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1. 发明授权

US5686392A Process for preparing substituted N-carbamoyl-Tetrazolinones 失效
标题翻译：取代的N-氨基甲酰基 - 四唑啉酮的制备方法
公开(公告)号：US5686392A
公开(公告)日：1997-11-11
申请号：US595088
申请日：1996-02-01
申请人： Uwe Stelzer , Wolfgang Gau , Karl-Julius Reubke
发明人： Uwe Stelzer , Wolfgang Gau , Karl-Julius Reubke
IPC分类号： A01N47/38 , B01J31/02 , C07D257/04
CPC分类号： C07D257/04
摘要： The herbicidally active substituted N-carbamoyl-tetrazolinones of the formula (I) ##STR1## in which R.sup.1 represents, inter alia, an (optionally substituted) phenyl radical, R.sup.2 represents, inter alia, an alkyl radical, and R.sup.3 represents, inter alia, a cycloalkyl radical, are obtained in very good yields and at high purity--i.e. free from the isomeric O-carbamoyloxytetrazoles (Ia)--by reacting tetrazolinones of the formula (II) with carbamoyl halides of the formula (III) (X=halogen) ##STR2## in the presence of an acid acceptor and in the presence of a diluent, at temperatures of between 0.degree. C. and 200.degree. C., and either isomerizing the O-carbamoylation product of the formula (Ia), which is formed under these circumstances as a byproduct, into the desired product of the formula (I) by heating, or else converting it by hydrolysis or alcoholysis into water-soluble, and thus readily separable, components (variable (a)). Three variants (b), (c) and (d) which are closely related to this process (a) are also described: Process variant (b) proceeds in analogy with (a) but via the (novel, isolated) metal salts (IIa) of the tetrazolinones (II). In variant (c), the isomer (Ia) is isomerized thermally, either in pure isolated form or mixed with (I), while, in variant (d), the (Ia) isomer is removed from (I)/(Ia) mixtures by means of hydrolysis or alcoholysis. The novel intermediates (Ia) and (IIa) also belong, as such, to the subject-matter of the invention.
摘要翻译：式（I）的除草活性的取代的N-氨基甲酰基 - 四唑啉酮，其中R 1特别是（任选取代的）苯基，R 2特别包括，烷基，和R3代表环烷基，以非常好的产率和高纯度获得，即通过使式（II）的四唑啉酮与式（III）的氨基甲酰基卤化物（X =卤素）在酸受体的存在下反应而不存在异构O-氨基甲酰氧基四唑（Ia）稀释剂，在0℃至200℃的温度下，将在这些情况下作为副产物形成的式（Ia）的O-氨基甲酰基化产物异构化为所需的式（I ），或者通过水解或醇解将其转化为水溶性的，因此易于分离的组分（可变（a））。还描述了与该方法（a）密切相关的三个变体（b），（c）和（d）：方法变体（b）类似于（a）进行，但通过（新颖的，分离的）金属盐 IIa）四唑啉酮（II）。在变体（c）中，异构体（Ia）以纯分离形式或与（I）混合而异构化，而在变体（d）中，（Ia）异构体从（I）/（Ia）混合物通过水解或醇解。新颖的中间体（Ia）和（IIa）也属于本发明的主题。

2. 发明授权

US4054587A Preparation of chloroanthraquinones from nitroanthraquinones 失效
标题翻译：从硝基蒽醌制备氯蒽醌
公开(公告)号：US4054587A
公开(公告)日：1977-10-18
申请号：US680406
申请日：1976-04-26
申请人： Karl-Julius Reubke
发明人： Karl-Julius Reubke
IPC分类号： C07C45/00 , C07C46/00 , C07C50/24 , C07C50/34 , C07C67/00 , C07C205/47 , C09B1/00 , C09B1/10
CPC分类号： C07C46/00 , C07C201/12 , C07C50/24 , C07C50/34 , C07C2103/24
摘要： The nitro group of an .alpha.-nitroanthraquinone is replaced by chlorine by reaction with an ionic chloride in a solvent in the presence of an acid or of a compound which eliminates an acid. The ionic chloride may be an alkali metal, alkaline earth metal, ammonium or quaternary ammonium chloride. A molten tertiary amine hydrochloride can function as the ionic chloride, the acid and the solvent. The process permits one or more nitro groups of a poly-.alpha.-nitroanthraquinone to be selectively replaced.
摘要翻译：通过在溶剂中，在酸或除去酸的化合物的存在下，与氯离子反应，将氯代硝基蒽醌的硝基代替氯。离子氯化物可以是碱金属，碱土金属，铵或氯化铵。熔融的叔胺盐酸盐可用作离子氯离子，酸和溶剂。该方法允许选择性地更换聚-α-硝基蒽醌的一个或多个硝基。

