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    N-Substituted .alpha.-ketocarboxylic acid amides
    11.
    发明授权
    N-Substituted .alpha.-ketocarboxylic acid amides 失效
    N-取代的α-酮羧酸酰胺

    公开(公告)号：US4228082A

    公开(公告)日：1980-10-14

    申请号：US56084

    申请日：1979-07-09

    申请人： Axel Kleemann ,  Herbert Klenk ,  Heribert Offermanns ,  Paul Scherberich ,  Werner Schwarze

    发明人： Axel Kleemann ,  Herbert Klenk ,  Heribert Offermanns ,  Paul Scherberich ,  Werner Schwarze

    IPC分类号： A01N25/00 ,  A01P3/00 ,  A01P13/00 ,  C07C67/00 ,  C07C231/00 ,  C07C231/06 ,  C07C231/08 ,  C07C235/72 ,  C07D307/54 ,  C07C103/737 ,  C07C103/76

    CPC分类号： C07D307/54

    摘要： Compounds are prepared of the formula ##STR1## 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 formulaR--CO--CN (II)where R is as defined above with either(a) a tertiary alcohol of the formulaHO--R' (III) in which R' is as defined above, or preferably(b) an alkene of the formula ##STR2## where R.sub.1 and R.sub.2 are the same or different and are hydrogen or an alkyl group and wherein R.sub.3 and R.sub.4 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.

    摘要翻译： 化合物由式（I）制备，其中R'是具有4至18个碳原子的叔烷基，优选叔丁基，叔戊基或叔辛基，R是直链或支链烷基 具有1至18个碳原子，优选1至10个碳原子的烷基或被一个或多个苯基或卤素原子，特别是氯原子或具有3至8个碳原子的环烷基特别是环丙基取代的烷基，其可以 被一个或多个1至3个碳原子的烷基或一个或多个卤素原子，优选氯，或苯基或萘基或五元杂环基或被卤素原子取代的苯基，萘基或杂环基，硝基，烷基 或具有1至5个碳原子的烷氧基，通过在酸性介质中缩合式R-CO-CN（II）的酰基氰，其中R如上定义，与（a）式HO-R'（III ），其中R'如上所定义，或优选（b）下式的烯烃（I） V）其中R 1和R 2相同或不同并且是氢或烷基，并且其中R 3和R 4相同或不同，并且其中每种情况下的烷基可以是1至15个碳原子。 一些化合物是新的。 它们可用作合成除草剂的中间体，可直接用作杀真菌剂。

    Process for the production of N-substituted .alpha.-ketocarboxylic acid amides
    12.
    发明授权
    Process for the production of N-substituted .alpha.-ketocarboxylic acid amides 失效
    制备N-取代的α-酮羧酸酰胺的方法

    公开(公告)号：US4224226A

    公开(公告)日：1980-09-23

    申请号：US926322

    申请日：1978-07-20

    申请人： Axel Kleemann ,  Herbert Klenk ,  Heribert Offermanns ,  Paul Scherberich ,  Werner Schwarze

    发明人： Axel Kleemann ,  Herbert Klenk ,  Heribert Offermanns ,  Paul Scherberich ,  Werner Schwarze

    IPC分类号： A01N25/00 ,  A01P3/00 ,  A01P13/00 ,  C07C67/00 ,  C07C231/00 ,  C07C231/06 ,  C07C231/08 ,  C07C235/72 ,  C07D307/54 ,  C07C102/08

    CPC分类号： C07D307/54

    摘要： Compounds are prepared of the formula ##STR1## 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 groups 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 formulaR--CO--CN (II)where R is as defined above with either(a) a tertiary alcohol of the formulaHO--R' (III) in which R' is as defined above, or preferably(b) an alkene of the formula ##STR2## where R.sub.1 and R.sub.2 are the same or different and are hydrogen or an alkyl group and wherein R.sub.3 and R.sub.4 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.

