公开(公告)号：US4123253A

公开(公告)日：1978-10-31

申请号：US722305

申请日：1976-09-10

申请人： Helmut Hack ,  Robert R. Schmidt ,  Karlfried Dickore

发明人： Helmut Hack ,  Robert R. Schmidt ,  Karlfried Dickore

IPC分类号： A01N39/02 ,  A01N39/04 ,  A01N43/707 ,  A01P13/00 ,  A01N9/22 ,  A01N9/02

CPC分类号： A01N43/707

摘要： The invention provides herbicidal compositions containing as active ingredients (1) a 1,2,4-triazin-5-(4H)-one derivative of the general formula ##STR1## in which R is amino or isobutylideneamino, and (2) a phenoxyalkanecarboxylic acid of the general formula ##STR2## in which X is methylene or methylmethylene,R.sub.1 is chlorine or methyl andR.sub.2 is hydrogen or chlorine,Which may be in the form of a salt or ester thereof, alone or in admixture with a solid or liquid or liquefied gaseous diluent or carrier;Which combinations provide synergistic weed-killing action against a wide range of weeds in cereals.

摘要翻译： 本发明提供含有作为活性成分的（1）通式为（I）的1,2,4-三嗪-5-（4H） - 酮衍生物的除草组合物，其中R是氨基或异亚氨基氨基，和（ 2）通式为（II）的苯氧亚硬脂酸，其中X是亚甲基或甲基亚甲基，R 1是氯或甲基，R 2是氢或氯，可以是盐或其盐的形式， 或与固体或液体或液体气体稀释剂或载体混合; 哪些组合提供协同杀戮行动，以反对谷物中的宽阔范围。

公开(公告)号：US4846881A

公开(公告)日：1989-07-11

申请号：US168714

申请日：1988-03-16

申请人： Karlfried Dickore ,  Hans-Joachim Santel ,  Robert R. Schmidt ,  Harry Strang

发明人： Karlfried Dickore ,  Hans-Joachim Santel ,  Robert R. Schmidt ,  Harry Strang

IPC分类号： C07D253/06 ,  A01N43/707 ,  C07B61/00 ,  C07D253/075

CPC分类号： C07D253/075 ,  A01N43/707

摘要： Herbicidal 3,4,6-trisubstituted 1,2,4-triazin-5(4H)-ones of the formula ##STR1## in which R.sup.1 represents hydrogen or methyl,R.sup.2 represents amino, methylamino or methyl andR.sup.3 represents methylthio, ethylthio, methylamino, ethylamino, allylamino, dimethylamino, methylethylamino or diethylamino.Novel intermediates therefor are also shown.

摘要翻译： 式“IMAGE”的除草3,4,6-三取代的1,2,4-三嗪-5（4H） - 酮，其中R 1表示氢或甲基，R 2表示氨基，甲氨基或甲基，R 3表示甲硫基，乙硫基， 甲基氨基，乙基氨基，烯丙基氨基，二甲基氨基，甲基乙基氨基或二乙基氨基。 还显示了其新型中间体。

公开(公告)号：US3978068A

公开(公告)日：1976-08-31

申请号：US382243

申请日：1973-07-24

申请人： Karlfried Dickore ,  Wilfried Draber ,  Helmut Timmler ,  Ludwig Eue ,  Robert R. Schmidt

发明人： Karlfried Dickore ,  Wilfried Draber ,  Helmut Timmler ,  Ludwig Eue ,  Robert R. Schmidt

IPC分类号： C07D253/06 ,  A01N43/707 ,  A01N47/40 ,  A01P13/00 ,  C07D405/12 ,  C07D409/12 ,  C07D251/42

CPC分类号： A01N43/707

摘要： Azomethine compounds of 4-amino-5-H-1,2,4-triazin-5-ones of the formula ##SPC1##Wherein:R.sup.1 is alkyl, cycloalkyl or phenyl;R.sup.2 is hydrogen or alkyl;R.sup.3 is alkyl, alkoxy, cycloalkyl, cycloalkenyl, aralkyl, aryl or heteroaryl, or dialkylamino;R.sup.2 and R.sup.3 jointly can be an alkylene bridge, optionally interrupted by a hetero atom; andR.sup.4 is alkyl or optionally substituted phenyl,Are markedly effective herbicides, particularly selective herbicides for weeds growing in oats, wheat, cotton, maize, tomatoe, potatoe, soybean, and especially in beet cultivations.