3. 发明授权

US06573219B1 Substituted heterocyclyl-2H-chromenes 失效
标题翻译：取代的杂环基-2H-色烯
公开(公告)号：US06573219B1
公开(公告)日：2003-06-03
申请号：US10049189
申请日：2002-02-05
申请人： Karl-Heinz Linker , Roland Andree , Karl-Julius Reubke , Otto Schallner , Mark Wilhelm Drewes , Peter Dahmen , Dieter Feucht , Rolf Pontzen
发明人： Karl-Heinz Linker , Roland Andree , Karl-Julius Reubke , Otto Schallner , Mark Wilhelm Drewes , Peter Dahmen , Dieter Feucht , Rolf Pontzen
IPC分类号： A01N4354
CPC分类号： C07D405/04 , A01N43/16 , A01N43/54 , A01N43/56 , A01N43/58 , A01N43/64 , A01N43/653 , A01N43/707 , C07D471/04
摘要： The invention relates to novel substituted heterocyclyl-2H-chromenes of the general formula (I) in which R1, R2, R3, R4, R5 Z are each as defined in the description, and to a process for their preparation and to their use as herbicides.
摘要翻译：本发明涉及通式（I）的新的取代的杂环基-2H-色烯，其中R 1，R 2，R 3，R 4，R 5 Z各自如说明书中所定义，以及其制备方法及其作为除草剂的用途。

4. 发明授权

US4719307A Process for the preparation of .beta.-hydroxyethyl-(1,2,4-triazole) derivatives 失效
标题翻译：制备β-羟乙基 - （1,2,4-三唑）衍生物的方法
公开(公告)号：US4719307A
公开(公告)日：1988-01-12
申请号：US916077
申请日：1986-10-06
申请人： Reinhard Lantzsch , Karl-Julius Reubke
发明人： Reinhard Lantzsch , Karl-Julius Reubke
IPC分类号： B01J31/00 , C07B61/00 , C07D249/08 , C07D521/00
CPC分类号： C07D231/12 , C07D233/56 , C07D249/08
摘要： The known .beta.-hydroxyethyl-(1,2,4-triazole) derivatives of the formula ##STR1## in which R.sup.1 represents alkyl, halogenoalkyl, alkenyl, alkinyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted aralkenyl or an optionally substituted heterocyclic radical andR.sup.2 represents hydrogen, alkyl, halogenoalkyl, alkenyl, alkinyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted aralkenyl or an optionally substituted heterocyclic radical,are prepared by a new process, which comprises stirring a .beta.-hydroxyethyl-(1,3,4-triazole) derivative of the formula ##STR2## in which R.sup.1 and R.sup.2 have the abovementional meanings, in the presence of a base and in the presence of an aprotic, dipolar diluent.
摘要翻译：已知的式（I）的β-羟基乙基 - （1,2,4-三唑）衍生物，其中R 1表示烷基，卤代烷基，烯基，炔基，任选取代的环烷基，任选取代的环烯基，任选取代的芳基，任选地取代的芳烷基，任选取代的芳烯基或任选取代的杂环基，R 2表示氢，烷基，卤代烷基，烯基，炔基，任选取代的环烷基，任选取代的环烯基，任选取代的芳基，任选取代的芳烷基，任选取代的芳烯基或任选取代的杂环基通过新方法制备，其包括在存在下述步骤的情况下搅拌式（II）的β-羟乙基 - （1,3,4-三唑）衍生物，其中R 1和R 2具有上述含义在非质子偶极稀释剂的存在下。