    摘要翻译： 化合物由式（I）制备，其中R'是具有4至18个碳原子的叔烷基，优选叔丁基，叔戊基或叔辛基，R是直链或支链烷基 具有1至18个碳原子，优选1至10个碳原子的烷基或被一个或多个苯基或卤素原子，特别是氯原子或具有3至8个碳原子的环烷基，特别是环丙基取代的烷基，其可以 被一个或多个1至3个碳原子的烷基或一个或多个卤素原子，优选氯，或苯基或萘基或五元杂环基或被卤素原子取代的苯基，萘基或杂环基，硝基，烷基 或具有1至5个碳原子的烷氧基，通过在酸性介质中缩合式R-CO-CN（II）的酰基氰，其中R如上定义，与（a）式HO-R'（III ），其中R'如上所定义，或优选（b）式“IMAGE”（ IV）其中R 1和R 2相同或不同并且是氢或烷基，并且其中R 3和R 4相同或不同，并且其中每种情况下的烷基可以是1至15个碳原子。 一些化合物是新的。 它们可用作合成除草剂的中间体，可直接用作杀真菌剂。

    Process for the production of substituted pyridine (A)
    15.
    发明授权
    Process for the production of substituted pyridine (A) 失效
    制备取代吡啶（A）的方法

    公开(公告)号：US4175195A

    公开(公告)日：1979-11-20

    申请号：US830984

    申请日：1977-09-06

    申请人： Helmut Beschke ,  Heinz Friedrich ,  Heribert Offermanns

    发明人： Helmut Beschke ,  Heinz Friedrich ,  Heribert Offermanns

    IPC分类号： C07D213/12 ,  C07D213/22 ,  C07D405/04 ,  C07D409/04

    CPC分类号： C07D213/22 ,  C07D213/12

    摘要： Pyridines substituted in the 2-position by an aromatic or heteroaromatic group are prepared by reacting an aliphatic aromatic or aliphatic heteroaromatic ketone with an aliphatic oxo compound having a carbon to carbon ethylenic double bond on the carbon atom adjacent to the oxo group and ammonia in the presence of a dehydrating and dehydrogenating catalyst at a temperature of about 250.degree. to 550.degree. C.

    摘要翻译： 通过芳族或杂芳族基团在2位上取代的吡啶通过使脂族芳族或脂族杂芳族酮与在与氧代基相邻的碳原子上具有碳 - 碳烯键式双键的脂族氧代化合物和氨在 在约250℃至550℃的温度下存在脱水和脱氢催化剂。

    6-Aza-3H-1,4-benzodiazepines
    16.
    发明授权
    6-Aza-3H-1,4-benzodiazepines 失效
    6-氮杂-3H-1,4-苯并二氮杂

    公开(公告)号：US4008223A

    公开(公告)日：1977-02-15

    申请号：US507605

    申请日：1974-09-19

    申请人： Walter Von Bebenburg ,  Heribert Offermanns

    发明人： Walter Von Bebenburg ,  Heribert Offermanns

    IPC分类号： C07D471/04

    摘要： There are produced 6-aza-3H-1, 4-benzodiazepines and 6-aza-1,2-dihydro-3H-1,4-benzodiazepines of the formula ##STR1## where R.sub.1 is a halogen, R.sub.2 and R.sub.3 are hydrogen, halogen, trifluoromethyl, nitro, nitrile, hydroxy, lower alkyl, lower alkoxy, R.sub.4 is hydrogen, hydroxyl, hydroxyl acylated with a mono or dicarboxylic aid of 2 to 6 carbon atoms, lower alkoxy, lower alkyl, benzyl, lower aliphatic acyl, carboxy or carb-lower alkoxy, Z is nitrogen or NO, R.sub.5 is hydrogen, lower alkyl, lower alkyl substituted with cycloalkyl of 3 to 6 carbon atoms, lower alkenyl, cycloalkyl of 3 to 6 carbon atoms , lower hydroxyalkyl, benzyl, aliphatic acyl of 2 to 6 carbon atoms aminoalkyl of 2 to 7 carbon atoms, mono or di lower alkyl substituted aminoalkyl of 2 to 7 carbon atoms, lower alkyl substituted with 5 to 7 membered N-heterocyclic ring, containing 0 to 1 additional nitrogen or oxygen atoms, and A is oxygen, sulfur, =NR.sub.5, =NOR.sub.5, =NH-NHR.sub.5 or two hydrogen atoms and the --N(R.sub.5)--C--(=A)-- can also be in the tautomeric form --N=C(AR.sub.5) 13 and pharmacologically acceptable salts thereof. The compounds have spasmolytic, antiphlogistic and tranquilizer activity.

