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    Formylaminophenylsulfonylureas, preparation processes and use as herbicides and plant growth regulators
    31.
    发明授权
    Formylaminophenylsulfonylureas, preparation processes and use as herbicides and plant growth regulators 失效
    甲酰氨基苯基磺酰脲，制备方法和用作除草剂和植物生长调节剂

    公开(公告)号：US5747421A

    公开(公告)日：1998-05-05

    申请号：US453978

    申请日：1995-05-30

    Applicant: Gerhard Schnabel ,  Lothar Willms ,  Klaus Bauer ,  Hermann Bieringer ,  Christopher Rosinger

    Inventor： Gerhard Schnabel ,  Lothar Willms ,  Klaus Bauer ,  Hermann Bieringer ,  Christopher Rosinger

    IPC: C07D251/16 ,  A01N47/36 ,  C07D239/42 ,  C07D251/46 ,  C07D251/50 ,  C07D405/12 ,  C07D521/00 ,  C07D239/69 ,  A01N43/54

    CPC classification number: C07D521/00 ,  A01N47/36

    Abstract: Formylaminophenylsulfonylureas; processes for their preparation, and their use as herbicides and plant growth regulators Compounds of the formula (I) ##STR1## in which R.sup.1 is H, a substituted or unsubstituted hydrocarbon radical or an unsubstituted or substituted heterocyclic radical, R.sup.2 is H, (C.sub.1 -C.sub.6)-alkyl or (C.sub.1 -C.sub.6)-alkoxy, R.sup.3 is halogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkoxy, (C.sub.1 -C.sub.6)-haloalkyl, (C.sub.1 -C.sub.6)-haloalkoxy, NO.sub.2, CN, NH.sub.2, (C.sub.1 -C.sub.4) -mono- or dialkylamino, each independently of other radicals R.sup.3 if n is 2 or 3, n is 0, 1, 2 or 3, W is an oxygen atom or a sulfur atom, X and Y independently of one another are halogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkoxy or (C.sub.1 -C.sub.6)-alkylthio, each of the three last-mentioned radicals being unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4)-alkoxy and (C.sub.1 -C.sub.4)-alkylthio, or are (C.sub.3 -C.sub.6)-cycloalkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, (C.sub.2 -C.sub.6)-alkenyloxy, (C.sub.2 -C.sub.6)-alkynyloxy, mono- or di�(C.sub.1 -C.sub.4 -alkyl)!amino, and Z is CH or N, are suitable as herbicides and plant growth regulators. The compounds (I) can be prepared by processes analogous to known processes whereby some novel intermediates of formula (II) are used.

    Abstract translation: 甲酰氨基苯基磺酰脲 其制备方法及其作为除草剂和植物生长调节剂的用途式（I）取代烃基或未取代或取代的杂环基的化合物，R2是H，（C1-C6） - 烷基或（C1-C6） - 烷氧基，R 3为卤素，（C 1 -C 6） - 烷基，（C 1 -C 6） - 烷氧基，（C 1 -C 6） - 卤代烷基，（C 1 -C 6） - 卤代烷氧基，NO 2，CN，NH 2，（C 1 -C 4） 单或二烷基氨基，如果n为2或3，各自独立地为其它基团，n为0,1,2或3，W为氧原子或硫原子，X和Y彼此独立地为卤素，（C1 （C 1 -C 6） - 烷基，（C 1 -C 6） - 烷氧基或（C 1 -C 6） - 烷硫基，三个最后提到的基团中的每一个是未取代的或被一个或多个选自卤素，（C1- 或（C 1 -C 6） - 烷硫基，或者是（C 3 -C 6） - 环烷基，（C 2 -C 6） - 烯基，（C 2 -C 6） - 炔基，（C 2 -C 6） - 炔基氧基，（C 2 -C 6） C6） - 炔氧基，单或二[（C1-C4烷基）]氨基，Z为CH或N，适合作为除草剂和植物生长调节剂。 化合物（I）可以通过类似于已知方法的方法制备，由此使用一些新的式（II）中间体。

    Fluoromethylsulfonyl-substituted pyridylsulfonylureas as herbicides, process for their preparation, and their use
    34.
    发明授权
    Fluoromethylsulfonyl-substituted pyridylsulfonylureas as herbicides, process for their preparation, and their use 失效
    氟甲基磺酰基取代的吡啶基磺酰脲作为除草剂，其制备方法及其应用

