公开(公告)号：US4421922A

公开(公告)日：1983-12-20

申请号：US388431

申请日：1982-06-14

申请人： Raimund Miller ,  Leander Tenud

发明人： Raimund Miller ,  Leander Tenud

IPC分类号： C07C59/215 ,  C07C51/367 ,  C07D307/60

CPC分类号： C07D307/60

摘要： Process for the production of tetronic acid from 4-haloacetoacetic ester which begins by converting a 4-haloacetoacetic ester into the corresponding 4-benzyloxyacetoacetic ester. The 4-benzyl ester is then hydrogenolyzed into an intermediate product. The 4-hydroxyacetoacetic ester is converted by treatment with acid into tetronic acid. The 4-hydroxyacetoacetic ester can be isolated before conversion. The 4-benzyloxyacetoacetic ester can be produced by conversion of the 4-haloacetoacetic ester with a metal salt of benzyl alcohol. The hydrogenolysis can be carried out in the presence of an acid, whereby the 4-hydroxyacetoacetic ester forming in situ is rearranged directly into tetronic acid. The hydrogenolysis can be carried out under pressure in the presence of a hydrogenation catalyst.

摘要翻译： 通过将4-卤代乙酰乙酸酯转化为相应的4-苄氧基乙酰乙酸开始的从4-卤代乙酰乙酸生产四氢酸的方法。 然后将4-苄基酯氢解成中间产物。 通过用酸处理将4-羟基乙酰乙酸转化成四氢酸。 4-羟基乙酰乙酸酯可以在转化前分离。 4-苄氧基乙酰乙酸酯可以通过4-卤代乙酰乙酸酯与苄醇的金属盐的转化来制备。 氢解可以在酸的存在下进行，由此将原位形成的4-羟基乙酰乙酸酯直接重排成四氢酸。 氢解可以在加氢催化剂的存在下在压力下进行。

公开(公告)号：US4018821A

公开(公告)日：1977-04-19

申请号：US616849

申请日：1975-09-25

申请人： Leander Tenud

发明人： Leander Tenud

IPC分类号： C07C229/22 ,  A61K31/13 ,  A61K31/205 ,  C07C20060101 ,  C07C227/12 ,  C07C101/10 ,  C07C101/12

摘要： The process for the production of carnitine hydrochloride which involves placing an ester of .gamma.-halo-acetoacetic acid having the formula: ##STR1## wherein R.sub.1 is hydrogen, R.sub.2 is a lower alkyl group having 1 to 10 carbon atoms and X is a halogen atom selected from the group consisting of chlorine or bromine, in an aqueous solution of excess trimethyl amine held at a temperature between 0.degree. and 50.degree. C., a reaction resulting between said ester and said amine. The excess trimethyl amine is distilled off. The pH of the solution is adjusted between 4 and 8, (3-carbalkoxy-2-oxopropyl)-trimethyl ammonium halide resulting. The (3-carbalkoxy-2-oxopropyl)-trimethyl ammonium is hydrogenated without isolating said halide from solution, a carnitine ester resulting. The carnitine ester is converted by means of aqueous hydrochloric acid into carnitine hydrochloride.

摘要翻译： 生产盐酸左旋肉碱的方法，其中包括将下式所示的γ-卤代乙酰乙酸酯：其中R1为氢，R2为具有1-10个碳原子的低级烷基，X为卤素原子 选自氯或溴，在保持在0℃至50℃之间的过量三甲胺的水溶液中，所述酯与所述胺之间产生反应。 蒸馏除去过量的三甲基胺。 将溶液的pH调节为4至8，得到（3-烷氧基-2-氧代丙基） - 三甲基卤化铵。 氢化（3-碳烷氧基-2-氧代丙基） - 三甲基铵，不从溶液中分离所述卤化物，得到肉碱酯。 肉碱酯通过盐酸水溶液转化为盐酸肉碱。

公开(公告)号：US4801750A

公开(公告)日：1989-01-31

申请号：US361333

申请日：1982-03-24

申请人： Leander Tenud ,  Raimund Miller ,  Barry Jackson

发明人： Leander Tenud ,  Raimund Miller ,  Barry Jackson

IPC分类号： C07C231/04 ,  C07C51/58 ,  C07C235/74 ,  C07C102/06

CPC分类号： C07C51/58

摘要： Process for the production of 2-chloroacetoacetic acid amides. Diketene is converted at a temperature of +30.degree. to -40.degree. C. with the help of hydrogen chloride into acetoacetic acid chloride. Chlorine is introduced into the mixture at a temperature of +30.degree. to -40.degree. C., whereby 2-chloroacetoacetic acid chloride is formed. The latter is converted into the corresponding amide at a temperature of +50.degree. to -40.degree. C. by reaction with a N-compound having the formula: ##STR1## wherein (i) R=R'=H, or(ii) R=R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alky, or(iii) R=H, and R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alkyl.