    摘要翻译： 产生式“IMAGE”的6-氮杂-3H-1,4-苯并二氮杂和6-氮杂-1,2-二氢-3H-1,4-苯并二氮杂其中R 1是卤素，R 2和R 3是氢， 卤素，三氟甲基，硝基，腈，羟基，低级烷基，低级烷氧基，R 4是氢，羟基，用2至6个碳原子的单或二羧酸酰化的羟基，低级烷氧基，低级烷基，苄基，低级脂族酰基，羧基 或碳 - 低级烷氧基，Z为氮或NO，R5为氢，低级烷基，被3至6个碳原子的环烷基取代的低级烷基，低级烯基，3至6个碳原子的环烷基，低级羟基烷基，苄基，脂族酰基 2至6个碳原子，2至7个碳原子的氨基烷基，2至7个碳原子的一或二低级烷基取代的氨基烷基，由5至7元N-杂环取代的低级烷基，含有0至1个额外的氮或氧原子， 并且A是氧，硫，= NR5，= NOR5，= NH-NHR5或两个氢原子，-N（R5）-C-（= A） - 也可以是τ 多晶型-N = C（AR5）13及其药理学上可接受的盐。 这些化合物具有解痉，消炎和镇静作用。

    Process for the production of acyl cyanides (B)
    20.
    发明授权
    Process for the production of acyl cyanides (B) 失效
    酰基氰生产工艺（二）

    公开(公告)号：US4108875A

    公开(公告)日：1978-08-22

    申请号：US802942

    申请日：1977-06-02

    申请人： Herbert Klenk ,  Heribert Offermanns ,  Werner Schwarze

    发明人： Herbert Klenk ,  Heribert Offermanns ,  Werner Schwarze

    IPC分类号： C07C253/14 ,  B01J23/00 ,  B01J27/00 ,  C07B61/00 ,  C07C67/00 ,  C07C253/00 ,  C07C255/17 ,  C07C255/18 ,  C07C255/31 ,  C07C255/40 ,  C07C255/45 ,  C07C255/53 ,  C07C255/56 ,  C07D307/06 ,  C07D307/54 ,  C07D307/56 ,  C07D333/04 ,  C07D333/22 ,  C07D333/24 ,  C07D307/36 ,  C07C57/00 ,  C07C63/06

    CPC分类号： C07C255/00 ,  C07C253/14 ,  C07D307/54 ,  C07D333/24

    摘要： There are prepared acyl cyanides of the formula ##STR1## 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 formulaR--CO--Hal (II)in which R is as defined above and Hal is a chlorine or bromine atom, with a mixture consisting of about 0.1 to 5 equivalents of the alkali metal cyanide and about 0.05 to 2 equivalents of the copper (I) salt at a temperature of about 50.degree. to 180.degree. C in the presence of a carboxylic acid nitrile inert under the reaction conditions employed. Certain of the compounds are novel per se.

    摘要翻译： 制备式（I）的酰基氰化物，其中R是具有1至18个碳原子，优选1至10个碳原子的直链或支链烷基，并且也可被一个或多个苯基取代 或卤素原子，优选氯，或R优选为具有3至8个碳原子的环烷基，优选环丙基，其可以具有一个或多个1至3个碳原子的烷基或卤素，优选氯，取代基，其中在上述所有 卤素原子和苯基不在与羰基相邻的碳原子上，或者R是取代的苯基，萘基，取代的萘基或五元杂环基，例如呋喃基，噻吩基或烷基 取代的噻吩基，其中苯基或萘基上的取代基是卤素原子，硝基或具有1-5个碳原子的烷基或烷氧基。 该方法包括使式R-CO-Hal（II）的酰卤，其中R如上定义，Hal是氯或溴原子，与由约0.1至5当量的碱金属氰化物和 在约50至180℃的温度下，在所用反应条件下在惰性的羧酸腈存在下，约0.05-2当量的铜（I）盐。 某些化合物本身是新颖的。