摘要翻译： 4-氨基-5-H-1,2,4-三嗪-5-酮的亚甲基化合物，其结构式如下：

公开(公告)号：US4948417A

公开(公告)日：1990-08-14

申请号：US212835

申请日：1988-06-29

申请人： Markus Lindig ,  Karlfried Dickore ,  Kurt Findeisen ,  Hans-Joachim Santel ,  Robert R. Schmidt ,  Harry Strang

发明人： Markus Lindig ,  Karlfried Dickore ,  Kurt Findeisen ,  Hans-Joachim Santel ,  Robert R. Schmidt ,  Harry Strang

IPC分类号： C07D401/06 ,  A01N47/38 ,  C07D249/12 ,  C07D401/12

CPC分类号： C07D401/12 ,  A01N47/38 ,  C07D249/12

摘要： Herbicidal substituted triazolinones of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkynyl, alkoxyalkyl, alkoxy, cycloalkylalkyl, cycloalkyl or in each case optionally substituted aralkyl or aryl,R.sup.2 represents alkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkynyl, alkoxyalkyl, alkoxy, cycloalkylalkyl, cycloalkyl or in each case optionally substituted aralkyl or aryl,R.sup.3 and R.sup.4 independently of one another each represent hydrogen, alkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkinyl, cyanoalkyl, hydroxyalkyl, alkoxyalkyl, alkoximinoalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkenyl, alkylaminoalkyl, dialkylaminoalkyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl, cyclcalkenyl or cycloalkenylalkyl, optionally substituted heterocyclylalkyl, in each case optionally substituted aralkyl, aroyl or aryl, alkoxy, alkenyloxy, alkynyloxy, aralkyloxy or aryloxy or, together with the nitrogen atom to which they are bonded, represent an optionally substituted heterocycle,X represents oxygen or sulphur andY represents oxygen or sulphur,where X represents sulphur only, when at least one of the radicals R.sup.3 or R.sup.4 does not simultaneously represent hydrogen, methyl or ethyl.

摘要翻译： R 1代表氢，烷基，烯基，炔基，卤代烷基，卤代烯基，卤代炔基，烷氧基烷基，烷氧基，环烷基烷基，环烷基或在各种情况下是任选取代的芳烷基或芳基的除草取代的三唑啉酮，其中R 1表示烷基， ，烯基，炔基，卤代烷基，卤代烯基，卤代炔基，烷氧基烷基，烷氧基，环烷基烷基，环烷基或在每种情况下任选取代的芳烷基或芳基，R 3和R 4彼此独立地表示氢，烷基，烯基，炔基，卤代烷基，卤代烯基，卤代烯基 烷氧基烷基，烷氧基羰基烷基，烷氧基羰基烯基，烷基氨基烷基，二烷基氨基烷基，在各种情况下均为任选取代的环烷基，环烷基烷基，环烯基或环烯基烷基，任选取代的杂环基烷基，在任何情况下均为任选取代的芳烷基，芳酰基或芳基，烷氧基，烯氧基， ，芳烷氧基或芳氧基 r与其键合的氮原子一起代表任选取代的杂环，X表示氧或硫，Y表示氧或硫，其中X表示仅硫，当基团R3或R4中的至少一个不同时 代表氢，甲基或乙基。

公开(公告)号：US4447258A

公开(公告)日：1984-05-08

申请号：US120174

申请日：1980-02-11

申请人： Karlfried Dickore ,  Klaus Sasse ,  Ludwig Eue ,  Robert R. Schmidt

发明人： Karlfried Dickore ,  Klaus Sasse ,  Ludwig Eue ,  Robert R. Schmidt

IPC分类号： A01N43/707 ,  C07D253/075 ,  C07D277/20 ,  C07D277/36 ,  C07D253/06 ,  A01N43/64

CPC分类号： C07D253/075 ,  A01N43/707 ,  C07D277/20

摘要： 3-Dimethylamino-4-methyl-1,2,4-triazin-5(4H)-one compounds of the formula ##STR1## in which R.sup.1 is t-butyl, sec.-butyl or cyclohexyl;are effective herbicides.

