公开(公告)号：US3947464A

公开(公告)日：1976-03-30

申请号：US419448

申请日：1973-11-27

Applicant: Friedrich Asinger ,  Heribert Offermanns

Inventor： Friedrich Asinger ,  Heribert Offermanns

IPC: C07D277/06 ,  C07D277/04

CPC classification number: C07D277/06

Abstract: The d,l-phenylpropanolamine racemate is split with optically active thiazolidine-4-carboxylic acids of the formula: ##EQU1## where R.sub.1 R.sub.2 are hydrogen, alkyl of 1 to 8 carbon atoms, cycloalkyl, aryl or alkylene of at least 2 carbon atoms or R.sub.1 and R.sub.2 together form a ring of alkyl or alkylene with 4 to 12 carbon atoms and AC is acyl, especially benzoyl, tosyl, nitrophenylsulfenyl, acetyl or preferably formyl.

Abstract translation: D，l-苯基丙醇胺外消旋物与下式的光学活性噻唑烷-4-羧酸分开：COOH | H-C-N-Ac || CH 3 || R ANGLE CC ANGLE CH3 ANGLE R2 S其中R1 R2 1〜8个碳原子的烷基，至少2个碳原子的环烷基，芳基或亚烷基，或者R 1和R 2一起形成具有4〜12个碳原子的烷基或亚烷基的环，AC是酰基，特别是苯甲酰基，甲苯磺酰基， 硝基苯基亚磺酰基，乙酰基或优选甲酰基。

公开(公告)号：US4332940A

公开(公告)日：1982-06-01

申请号：US830983

申请日：1977-09-06

Applicant: Helmut Beschke ,  Heinz Friedrich ,  Heribert Offermanns

Inventor： Helmut Beschke ,  Heinz Friedrich ,  Heribert Offermanns

IPC: B01J21/00 ,  B01J27/00 ,  B01J27/12 ,  C07B61/00 ,  C07D215/04 ,  C07D221/04

CPC classification number: C07D215/04 ,  C07D221/04

Abstract: 2,3-Cycloalkenopyridines of the formula ##STR1## are prepared by reacting a cycloalkanone or cycloalkenone of the formula ##STR2## with an oxo compound of the formula ##STR3## where Z is an aliphatic carbon chain which is unsubstituted or has hydrocarbon substituents and R.sub.1, R.sub.2 and R.sub.3 are hydrogen or lower alkyl groups and ammonia in the presence of a dehydrating and dehydrogenating catalyst at a temperature of about 250.degree. to 550.degree. C.

Abstract translation: 通过使式“IMAGE”的环烷酮或环烯酮与式IMA的氧代化合物反应制备，其中Z是未取代的或具有烃取代基的脂族碳链， 在脱水和脱氢催化剂存在下，在约250-550℃的温度下，R1，R2和R3是氢或低级烷基和氨。

公开(公告)号：US4224226A

公开(公告)日：1980-09-23

申请号：US926322

申请日：1978-07-20

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

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

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

CPC classification number: C07D307/54

Abstract: 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.

Abstract translation: 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。

公开(公告)号：US4144340A

公开(公告)日：1979-03-13

申请号：US786936

申请日：1977-04-12

Applicant: Heribert Offermanns ,  Karl H. Klingler ,  Klaus Thiemer ,  Fritz Stroman

Inventor： Heribert Offermanns ,  Karl H. Klingler ,  Klaus Thiemer ,  Fritz Stroman

IPC: A61K31/52 ,  A61K31/522 ,  A61P25/02 ,  C07D473/08 ,  C07D473/10

CPC classification number: C07D473/08 ,  Y02P20/55 ,  Y10S514/821

Abstract: There are prepared compounds corresponding to the general formulaT -- Alk -- NH -- CH.sub.2 -- CH(OH) -- CH.sub.2 -- O -- Ar Iin which T represents a theophyllinyl-(7) or theobrominyl-(1) radical, Alk is a linear or branched alkylene group with 2 to 5 carbon atoms which may also be substituted by a hydroxy group and Ar represents an aromatic monocyclic or condensed bicyclic, carbocyclic or heterocyclic radical optionally substituted by one or more alkyl groups with 1 to 6 carbon atoms, alkenyl groups with 2 to 6 carbon atoms, alkinyl groups with 2 to 6 carbon atoms, hydroxy groups, acyloxy groups with 1 to 6 carbon atoms, alkoxy groups with 1 to 6 carbon atoms, alkenoxy groups with 2 to 6 carbon atoms, phenyl radicals, halogen atoms, amino groups, acyl groups with 2 to 6 carbon atoms, aminocarbonyl groups, ureido groups, acyl amino groups with 1 to 6 carbon atoms, cycloalkyl groups with 3 to 8 carbon atoms or by one or more cycloalkenyl groups with 4 to 8 carbon atoms, the heterocyclic radical consisting of individual rings with 5 to 6 members and containing from 1 to 4 heteroatoms, and their pharmaceutically acceptable salts. The compounds have beta-adrenolytic activity.