5. 发明授权

US4626594A Process for the preparation of beta-hydroxyethyl-(1,2,4-triazole) derivatives 失效
标题翻译： β-羟乙基 - （1,2,4-三唑）衍生物的制备方法
公开(公告)号：US4626594A
公开(公告)日：1986-12-02
申请号：US672767
申请日：1984-11-19
申请人： Reinhard Lantzsch , Karl-Julius Reubke
发明人： Reinhard Lantzsch , Karl-Julius Reubke
IPC分类号： B01J31/00 , C07B61/00 , C07D249/08 , C07D521/00
CPC分类号： C07D231/12 , C07D233/56 , C07D249/08
摘要： Known .beta.-hydroxyethyl-(1,2,4-triazole) derivatives of the formula ##STR1## in which R represents alkyl, halogenoalkyl, optionally substituted cycloalkyl or optionally substituted phenyl,Z represents halogen, alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenoalkylthio, optionally substituted phenyl, optionally substituted phenoxy, optionally substituted phenylalkyl or optionally substituted phenylalkoxy andm represents the number 0, 1, 2 or 3,are prepared by a new process, which comprises reacting oxiranes of the formula ##STR2## in which R, Z and m have the abovementioned meaning, with 1,2,4-triazole of the formula ##STR3## in the presence of a cylcic amid of the formula ##STR4## in which R.sup.1 represents alkyl with 1 to 4 carbon atoms andn represents the number 3, 4 or 5,as diluent, and in the presence of a base.
摘要翻译：已知的式（I）的β-羟乙基 - （1,2,4-三唑）衍生物，其中R表示烷基，卤代烷基，任选取代的环烷基或任选取代的苯基，Z表示卤素，烷基，环烷基，烷氧基，烷基硫代，卤代烷基，卤代烷氧基，卤代烷硫基，任选取代的苯基，任选取代的苯氧基，任选取代的苯基烷基或任选取代的苯基烷氧基，m代表数字0,1,2或3，通过新方法制备，其包括使式在其中R，Z和m具有上述含义的式（II）中，与式（III）的1,2,4-三唑在式（IV）的酰胺存在下反应），其中R 1表示具有1至4个碳原子的烷基，n表示3,4或5个作为稀释剂，并且在碱的存在下。

6. 发明授权

US4639527A Process for the preparation of .beta.-hydroxyethyl-(1,2,4-triazole) derivatives 失效
标题翻译：制备β-羟乙基 - （1,2,4-三唑）衍生物的方法
公开(公告)号：US4639527A
公开(公告)日：1987-01-27
申请号：US672553
申请日：1984-11-19
申请人： Reinhard Lantzsch , Karl-Julius Reubke
发明人： Reinhard Lantzsch , Karl-Julius Reubke
IPC分类号： B01J31/00 , C07B61/00 , C07D249/08 , C07D521/00
CPC分类号： C07D231/12 , C07D233/56 , C07D249/08
摘要： The known .beta.-hydroxyethyl-(1,2,4-triazole) derivatives of the formula ##STR1## in which R.sup.1 represents alkyl, halogenoalkyl, alkenyl, alkinyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted aralkenyl or an optionally substituted heterocyclic radical andR.sup.2 represents hydrogen, alkyl, halogenoalkyl, alkenyl, alkinyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted aralkenyl or an optionally substituted heterocyclic radical,are prepared by a new process, which comprises stirring a .beta.-hydroxyethyl-(1,3,4-triazole) derivative of the formula ##STR2## in which R.sup.1 and R.sup.2 have the abovementioned meanings, in the presence of a base and in the presence of an aprotic, dipolar diluent.
摘要翻译：已知的式（I）的β-羟基乙基 - （1,2,4-三唑）衍生物，其中R 1表示烷基，卤代烷基，烯基，炔基，任选取代的环烷基，任选取代的环烯基，任选取代的芳基，任选地取代的芳烷基，任选取代的芳烯基或任选取代的杂环基，R 2表示氢，烷基，卤代烷基，烯基，炔基，任选取代的环烷基，任选取代的环烯基，任选取代的芳基，任选取代的芳烷基，任选取代的芳烯基或任选取代的杂环基通过新方法制备，其包括在存在下述步骤的同时搅拌式（II）的β-羟乙基 - （1,3,4-三唑）衍生物，其中R 1和R 2具有上述含义在非质子偶极稀释剂的存在下。