摘要翻译： 式（Ⅰ）的3-二甲基氨基-4-甲基-1,2,4-三嗪-5（4H） - 酮化合物，其中R 1是叔丁基，仲丁基或环己基; 是有效的除草剂。

公开(公告)号：US4564704A

公开(公告)日：1986-01-14

申请号：US227552

申请日：1981-01-22

申请人： Karlfried Dickore ,  Hans D. Engels ,  Hans Kratzer ,  Walter Merz

发明人： Karlfried Dickore ,  Hans D. Engels ,  Hans Kratzer ,  Walter Merz

IPC分类号： C07C45/63 ,  C07C51/00 ,  C07C59/185 ,  C07C51/285 ,  C07C51/373

CPC分类号： C07C59/185 ,  C07C45/63 ,  C07C51/00

摘要： Dichloropinacolone is produced by introducing into pinacolone twice the molar amount of chlorine, the exothermic reaction mass being cooled initially to maintain the temperature below about 50.degree. C. until about 60 to 80% of the chlorine has been introduced, and then heating the reaction mass to a temperature above 50.degree. C. during introducing of the remainder of the chlorine, thereby to produce dichloropinacolone, and terminating chlorine introduction when the dichloropinacolone content of the reaction mass is at least about 97%. The molten product is added to an aqueous solution of an alkali maintained at a temperature of at least about 50.degree. C., the alkali being present in more than three times the molar amount of the dichloropinacolone. To the resulting solution of a salt of 3,3-dimethyl-2-hydroxy-butyric acid, brought to a pH of about 9 to 12, there is added approximately the stoichiometric amount of potassium permanganate. Solid MnO.sub.2 precipitates out and is separated from the substantially pure dissolved salt of 3,3-dimethyl-2-oxo-butyric acid. The product is a known compound suited for further syntheses.

摘要翻译： 通过将频倍他康酮引入两倍于氯的摩尔量来产生二氯可乐乐，最初冷却放热反应物质以保持温度低于约50℃，直到引入约60至80％的氯，然后加热反应物质 在导入剩余的氯的过程中温度高于50℃，从而产生二氯靛那烯，并且当反应物质的二氯新戊酮酮含量为至少约97％时终止氯引入。 将熔融产物加入到保持在至少约50℃温度的碱的水溶液中，碱的存在量是氯苯腈的摩尔量的三倍以上。 向所得到的3,3-二甲基-2-羟基 - 丁酸的盐溶液中加入大约9-12的pH，加入大约化学计量的高锰酸钾。 固体MnO 2析出并与3,3-二甲基-2-氧代 - 丁酸的基本上纯的溶解盐分离。 该产物是适用于进一步合成的已知化合物。

公开(公告)号：US4426523A

公开(公告)日：1984-01-17

申请号：US346341

申请日：1982-02-05

申请人： Karlfried Dickore ,  Engelbert Kuhle

发明人： Karlfried Dickore ,  Engelbert Kuhle

IPC分类号： A01N43/64 ,  C07C67/00 ,  C07C313/00 ,  C07C337/08 ,  C07D251/38

CPC分类号： C07D251/38

摘要： Herbicidal 1-amino-1,3,5-triazine-2,4(1H, 3H)-diones of the general formula ##STR1## are obtained in good yields if an N-substituted O-aryl N-chlorocarbonyl carbamate of the general formula ##STR2## is reacted with an isothiosemicarbazone of the general formula ##STR3## or hydrohalide thereof, (R.sup.1 to R.sup.4 in formulae (I) to (III) having the meanings given in the description), at a temperature between 0.degree. and 50.degree. C., in the presence of an acid-binding agent, the open-chain intermediate products formed thereby are then heated (if appropriate without intermediate isolation), in a second stage, to a temperature between 50.degree. and 150.degree. C. and, finally, in a third stage, the 1-alkylideneamino-1,3,5-triazine-2,4(1H, 3H)-dione formed thereby is hydrolyzed (if appropriate again without intermediate isolation) in an acid medium.

