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1. 发明授权

US4228082A N-Substituted .alpha.-ketocarboxylic acid amides 失效
标题翻译： 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。

2. 发明授权

US4224226A Process for the production of N-substituted .alpha.-ketocarboxylic acid amides 失效
标题翻译：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。

3. 发明授权

US4108875A Process for the production of acyl cyanides (B) 失效
标题翻译：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。

4. 发明授权

US4122116A Substituted cyclopropyl glyoxylnitriles 失效
标题翻译：取代的环丙基乙醛腈
公开(公告)号：US4122116A
公开(公告)日：1978-10-24
申请号：US880483
申请日：1978-02-23
申请人： Herbert Klenk , Heribert Offermanns , Werner Schwarze
发明人： Herbert Klenk , Heribert Offermanns , Werner Schwarze
IPC分类号： C07C255/45 , C07C255/56 , C07D307/54 , C07C61/00 , C07C51/00 , C07C121/46
CPC分类号： C07C253/14 , C07D307/54
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 atoms 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 and acyl halide of the formulaR--CO--Hal (II)in which R is as defined above and Hal is a chlorine or bromine atoms, with CuCN at a temperature of about 50.degree. to 180.degree. 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.
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，其中在所有上述定义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至5个碳原子的烷基或烷氧基。该方法包括在存在下将式R-CO-Hal（II）的酰卤与其中R定义如上和Hal为氯或溴原子的酰卤与CuCN在约50-180℃的温度下反应，的在反应条件下为惰性的羧酸腈，使用约1-10重量份的羧酸腈和约0.5-20重量份的至少一种在反应条件下为惰性的有机溶剂。某些化合物本身是新颖的。

5. 发明授权

US4108877A Process for the production of acyl cyanides (A) 失效
标题翻译：酰基氰的制备方法（A）
公开(公告)号：US4108877A
公开(公告)日：1978-08-22
申请号：US802944
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： 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 , C07D307/36 , C07C57/00 , C07C63/06
CPC分类号： C07C255/00 , C07C253/14 , C07D307/54
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 CuCN at a temperature of about 50.degree. to 180.degree. 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.
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如上所定义，Hal是氯或溴原子，与CuCN在约50-180℃的温度下反应，的在反应条件下为惰性的羧酸腈，使用约1-10重量份的羧酸腈和约0.5-20重量份的至少一种在反应条件下为惰性的有机溶剂。某些化合物本身是新颖的。

6. 发明授权

US3931208A Process for the production of thiazolines-(3) 失效
标题翻译：生产噻唑啉的方法 - （3）
公开(公告)号：US3931208A
公开(公告)日：1976-01-06
申请号：US413048
申请日：1973-11-05
申请人： Heribert Offermanns , Friedrich Asinger , Wolf-Dieter Pfeifer , Paul Scherberich , Gerd Schreyer
发明人： Heribert Offermanns , Friedrich Asinger , Wolf-Dieter Pfeifer , Paul Scherberich , Gerd Schreyer
IPC分类号： C07D277/10 , C07D277/60
CPC分类号： C07D277/60 , C07D277/10
摘要： 2 AND 5 SUBSTITUTED THIAZOLINE-(3) COMPOUNDS OF THE FORMULA: ##EQU1## in which R.sub.1, R.sub.2, and R.sub.3 and R.sub.4 are the same or different, R.sub.1 and R.sub.2 are straight or branched chain lower alkyl, alkenyl or aralkyl groups or together are a straight or branched chain alkylene or ethylenically unsaturated divalent aliphatic hydrocarbon group which joins with the adjacent carbon atom to form a ring and R.sub.3 and R.sub.4 are similarly defined except R.sub.3 can also be hydrogen by reaching a 2,2' dioxodisulfide of the formula ##EQU2## with an oxo compound of the formula ##EQU3## and with ammonia and hydrogen sulfide in the presence of an amine and an ammonium salt.
摘要翻译： 2和5取代的噻唑啉 - （3）式的化合物：其中R 1，R 2和R 3和R 4相同或不同，R 1和R 2是直链的或支链低级烷基，烯基或芳烷基或一起是与相邻碳原子连接以形成环的直链或支链亚烷基或烯键式不饱和二价脂族烃基，并且R 3和R 4类似地定义，除了R 3也可以是氢通过到达式OO C的二氧杂二硫化物。方法C将C 1 -C 6（C 1 -C 6）环烷基（R 2）R 2 R 2与式R 3的氧代化合物反应。和氨和硫化氢在胺和铵盐的存在下反应。