摘要翻译： 生产2-氯乙酰乙酰胺的方法。 二氯乙烯在+ 30℃至-40℃的温度下，借助氯化氢转化成乙酰乙酰氯。 在+ 30℃至-40℃的温度下将氯引入混合物中，由此形成2-氯乙酰乙酰氯。 通过与具有下式的N-化合物反应将后者转化成相应的酰胺：温度为+ 50℃至-40℃，其中（i）R = R'= H，或（ii） R = R'=烷基，取代的烷基，芳基，取代的芳基，烷基芳基，取代的烷基芳基，烷氧基芳基，取代的烷氧基芳基，烷氧基烷基或取代的烷氧基烷基，或（iii）R = H，R' 取代的烷基，芳基，取代的芳基，烷基芳基，取代的烷基芳基，烷氧基芳基，取代的烷氧基芳基，烷氧基烷基或取代的烷氧基烷基。

公开(公告)号：US4552983A

公开(公告)日：1985-11-12

申请号：US652484

申请日：1984-09-20

申请人： Leander Tenud ,  Synese Jolidon

发明人： Leander Tenud ,  Synese Jolidon

IPC分类号： C07C231/00 ,  C07C67/00 ,  C07C231/12 ,  C07C237/04 ,  C09B44/02 ,  C07C103/42

CPC分类号： C09B44/02

摘要： Process for the production of 4-(trialkylammonium)-acetoacetarylides having the formula: ##STR1## wherein: R is H, a lower alkyl, --OCH.sub.3, --OC.sub.2 H.sub.5, --Cl, --Br, --NO.sub.2, --NHCOCH.sub.3 or an anilated heterocyclic ring; n is 1 to 3; R.sup.1, R.sup.2 and R.sup.3 each is an alkyl having 1 to 18 C atoms; and X is Cl or Br. Such arylide is prepared by reacting a corresponding trialkylamine with a corresponding 4-haloacetoacetarylide at a low temperature in the presence of an organic solvent.

摘要翻译： 制备具有下式的4-（三烷基铵） - 乙酰乙酰胺的方法：其中：R是H，低级烷基，-OCH 3，-OC 2 H 5，-Cl，-Br，-NO 2，-NHCOCH 3或被取代的杂环 环; n为1〜3; R1，R2和R3各自为具有1至18个C原子的烷基; X为Cl或Br。 在有机溶剂存在下，通过使相应的三烷基胺与相应的4-卤代乙酰基乙酰胺在低温下反应来制备。

公开(公告)号：US4391979A

公开(公告)日：1983-07-05

申请号：US227489

申请日：1981-01-22

申请人： Alfred Huwiler ,  Leander Tenud

发明人： Alfred Huwiler ,  Leander Tenud

IPC分类号： C07D277/20 ,  C07D277/40 ,  C07D277/38

CPC分类号： C07D277/40

摘要： Process for the simplified preparation of (2-aminothiazol-4-yl)-acetic acid hydrochloride in light-stable form, in high purity and in good yields, by the reaction of thiourea with 4-chloroacetoacetyl chloride.

摘要翻译： 通过硫脲与4-氯乙酰乙酰氯的反应，以高纯度和高产率简化制备（2-氨基噻唑-4-基） - 乙酸盐酸盐的光稳定形式的方法。

公开(公告)号：US3969406A

公开(公告)日：1976-07-13

申请号：US572316

申请日：1975-04-28

申请人： Leander Tenud

发明人： Leander Tenud

IPC分类号： C07B61/00 ,  B01J23/00 ,  B01J23/42 ,  C07C20060101 ,  C07C69/62 ,  C07C227/04 ,  C07C227/08 ,  C07C229/22 ,  C07G13/00 ,  C07C101/30

CPC分类号： C07C229/22

摘要： The process for the production of carnitine hydrochloride which includes reacting a .alpha.-haloacetoacetanilide having the formula:XCH.sub.2 COCH.sub.2 CONYC.sub.6 H.sub.5where X is a halogen atom and Y is a hydrogen atom, a phenyl group, a benzyl group or an alkyl group having 1 to 8 carbon atoms, with trimethylamine, a .gamma.-trimethylammonium acetoacetanilide halide resulting. The .gamma.-trimethylammonium acetoacetanilide halide, is hydrogenated, a .gamma.-trimethylammonium-.beta.-hydroxybutyric acid halide resulting. The .gamma.-trimethylammonium-.beta.-hydroxybutyric acid halide is converted by means of aqueous hydrochloric acid into the carnitine hydrochloride.

摘要翻译： 用于生产盐酸左旋肉碱的方法，其包括使具有下式的α-卤代乙酰乙酰替苯胺