4 alkoxy-substituted phenyl, C1-C4 alkylmercapto - substituted phenyl, cyclohexyl, benzyl, C1-C4 alkoxy, C1-C4 halogen-substituted alkoxy, C1-C4 alkylamino, C1-C8 dialkylamino and cyclohexylamino, X is oxygen or sulphur, and R1 and R2 represent hydrogen, alkyl or alkenyl radicals containing up to 4 carbon atoms or, together with the nitrogen atom, form a morpholine, thiomorpholine, pyrrolidine or piperidine residue and wherein the nitro group is ortho or para to the amino or substituted amino group. They may be obtained by reacting (thiono) phosphoric (phosphonic, phosphinic) acid halides of the general formula with nitro substituted amino phenols of the formula wherein R1, R11, R1, R2 and X have the same meaning as indicated above, Hal denotes a halogen atom and the NO2 group being ortho or para to the amino or substituted amino group. The reaction may be carried out in the presence of inert organic solvents, e.g. aliphatic alcohols, ketones and nitriles; aliphatic or aromatic hydrocarbons which may be chlorinated and dimethyl formamide. The reaction is preferably carried out in the presence of acid binding agents such as alkali metal carbonates and alcoholates, and tertiary aliphatic or aromatic amines. Alternatively the reaction may be carried out using alkali metal or ammonium salts of the above nitro-substituted aminophenols as starting materials. It is also possible to start from the hydrohalides of the said phenols, provided that twice the quantity of acid-binding agent is used. The process is preferably carried out at slightly elevated temperatures (40 DEG to 100 DEG C.). Examples are given for the production of compounds where R1 and R11 include methyl, ethyl, methoxy, ethoxy, chloroethoxy, isopropoxy, or dimethyl amino; R1 and R2 are methyl or R1 and R2 together with the nitrogen atom are morpholyl, piperidyl and pyrrolidyl; and X is sulphur or oxygen. The nitro-substituted aminophenols used as starting materials e.g. 3-N,N-dimethylamino-4-nitro-, 3 - pyrrolidino - 4 - nitro- and 3 - N,N - dimethylamino - 2 - nitrophenol, can be obtained by reacting 3-chloro-4-nitro- or 3-chloro-2-nitro-phenol with an aqueous, aqueous-alcoholic or alcoholic solution of a nitrogen containing base of the formula where R1 and R2 have the same meanings as before, at temperatures between 50 DEG and 150 DEG C.ALSO:Pesticidal compositions comprise a solid or liquid carrier or diluent and a phosphorus compound of the general formula: wherein R1 and R11 which may be the same or different represent C1-C8 alkyl, C1-C8 alkenyl, C1-C4 halogen substituted alkyl phenyl, halogen substituted phenyl, C1-C4 alkyl substituted phenyl, C1-C4 alkoxy substituted phenyl, C1-C4 alkylmercapto substituted phenyl, cyclohexyl benzyl, C1-C4 alkoxy, C1-C4 halogen substituted alkoxy, C1-C4 alkylamino, C1-C8 dialkylamino and cyclohexylamino, X is oxygen or sulphur, and R1 and R2 represent hydrogen, alkyl or alkenyl radicals or, together with the nitrogen atom form a morpholine, thiomorpholine, pyrrolidine or piperidine residue and wherein the NO2 group is ortho or para to the amino or substituted amino group (see Division C2). The usual solid carriers are suitable and aliphatic solvents are suitable liquid diluents. In addition the compounds of the above formula may be used in combination with each other and other known insecticides and fertilizers. Examples are given where the active ingredient is mixed with dimethyl formamide and benzyl hydroxy diphenyl polyglycol ether as an emulsifier and applied to aphids, spider mites and caterpillars infesting bean plants and white cabbages.

Patent Agency Ranking