    公开(公告)号：US5663118A

    公开(公告)日：1997-09-02

    申请号：US224324

    申请日：1994-04-07

    Applicant: Heinz Kehne ,  Lothar Willms ,  Klaus Bauer ,  Hermann Bieringer

    Inventor： Heinz Kehne ,  Lothar Willms ,  Klaus Bauer ,  Hermann Bieringer

    IPC: A01N47/36 ,  C07D401/12 ,  C07D521/00 ,  A01N43/54

    CPC classification number: C07D521/00 ,  A01N47/36 ,  C07D401/12

    Abstract: Fluoromethylsulfonyl-substituted pyridylsulfonylureas as herbicides, process for their preparation, and their use.Compounds of the formula (II) or salts thereof, ##STR1## R.sup.1 is hydrogen, methyl or ethyl, Z is CH or N and one of the radicals X and Y is halogen, (C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy, OCHF.sub.2 or CF.sub.3 and the other one of the radicals X and Y is (C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy or OCHF.sub.2, are suitable as selective herbicides for use in crops.They can be prepared by the process as claimed in claim 4, in which, in some cases, intermediates of the formula (III) are employed: ##STR2##

    Abstract translation: 氟甲基磺酰基取代的吡啶基磺酰脲作为除草剂，其制备方法及其应用。 式（II）化合物或其盐，其中R 1是氢，甲基或乙基，Z是CH或N，基团X和Y之一是卤素，（C1-C2）烷基，（C1 -C2）烷氧基，OCHF2或CF3，基团X和Y中的另一个为（C1-C2）烷基，（C1-C2）烷氧基或OCHF2，可用作作物中的选择性除草剂。 它们可以通过权利要求4所述的方法制备，其中在一些情况下使用式（III）的中间体：其中（III）

    Process for the preparation of N-alkylsulfonylaminosulfonylureas
    37.
    发明授权
    Process for the preparation of N-alkylsulfonylaminosulfonylureas 失效
    制备N-烷基磺酰氨基脲的方法

    公开(公告)号：US5157121A

    公开(公告)日：1992-10-20

    申请号：US731460

    申请日：1991-07-17

    Applicant: Stephen Lachhein ,  Lothar Willms

    Inventor： Stephen Lachhein ,  Lothar Willms

    IPC: A01N43/54 ,  A01N47/36 ,  C07D239/42 ,  C07D239/47 ,  C07D239/48 ,  C07D239/52 ,  C07D521/00

    CPC classification number: C07D521/00

    Abstract: Known herbicides of the formula (I) ##STR1## in which R.sup.1 is alkyl, alkenyl or alkynyl, which are optionally substituted by halogen, alkoxy or alkoxycarbonyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3 and R.sup.4 are H or alkyl,R.sup.5 and R.sup.6 are H, alkyl or alkoxy, each of which can be substituted by halogen, alkoxy or alkylthio, or are halogen, alkylthio, alkylamino or dialkylamino,or, if R.sup.2 or R.sup.3 is H, their salts with bases, can be obtained when compounds of the formula IIR.sup.1 --SO.sub.2 --NR.sup.2 --SO.sub.2 --NR.sup.3 --CO--OR.sup.7(II)in whichR.sup.1, R.sup.2 and R.sup.3 are as defined above,are reacted with compounds of the formula III ##STR2## in which R.sup.4, R.sup.5 and R.sup.6 are as defined above andR.sup.7 is alkyl, haloalkyl or optionally substituted phenyl,in an inert organic solvent, to give the compounds of the formula I.

    Abstract translation: 式（I）的已知除草剂其中R 1为任选被卤素，烷氧基或烷氧基羰基取代的烷基，烯基或炔基，R 2为H，烷基，烯基，炔基或环烷基，R 3和R 4 卤素，烷硫基，烷基氨基或二烷基氨基，或者如果R2或R3是H，则它们的盐与 当其中R 1，R 2和R 3如上定义的式IIR 1 -SO 2 -NR 2 -SO 2 -NR 3 -CO-OR 7（II）的化合物与式III化合物反应时，可以得到碱。 （III）其中R4，R5和R6如上定义，R7是烷基，卤代烷基或任选取代的苯基，在惰性有机溶剂中，得到式I化合物。

    Process for the preparation of aminopyrimidines
    39.
    发明授权
    Process for the preparation of aminopyrimidines 失效
    氨基嘧啶的制备方法