7. 发明授权

US4435324A Process for the preparation of 1-alkylaminoanthraquinones 失效
标题翻译： 1-烷基氨基蒽醌的制备方法
公开(公告)号：US4435324A
公开(公告)日：1984-03-06
申请号：US361692
申请日：1982-03-25
申请人： Karl-Julius Reubke
发明人： Karl-Julius Reubke
IPC分类号： C07C225/34 , C09B1/28 , C07C97/24
CPC分类号： C09B1/285
摘要： Improved process for the preparation of 1-alkylaminoanthraquinones by aminolysis of 1-nitroanthraquinones with alkylamines at elevated temperature in water and organic water-immiscible solvents, in the presence of acid-binding agents, according to which process calcium hydroxide is used as the acid-binding agent.
摘要翻译：通过在酸性结合剂的存在下，在高温下在水中和有机水不混溶性溶剂中，用1-烷基胺与烷基胺氨基解解1-烷基氨基蒽醌的改进方法，根据该方法，使用氢氧化钙作为酸 - 粘合剂。

8. 发明授权

US4213909A Process for the preparation of 1-amino-4-bromoanthraquinone-2-sulfonic acid II 失效
标题翻译：制备1-氨基-4-溴蒽醌-2-磺酸的方法II
公开(公告)号：US4213909A
公开(公告)日：1980-07-22
申请号：US939714
申请日：1978-09-05
申请人： Gerhard Berg , Walter Hohmann , Karl-Julius Reubke , Klaus Wunderlich
发明人： Gerhard Berg , Walter Hohmann , Karl-Julius Reubke , Klaus Wunderlich
IPC分类号： C07C309/53 , C07C67/00 , C07C301/00 , C07C303/06 , C07C303/22 , C07C303/32 , C07C143/63
CPC分类号： C07C303/06 , C07C303/22 , C07C2103/24
摘要： A process for the preparation of 1-amino-4-bromoanthraquinone-2-sulfonic acid or an alkali metal salt thereof by converting 1-aminoanthraquinone (which can be obtained by reduction of 1-nitroanthraquinone with sodium sulfide and/or sodium bisulfide or reaction of the 1-nitroanthraquinone with ammonia) by contacting the same with oleum at a temperature in the range of 90.degree. to 150.degree. C. optionally in the presence of an alkali metal sulfate and thereafter treating the so-sulfonated composition with bromine at a temperature in the range of from 60.degree. to 100.degree. C. 1-amino-4-bromoanthraquinone-2-sulfonic acid or an alkali metal salt thereof can be precipitated from the reaction mixture either by adjusting the sulfuric acid concentration thereof to 60 to 85 percent by weight or by stirring the reaction mixture into water, which optionally contains an alkali metal sulfate.
摘要翻译：通过将1-氨基蒽醌（可以通过用硫化钠和/或二硫化钠或/或二硫化碳还原1-硝基蒽醌获得）的1-氨基-4-溴蒽醌-2-磺酸或其碱金属盐的制备方法的1-硝基蒽醌与氨接触），任选地在碱金属硫酸盐的存在下，在90℃至150℃的温度下与发烟硫酸接触，然后在温度下用溴处理所述磺化组合物在60〜100℃的范围内，可以通过将硫酸浓度调节为60〜85％，从反应混合物中沉淀出1-氨基-4-溴蒽醌-2-磺酸或其碱金属盐或通过将反应混合物搅拌成水，其任选地含有碱金属硫酸盐。

