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    PROCESS FOR PRODUCING 1,2,4-TRIAZIN-5-ONE DERIVATIVES
    62.
    发明专利
    PROCESS FOR PRODUCING 1,2,4-TRIAZIN-5-ONE DERIVATIVES 未知

    公开(公告)号：HU175069B

    公开(公告)日：1980-05-28

    申请号：HUDE000970

    申请日：1978-07-21

    Applicant: DEGUSSA

    Inventor： KLENK HERBERT ,  SCHWARZE WERNER ,  LEUCHTENBERGER WOLFGANG

    IPC: C07D253/06 ,  A01N43/707 ,  C07D253/075

    Abstract: 1,2,4-triazin-5-one compounds of the general formula (I) (I) where R is are prepared by reacting a compound of general formula (II) (II) in which R is defined above with either (a) a tertiary alcohol of general formula (III) HO-R'(III) in which R' is a t-alkyl group having 4 to 18 carbon atoms, especially t-amyl or t-octyl or preferably t-butyl or (b) an alkene of general formula (IV) (IV) in which R1 and R2 are the same or different and are hydrogen or an alkyl group and R3 and R4 are the same or different and wherein the alkyl groups in each case can be 1 to 15 carbon atoms and wherein preferably R1 and R2 are hydrogen and R3 and R4 each are methyl to form an alpha -ketocarboxylic acid amide of general formula (V) (V) and this, in a given case after previous saponification to the free acid, condensed with thiocarbohydrazide to form a 1,2,4-triazin-5-one compound of general formula (VI) (VI) and then the mercapto group is methylated.

    63.
    发明专利
    未知

    公开(公告)号：DD137926A5

    公开(公告)日：1979-10-03

    申请号：DD20679378

    申请日：1978-07-18

    Applicant: DEGUSSA

    Inventor： KLEEMANN AXEL ,  KLENK HERBERT ,  OFFERMANN HERIBERT ,  SCHERBERICH PAUL ,  SCHWARZE WERNER

    IPC: A01N25/00 ,  A01P3/00 ,  A01P13/00 ,  C07C67/00 ,  C07C231/00 ,  C07C231/06 ,  C07C231/08 ,  C07C235/72 ,  C07D307/54 ,  C07C103/34

    Abstract: Compounds are prepared of the formula (I) where R' is a t-alkyl group having 4 to 18 carbon atoms, preferably t-butyl, t-amyl or t-octyl and R is a straight or branched chain alkyl group with 1 to 18 carbon atoms, preferably 1 to 10 carbon atoms or an alkyl group substituted with one or more phenyl group or a halogen atom, particularly a chlorine atom, or a cycloalkyl group with 3 to 8 carbon atoms, particularly cyclopropyl, which can be substituted by one or more 1 to 3 carbon atom alkyl groups or one or more halogen atoms, preferably chlorine, or phenyl or naphthyl or a five membered heterocyclic group or such phenyl, naphthyl or heterocyclic group substituted by halogen atoms, nitro groups, alkyl or alkoxy with 1 to 5 carbon atoms by condensing in acid medium an acyl cyanide of the formula R-CO-CN (II) where R is as defined above with either (a) a tertiary alcohol of the formula HO-R'(III) in which R' is as defined above, or preferably (b) an alkene of the formula (IV) where R1 and R2 are the same or different and are hydrogen or an alkyl group and wherein R3 and R4 are the same or different and wherein the alkyl groups in each case can be 1 to 15 carbon atoms. Some of the compounds are new. They are useful as intermediates for synthesizing herbicides and can be used directly as fungicides.

    67.
    发明专利
    未知

    公开(公告)号：DD130240A5

    公开(公告)日：1978-03-15

    申请号：DD19930277

    申请日：1977-06-03

    Applicant: DEGUSSA

    Inventor： KLENK HERBERT ,  OFFERMANNS HERIBERT ,  SCHWARZE WERNER

    IPC: C07C67/00 ,  C07C253/00 ,  C07C253/14 ,  C07C255/16 ,  C07C255/17 ,  C07C255/18 ,  C07C255/31 ,  C07C255/40 ,  C07C255/45 ,  C07C255/53 ,  C07C255/56 ,  C07D307/06 ,  C07D307/38 ,  C07D307/46 ,  C07D307/54 ,  C07D307/56 ,  C07D333/16 ,  F28F3/00 ,  C07C121/34 ,  C07C121/76