摘要翻译： 如果N-取代的O-芳基N-氯羰基氨基甲酸酯，得到具有通式“IMAGE”（I）的除草剂1-氨基-1,3,5-三嗪-2,4（1H，3H） - 二酮 （II）的异硫代缩氨基脲与其描述中给出的含义的式（I）至（III）中的R 1至R 4在式（III）的异硫代缩氨基脲或其氢卤化物反应： 在0℃和50℃之间的温度下，在酸结合剂的存在下，由此形成的开链中间产物然后在第二阶段加热（如果合适而不中间分离），温度 在50℃至150℃之间，最后在第三阶段中由此形成的1-亚烷基氨基-1,3,5-三嗪-2,4（1H，3H） - 二酮水解 分离）在酸性介质中。

公开(公告)号：US4348331A

公开(公告)日：1982-09-07

申请号：US233249

申请日：1981-02-10

申请人： Karlfried Dickore ,  Engelbert Kuhle

发明人： Karlfried Dickore ,  Engelbert Kuhle

IPC分类号： A01N43/64 ,  C07C271/66 ,  C07D251/38 ,  C07D307/52 ,  C07D309/04 ,  C07C125/073 ,  C07C125/075

CPC分类号： A01N43/64 ,  C07C271/66 ,  C07D251/38 ,  C07D307/52 ,  C07D309/04

摘要： This invention relates to a process for the preparation of N-substituted imido-dicarboxylic acid diaryl ester compound of the formulaR.sup.1 --N(CO--OR.sup.2).sub.2 (I)whereinR.sup.1 is an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical, andR.sup.2 is an optionally substituted aryl radical,which can be used as intermediates for the production of known herbicides, which process comprises reacting an amine salt of the formulaR.sup.1 --NH.sub.2.HX.sup.1 (II)wherein X.sup.1 is a halogen, with a carbonic acid aryl ester halide of the formulaR.sup.2 --O--CO--X.sup.2 (III)wherein X.sup.2 is halogen, at a temperature from 100.degree. C. to 300.degree. C.

摘要翻译： 本发明涉及制备式R 1 -N（CO-OR 2）2（I）的N-取代的亚氨基二羧酸二芳基酯化合物的方法，其中R 1是任选取代的脂族，脂环族，芳脂族，芳族或杂环 并且R 2是任选取代的芳基，其可以用作制备已知除草剂的中间体，该方法包括使其中X 1为卤素的式R 1 -NH 2 H 2（II）的胺盐与 在其中X 2是卤素的式R 2 -O-CO-X 2（III）的碳酸芳酯卤化物，在100℃至300℃的温度下进行。

公开(公告)号：US4524205A

公开(公告)日：1985-06-18

申请号：US544334

申请日：1983-10-21

申请人： Gerhard Bonse ,  Reinhard Lantzsch ,  Henning Dorr ,  Wolfgang Kreiss ,  Karlfried Dickore ,  Klaus Ditgens ,  Eckart Kranz

发明人： Gerhard Bonse ,  Reinhard Lantzsch ,  Henning Dorr ,  Wolfgang Kreiss ,  Karlfried Dickore ,  Klaus Ditgens ,  Eckart Kranz