Abstract translation: 制备相应于通式T-Alk-NH-CH 2 -CH（OH）-CH 2 -O-Ar I的化合物，其中T代表木糖基 - （7）或溴代 - （1）基团，Alk是线性的 或具有2至5个碳原子的支链亚烷基，其也可以被羟基取代，Ar表示任选被一个或多个具有1-6个碳原子的烷基取代的芳族单环或稠合双环，碳环或杂环基，烯基 具有2至6个碳原子，具有2至6个碳原子的炔基，羟基，具有1至6个碳原子的酰氧基，具有1至6个碳原子的烷氧基，具有2至6个碳原子的烯氧基，苯基，卤素 具有2至6个碳原子的酰基，氨基羰基，脲基，具有1至6个碳原子的酰基氨基，具有3至8个碳原子的环烷基或具有4至8个碳原子的一个或多个环烯基 原子，杂环基团 具有5至6个成员且含有1至4个杂原子的单个环及其药学上可接受的盐。 该化合物具有β-肾上腺素能活性。

公开(公告)号：US4144269A

公开(公告)日：1979-03-13

申请号：US802943

申请日：1977-06-02

Applicant: Herbert Klenk ,  Theodor Lussling ,  Alfred Maierhofer ,  Heribert Offermanns ,  Hans Wagner

Inventor： Herbert Klenk ,  Theodor Lussling ,  Alfred Maierhofer ,  Heribert Offermanns ,  Hans Wagner

IPC: C07B61/00 ,  B01J31/00 ,  B01J31/02 ,  C07C20060101 ,  C07C51/54 ,  C07C67/00 ,  C07C253/00 ,  C07C253/14 ,  C07C255/33 ,  C07C255/40 ,  C07C255/50 ,  C07C255/56 ,  C07C120/00

CPC classification number: C07C253/14

Abstract: Benzoyl cyanide is made from benzoyl chloride and an alkali metal cyanide in a two phase system comprising water and an inert organic solvent which has only slight miscibility with water in the presence of a tertiary amine and hydrogen cyanide.

Abstract translation: 苯甲酰氰由含有水和惰性有机溶剂的两相体系中的苯甲酰氯和碱金属氰化物制成，其在叔胺和氰化氢的存在下与水仅具有轻微的混溶性。

公开(公告)号：US4122116A

公开(公告)日：1978-10-24

申请号：US880483

申请日：1978-02-23

Applicant: Herbert Klenk ,  Heribert Offermanns ,  Werner Schwarze

Inventor： Herbert Klenk ,  Heribert Offermanns ,  Werner Schwarze

IPC: C07C255/45 ,  C07C255/56 ,  C07D307/54 ,  C07C61/00 ,  C07C51/00 ,  C07C121/46

CPC classification number: C07C253/14 ,  C07D307/54

Abstract: 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.

Abstract translation: 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。

公开(公告)号：US4108877A

公开(公告)日：1978-08-22

申请号：US802944

申请日：1977-06-02

Applicant: Herbert Klenk ,  Heribert Offermanns ,  Werner Schwarze

Inventor： Herbert Klenk ,  Heribert Offermanns ,  Werner Schwarze

IPC: 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 classification number: C07C255/00 ,  C07C253/14 ,  C07D307/54

Abstract: 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.