7. 发明授权

US4209461A Process for the production of benzoyl cyanide (I) 失效
标题翻译：苯甲酰氰（I）的制备方法
公开(公告)号：US4209461A
公开(公告)日：1980-06-24
申请号：US965691
申请日：1978-12-01
申请人： Herbert Klenk , Theodor Lussling , Alfred Maierhofer , Heribert Offermanns , Hans Wagner
发明人： Herbert Klenk , Theodor Lussling , Alfred Maierhofer , Heribert Offermanns , Hans Wagner
IPC分类号： C07B61/00 , B01J31/00 , B01J31/02 , C07C20060101 , C07C63/06 , C07C67/00 , C07C253/00 , C07C253/14 , C07C255/40 , C07C255/56
CPC分类号： C07C253/14
摘要： The process described in Klenk U.S. Pat. No. 4,113,773 is improved by employing alkali metal cyanide in which at least half of the alkali metal cyanide has a particle size below 0.4 mm and the remainder has a particle size below 1.0 mm.
摘要翻译： Klenk美国专利中描述的方法碱金属氰化物其中至少一半的碱金属氰化物的粒度小于0.4mm，其余的粒径小于1.0mm，改善了No.4,113,773。

8. 发明授权

US4061674A Process of making penicillamine 失效
标题翻译：制作青霉胺的过程
公开(公告)号：US4061674A
公开(公告)日：1977-12-06
申请号：US657605
申请日：1976-02-12
申请人： Friedrich Asinger , Wolf-Dieter Pfeifer , Heribert Offermanns , Paul Scherberich , Gerd Schreyer
发明人： Friedrich Asinger , Wolf-Dieter Pfeifer , Heribert Offermanns , Paul Scherberich , Gerd Schreyer
IPC分类号： C07D277/06 , C07C99/00
CPC分类号： C07D277/06
摘要： Penicillamine or a homolog thereof is obtained by reacting a 2-disubstituted-5,5-alkyl-thiazolidine nitrile, alkyl having 1 to 6 carbon atoms, with a mineral acid in a two-stage proceeding wherein in the first stage relatively low temperatures and a relatively high concentration of the mineral acid are employed while in the second stage the concentration of the acid is relatively low and the temperatures are relatively high, the term "relatively" referring to the relationship of said two stages of the reaction with mineral acid.
摘要翻译：青霉胺或其同系物是通过2-二取代-5,5-烷基 - 噻唑烷腈，具有1至6个碳原子的烷基与无机酸反应得到的，其中在两阶段进行，其中在第一阶段相对低的温度和使用相对高浓度的无机酸，而在第二阶段酸的浓度相对较低并且温度相对较高，术语“相对”是指反应两个阶段与无机酸的关系。

9. 发明授权

US3946069A Process of making penicillamine 失效
标题翻译：制作青霉胺的过程
公开(公告)号：US3946069A
公开(公告)日：1976-03-23
申请号：US317403
申请日：1972-12-20
申请人： Friedrich Asinger , Wolf Dieter Pfeifer , Heribert Offermanns , Paul Scherberich , Gerd Schreyer
发明人： Friedrich Asinger , Wolf Dieter Pfeifer , Heribert Offermanns , Paul Scherberich , Gerd Schreyer
IPC分类号： C07C319/02 , C07C67/00 , C07C313/00 , C07C323/43 , C07C323/58 , C07D277/06 , C07D277/12 , C07D277/60 , C07C148/00 , C07C149/243 , C07C149/26
CPC分类号： C07D277/60 , C07D277/06
摘要： Penicillamine or a homolog thereof is obtained by reacting a 2-disubstituted-5,5-alkyl-thiazolidine nitrile, alkyl having 1 to 6 carbon atoms, with a mineral acid in a two-stage proceeding wherein in the first stage relatively low temperatures and a relatively high concentration of the mineral acid are employed while in the second stage the concentration of the acid is relatively low and the temperatures are relatively high, the term "relatively" referring to the relationship of said two stages of the reaction with mineral acid.
摘要翻译：青霉胺或其同系物通过2-二取代-5,5-烷基 - 噻唑烷腈，具有1至6个碳原子的烷基与无机酸反应获得，该方法在两阶段进行，其中在第一阶段相对低温和使用相对高浓度的无机酸，而在第二阶段酸的浓度相对较低并且温度相对较高，术语“相对”是指反应两个阶段与无机酸的关系。

10. 发明授权

US4113773A Process for the production of benzoyl cyanide (I) 失效
标题翻译：苯甲酰氰（I）的制备方法
公开(公告)号：US4113773A
公开(公告)日：1978-09-12
申请号：US802946
申请日：1977-06-20
申请人： Herbert Klenk , Theodor Lussling , Alfred Maierhofer , Heribert Offermanns , Hans Wagner
发明人： Herbert Klenk , Theodor Lussling , Alfred Maierhofer , Heribert Offermanns , Hans Wagner
IPC分类号： C07C255/40 , C07C20060101 , C07C63/06 , C07C67/00 , C07C253/00 , C07C253/14 , C07C255/56
CPC分类号： C07C253/14
摘要： Benzoyl cyanide is made by reacting benzoyl chloride with an alkali cyanide in the presence of a carboxylic acid nitrile and a copper (I) salt at a temperature of about 50.degree. to 160.degree. C.
摘要翻译：在羧酸腈和铜（I）盐存在下，在约50°至160℃的温度下，使苯甲酰氯与碱金属氰化物反应制备苯甲酰氰。

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