IPC分类号： A01N43/64 ,  C07D213/20 ,  C07D251/38 ,  C07D251/26

CPC分类号： C07D213/20 ,  A01N43/64 ,  C07D251/38

摘要： A process for the preparation of a herbicidally active 1-amino-1,3,5-triazone-2,4 (1H,3H)-dione of the formula ##STR1## comprising in a first stage at a temperature from about 0.degree. to 100.degree. C. reacting an isocyanate of the formulaR.sup.1 - NCO (II)with an isothio semicarbazone of the tautomeric formulas ##STR2## in which R.sup.3 and R.sup.4 each independently is hydrogen, alkyl, cycloalkyl, aralkyl o alkyl, cycloalkyl, aralkyl or aryl,thereby to form a urea derivative of the tautomeric formulas ##STR3## in a second stage at a temperature between about -50.degree. and 0.degree. C. reacting the urea derivative with phosgene (COCl.sub.2) in the presence of an auxiliary organic base and in the presence of a diluent, at least about 2 mols of phosgene and at least about 2 mols of the auxiliary base being used per mol of urea derivative, thereby to form a 1-alkylideneamino-1,3,5-triazine-2,4(1H,3H)-dione of the formula V ##STR4## and in a third stage converting the 1-alkylideneamino group to a 1-amino group.

摘要翻译： 制备式（I）的除草活性1-氨基-1,3,5-三嗪-2,4（1H，3H） - 二酮的方法，其包含在第一阶段中在约 使式R 1 -NCO（II）的异氰酸酯与互变异构结构式（III）的异噻唑烷酮反应，其中R 3和R 4各自独立地为氢，烷基，环烷基，芳烷基烷基 ，环烷基，芳烷基或芳基，从而在约-50℃至0℃的温度下在第二阶段中形成互变异构体式（IV）的脲衍生物。将脲衍生物与光气（COCl 2）在 辅助有机碱的存在和在稀释剂存在下，每摩尔脲衍生物使用至少约2摩尔的光气和至少约2摩尔的辅助碱，从而形成1-亚烷基氨基-1， （V）的3,5-三嗪-2,4（1H，3H） - 二酮，在第一阶段将1-亚烷基氨基转化为1-氨基 没有组。

公开(公告)号：US4451406A

公开(公告)日：1984-05-29

申请号：US520704

申请日：1983-08-05

申请人： Karlfried Dickore ,  Engelbert Kuhle

发明人： Karlfried Dickore ,  Engelbert Kuhle

IPC分类号： C07C67/00 ,  C07C239/00 ,  C07C269/06 ,  C07C271/08 ,  C07C271/66 ,  C07C313/00 ,  C07C323/43 ,  C07D251/38 ,  C07C125/067

CPC分类号： C07D251/38

摘要： Novel N-substituted imido-dicarboxylic acid diaryl ester compounds of the general formula ##STR1## in which R.sup.1 represents an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic, heterocyclic radical andR.sup.2 and R.sup.3 can be identical or different and represent an optionally substituted aryl radical,and a process for their preparation characterized in that a carbamic acid aryl ester of the general formula:R.sup.1 --NH--CO--OR.sup.2 (II)in which R.sup.1 and R.sup.2 have the abovementioned meanings, is reacted with a carbonic acid aryl ester halide of the general formulaX--CO--OR.sup.3 (III)in whichR.sup.3 has the abovementioned meaning andX represents a halogen atom, optionally in the presence of a diluent, optionally at a temperature between 100.degree. and 300.degree. C.The new compounds (I) can be used as intermediate products for the preparation of known herbicidal active compounds from the 1,3,5-triazine,2,4-(1H,3H)-dione series.

摘要翻译： 通式（I）的新型N-取代的亚氨基二羧酸二芳基酯化合物，其中R 1表示任选取代的脂族，脂环族，芳脂族，芳族，杂环基团，R 2和R 3可以相同或不同，表示 任选取代的芳基，以及其制备方法，其特征在于将具有上述含义的R 1和R 2的通式为R 1 -NH-CO-OR 2（II）的氨基甲酸芳基酯与碳酸 任选在稀释剂存在下，任选地在100℃和300℃之间的温度下，通式X-CO-OR 3（III）的芳基酯卤化物，其中R 3具有上述含义并且X代表卤素原子。 新化合物（I）可用作从1,3,5-三嗪，2,4-（1H，3H） - 二酮系列制备已知除草活性化合物的中间产物。