    公开(公告)号：US5070201A

    公开(公告)日：1991-12-03

    申请号：US601224

    申请日：1990-10-22

    Applicant: Stephen Lachhein ,  Lothar Willms

    Inventor： Stephen Lachhein ,  Lothar Willms

    IPC: C01C3/16 ,  C07D239/52 ,  C07D239/56 ,  C07D239/58

    CPC classification number: C07D239/56 ,  C07D239/52 ,  C07D239/58

    Abstract: Aminopyrimidines of the formula (I) ##STR1## in which X and Y are in each case oxygen or sulfur andR.sup.1, R.sup.2 are independently of one another (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy-(C.sub.1 -C.sub.2)alkyl or halo(C.sub.1 -C.sub.4)alkyl,are intermediates for the preparation of herbicides from the sulfonylurea group. According to the invention, compounds of the formula I can be prepared in a one-step process without pH control, which comprises the reaction of a propanediimidate of the formulaR.sup.1 X--C(.dbd.NH)--CH.sub.2 --C(.dbd.NH)--YR.sup.2or its salt with an alkali metal or alkaline earth metal salt of the cyanamide, in which a solution of the compounds in an alcohol of the formula R.sup.4 --OH, in which R.sup.4 is (C.sub.1 -C.sub.6)alkyl, or, simultaneously, separate solutions of the compounds in each case in an alcohol R.sup.4 --OH are added to an inert organic solvent which is higher-boiling in comparison to the alcohol at temperatures above 100.degree. C. with simultaneous removal of the alcohol by distillation.

    Abstract translation: 其中X和Y各自为氧或硫，R1，R2彼此独立地为（C1-C4）烷基，（C1-C4）烷氧基 - （C1-C2）烷基） ）烷基或卤代（C 1 -C 4）烷基是用于从磺酰脲基团制备除草剂的中间体。 根据本发明，式I化合物可以在没有pH控制的一步法中制备，其包括式R1X-C（= NH）-CH2-C（= NH）-YR2的丙二酰亚胺酸酯 或其盐与氨基氰的碱金属或碱土金属盐，其中化合物在式R 4 -OH的醇中的溶液，其中R 4是（C 1 -C 6）烷基，或同时分离溶液 在各种情况下，在醇R 4 -OH中的化合物加入惰性有机溶剂中，与醇在高于100℃的温度下相比，沸点更高，同时通过蒸馏除去醇。

    N-acyl-2-amino acid amides containing phosphinic esters, process for their preparation, and N-acyl-2-amino acids nitriles as precursors
    40.
    发明授权
    N-acyl-2-amino acid amides containing phosphinic esters, process for their preparation, and N-acyl-2-amino acids nitriles as precursors 失效
    含有次膦酸酯的N-酰基-2-氨基酸酰胺，其制备方法和N-酰基-2-氨基酸腈作为前体

    公开(公告)号：US5051525A

    公开(公告)日：1991-09-24

    申请号：US474148

    申请日：1990-02-02

    Applicant: Lothar Willms

    Inventor： Lothar Willms

    IPC: C07F9/30 ,  C07F9/32 ,  C12P13/04 ,  C12P41/00

    CPC classification number: C12P41/00 ,  C07F9/301 ,  C07F9/3211 ,  C12P13/04

    Abstract: N-acyl-2-amino acid amides containing phosphinic esters, process for their preparation, and N-acyl-2-amino acid nitriles as precursorsPhosphorus-containing N-acyl-2-amino acid amides of the general formula (I) ##STR1## where R.sup.1 is alkyl, optionally substituted by halogen or alkoxy, or is benzyl or phenyl, each of which is optionally substituted by alkyl, alkoxy, halogen, nitro or CF.sub.3, or is cycloalkyl, andR.sup.2 is H, or alkyl, optionally substituted by halogen or alkoxy, or is (CH.sub.2).sub.n -phenyl, optionally substituted in the phenyl ring by alkyl, alkoxy, halogen, nitro or CF.sub.3, where n=0, 1, 2 or 3,are valuable intermediates for the preparation of L-phosphinothricin by enzymatic cleavage, and can be obtained from the corresponding N-acyl-2-amino acid nitrile by selective acid hydrolysis.

    Abstract translation: 含有次膦酸酯的N-酰基-2-氨基酸酰胺，其制备方法和N-酰基-2-氨基酸腈作为前体通式（I）的含磷N-酰基-2-氨基酸酰胺< （I）其中R 1是烷基，任选地被卤素或烷氧基取代，或是苄基或苯基，其各自任选被烷基，烷氧基，卤素，硝基或CF 3取代，或者是环烷基，并且R 2是H或 烷基，任选被卤素或烷氧基取代，或是（CH 2）n - 苯基，其任选在苯环中被烷基，烷氧基，卤素，硝基或CF 3取代，其中n = 0,1,2或3是有价值的中间体 通过酶切制备L-膦丝菌素，可以通过选择性酸水解从相应的N-酰基-2-氨基酸腈获得。

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