9. 发明授权

US5076833A Herbicidal and plant growth-regulating 6-(pent-3-yl)-1,2,4-triazin-5(4H)-ones 失效
标题翻译：除草剂和植物生长调节6-（PENT-3-YL）-1,2,4-三嗪-5（4H） - 酮
公开(公告)号：US5076833A
公开(公告)日：1991-12-31
申请号：US517262
申请日：1990-05-01
申请人： Eckart Kranz , Karl-Julius Reubke , Klaus Lurssen , Hans-Joachim Santel , Robert R. Schmidt , Birgit Krauskopf
发明人： Eckart Kranz , Karl-Julius Reubke , Klaus Lurssen , Hans-Joachim Santel , Robert R. Schmidt , Birgit Krauskopf
IPC分类号： C07D253/06 , A01N43/707 , C07D253/075
CPC分类号： C07D253/075 , A01N43/707
摘要： A herbicidal or plant growth-regulating 6-(pent-3-yl)-1,2,4-triazin-5(4H)-one of the formula ##STR1## in which R.sup.1 represents amino andR.sup.2 represents alkylthio having more than 1 carbon atom, alkylamino or dialkylamino,orR.sup.1 represents methylamino andR.sup.2 represents alkylthio.
摘要翻译：式（I）的除草或植物生长调节6-（戊-3-基）-1,2,4-三嗪-5（4H） - 酮，其中R 1表示氨基，R 2表示具有多于1个碳原子，烷基氨基或二烷基氨基，或R 1表示甲基氨基，R 2表示烷硫基。

10. 发明授权

US5039334A Herbicidal and plant growth-regulating substituted N-aryl nitrogen heterocycles 失效
标题翻译：除草和植物生长调节取代的N-芳基氮杂环
公开(公告)号：US5039334A
公开(公告)日：1991-08-13
申请号：US354328
申请日：1989-05-19
申请人： Otto Schallner , Reiner Fischer , Albrecht Marhold , Karl-Julius Reubke , Hans-Joachim Santel , Robert R. Schmidt , Klaus Lurssen , Harry Strang
发明人： Otto Schallner , Reiner Fischer , Albrecht Marhold , Karl-Julius Reubke , Hans-Joachim Santel , Robert R. Schmidt , Klaus Lurssen , Harry Strang
IPC分类号： A01N37/32 , A01N37/42 , A01N43/38 , A01N43/90 , C07C217/84 , C07D207/36 , C07D207/44 , C07D207/452 , C07D209/44 , C07D209/46 , C07D209/48 , C07D405/12 , C07D471/04
CPC分类号： C07D207/452 , A01N37/32 , A01N37/42 , A01N43/38 , A01N43/90 , C07D207/36 , C07D209/44 , C07D209/46 , C07D209/48 , C07D405/12 , C07D471/04
摘要： Herbicidal and plant growth-regulating substituted N-aryl nitrogen heterocycles of the formula ##STR1## in which Het stands for ##STR2## where A stands for ##STR3## where R.sup.1 and R.sup.2 in each case independently of one another stand for hydrogen, halogen, halogenoalkyl or alkyl,Y.sup.1 and Y.sup.2 in each case stand for oxygen or sulphur andZ stands for hydrogen, hydroxyl or chlorine,R stands for alkyl, alkenyl, cycloalkyl, cycloalkenyl, cycloalylalkyl, or cycloalkenylalkyl, in each case optionally branched and in each case interrupted by at least one oxygen atom, andX stands for hydrogen or halogen.Intermediates of the formula ##STR4## are also new.
摘要翻译：除草剂和植物生长调节取代的N-芳基氮杂环，其中Het代表，其中A代表，其中R1和R2在每种情况彼此独立地代表氢，卤素，卤代烷基或烷基，Y1和Y2各自代表氧或硫，Z代表氢，羟基或氯，R代表烷基，烯基，环烷基，环烯基，环烷基烷基，或环烯基烷基，在任何情况下均为任选支链的，并且在每种情况下都被至少一个氧原子中断，X代表氢或卤素。式（IMA）（III）的中间体也是新的。

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