Abstract translation: 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。

公开(公告)号：US4028406A

公开(公告)日：1977-06-07

申请号：US657835

申请日：1976-02-13

Applicant: Friedrich Asinger ,  Heribert Offermanns ,  Karl-Heinz Gluzek

Inventor： Friedrich Asinger ,  Heribert Offermanns ,  Karl-Heinz Gluzek

IPC: C07D277/06 ,  C07C99/00

CPC classification number: C07D277/06 ,  Y10S426/807

Abstract: Improvements in the process of preparing penicillamine or a homolog thereof by reacting an .alpha.-carbon atom branched aldehyde, sulfur and ammonia to form a thiazoline-.DELTA..sup.3, reacting the thiazoline-.DELTA..sup.3 with anhydrous hydrogen cyanide to form a thiazolidine-4-carbonitrile, hydrolyzing the nitrile to form a mixture of the salt of the thiazolidine-4-carboxylic acid and ammonium salts, separating off the ammonium salts and hydrolytically decomposing the thiazolidine-4-carboxylic acid, wherein under the action of a mineral acid the thiazolidine-4-carbonitrile is in the first stage converted at low temperatures into the salt of the thiazolidine-4-carbonamide and then at higher temperatures converted into the salt of the thiazolidine-4-carboxylic acid.

Abstract translation: 通过使α-碳原子支链醛，硫和氨反应形成噻唑啉-DTA 3，制备青霉胺或其同系物的方法的改进，使噻唑啉-DTA 3与无水氰化氢反应形成噻唑烷-4-腈 水解腈形成噻唑烷-4-羧酸盐和铵盐的混合物，分离出铵盐并水解分解噻唑烷-4-羧酸，其中在无机酸的作用下，噻唑烷-4-酮 4-甲腈在第一阶段在低温下转化成噻唑烷-4-碳酰胺的盐，然后在更高的温度下转化成噻唑烷-4-羧酸的盐。

公开(公告)号：US3981910A

公开(公告)日：1976-09-21

申请号：US468087

申请日：1974-05-08

Applicant: Heribert Offermanns ,  Klaus Posselt

Inventor： Heribert Offermanns ,  Klaus Posselt

IPC: C07C323/58 ,  A61K31/215 ,  A61K31/38 ,  A61K31/381 ,  A61P9/06 ,  A61P9/08 ,  A61P9/10 ,  C07C231/02 ,  C07C235/52 ,  C07D333/36 ,  C07C147/13 ,  C07C149/31

CPC classification number: C07D333/36 ,  Y10S514/821

Abstract: Compounds are prepared of the formula: ##SPC1##Wherein A is a straight or branched chain alkylene or alkylidene radical having 2 to 5 carbon atoms and which is substituted by an alkylthio group having 1 to 4 carbon atoms, a carboxymethyl thio group, a carboxyethyl thio group, an alkylsulfonyl group having 1 to 4 carbon atoms, a mercapto group, or the substituent on A together with --COR.sub.4 forms a 4 to 7 membered thiolactone ring, or A is substituted by an acylmercapto group wherein the acyl is benzoyl, a benzoyl radical substituted with one, two or three alkoxy groups with 1 to 6 carbon atoms, an alkanoyl radical of 1 to 6 carbon atoms, an alkenoyl radical of 3 to 6 carbon atoms, R.sub.1, R.sub.2 and R.sub.3 are the same or different and are alkyl groups of 1 to 5 carbon atoms and one of R.sub.1, R.sub.2 and R.sub.3 also can be hydrogen or the acyl radical of an alkanoic acid of 2 to 4 carbon atoms and R.sub.4 is a hydroxy group or an alkoxy group with 1 to 5 carbon atoms and their pharmacologically acceptable salts. The compounds are pharmacodynamically active and are suited for prophylaxis and treatment of heart illnesses such as cardiac ischemia, cardiac infarct, heart rhythm and circulatory disturbances.

Abstract translation: 化合物由下式制备：

公开(公告)号：US3966752A

公开(公告)日：1976-06-29

申请号：US520899

申请日：1974-11-04

Applicant: Friedrich Asinger ,  Heribert Offermanns ,  Karl-Heinz Gluzek ,  Walter VONBebenburg

Inventor： Friedrich Asinger ,  Heribert Offermanns ,  Karl-Heinz Gluzek ,  Walter VONBebenburg

IPC: C07D277/06 ,  C07D277/60

CPC classification number: C07D277/60 ,  C07D277/06

Abstract: The D-form of an optically active protected penicillamine is prepared by treating a solution of D,L protected penicillamine of the formula: ##EQU1## wherein Ac is formyl, and R.sub.1 and R.sub.2 are both methyl or are joined together to form the pentamethylene group.

Abstract translation: 光学活性受保护的青霉胺的D型是通过将下式所示的D，L保护的青霉胺溶液，其中Ac是甲酰基，其中Ac是甲酰基来处理，其结果为：COOH | HC-N-Ac || CH 3 R1 ANGLE CC ANGLE CH3 ANGLE R2 R1和R2都是甲基或连接在一起形成五亚甲基。