    Abstract: There are prepared acyl cyanides of the formula (I) where R is a straight or branched chain alkyl group having 1 to 18 carbon atoms, preferably 1 to 10 carbon atoms, and which also can be substituted by one or more phenyl groups or halogen atoms, preferably chlorine, or R is preferably a cycloalkyl group having 3 to 8 carbon atoms, preferably cyclopropyl, which can have one or more 1 to 3 carbon atom alkyl or halogen, preferably chlorine, substituents wherein in all of the above set forth substitutions the halogen atoms and the phenyl groups are not on the carbon atom adjacent to the carbonyl group or R is a substituted phenyl group, a naphthyl group, a substituted naphthyl group or a five membered heterocyclic group, e.g., furyl, thienyl or alkyl substituted thienyl, wherein the substituents on the phenyl or naphthyl are halogen atoms, nitro groups or alkyl or alkoxy groups having 1 to 5 carbon atoms. The process comprises reacting an acyl halide of the formula R - Co - Hal (II) in which R is as defined above and Hal is a chlorine or bromine atom, with CuCN at a temperature of about 50 DEG to 180 DEG C in the presence of a carboxylic acid nitrile inert under the reaction conditions, there being employed about 1 to 10 parts by weight of the carboxylic acid nitrile and about 0.5 to 20 parts by weight of at least one organic solvent which is inert under the reaction conditions. Certain of the compounds are novel per se.

    SUBSTITUTING CHLORINE ELEMENTS OF CYANURIC CHLORIDE %A<
    69.
    发明专利
    SUBSTITUTING CHLORINE ELEMENTS OF CYANURIC CHLORIDE %A< 未知

    公开(公告)号：AU1103776A

    公开(公告)日：1977-08-18

    申请号：AU1103776

    申请日：1976-02-12

    Applicant: DEGUSSA

    Inventor： HASCHKE HEINZ ,  SCHREYER GERD ,  SCHWARZE WERNER ,  SUCHSLAND HELMUT

    IPC: C07D251/50 ,  C07D251/44

    Abstract: There is provided a process, preferably continuous and in a given case successive, substitution of one or two chlorine atoms of cyanuric chloride by one or two amines, which may be the same or different, in the presence of an acid acceptor and in the presence of an organic solvent, particularly for the production of 2-alkylamino-4,6-dichloro and preferably for the production of 2,4-di(alkylamino)-6-chloro-s-triazines wherein there is added 1.00 to 1.05 mole, preferably 1.00 to 1.03 mole of a first amine to a 4.5 to 50 weight % suspension or solution of cyanuric chloride in a mixture of 65 to 85 weight % of xylene, toluene, ethylbenzene, benzene and/or an aliphatic or cycloaliphatic hydrocarbon with 5 to 10 carbon atoms (toluene being preferred) and 35 to 15 weight % of a ketone with 3 to 8 carbon atoms, preferably acetone, while maintaining the temperature between about 0 and about 20 DEG C, preferably about 10 to 18 DEG C., continuously so regulating the pH value of the reaction mixture obtained in accordance with the reaction time by addition of alkali and in a given case, water so that this corresponds to a point within the area bounded by lines ABCD of FIG. 1, which runs through the area beginning with the reaction time t,(step 1)= 0 until reaching a position in the area bounded by the lines BCEF and after reaching a pH of 7.0, preferably 7.2 maintains a temperature of about 10 DEG to about 60 DEG C., preferably about 25 DEG to 40 DEG C., after addition of 0.96 to 1.05, preferably 0.98 to 1.02 equivalents of alkali per mole of cyanuric chloride, adding at least an equimolar amount, preferably 1.00 to 1.02 mole of the second amine per mole of cyanuric chloride and continuously so adjusting the pH value of the reaction mixture obtained depending on the reaction time by addition of alkali that this corresponds to a point within the area which is defined by lines GHIJ in FIG. 3 which passes through the band beginning with the reaction time t(step 2)= 0 of the second reaction step until reaching a position in the area bounded by the lines HIKL and thereby maintaining a temperature of 40 to 70 DEG C., preferably 45 DEG to 55 DEG C. and thereafter working up the product in known manner wherein t1 is a time of 4 to 10 hours, preferably about 7 hours and t2 is a time of 2 to 8 hours, preferably about 6 hours and wherein the B C corresponds to the equation, pH = -(12.6/t1)+ 14.35 and the line H I corresponds to the equation pH = -(24,857/t2)+ 23.9285. There are also disclosed novel, purified mono and bis alkylamino-cyanoalkylalkylamino - s - triazines.

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