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1. 发明授权

US5527964A Acetaldehyde derivatives, their preparation process and their use 失效
标题翻译：乙醛衍生物，其制备方法及其用途
公开(公告)号：US5527964A
公开(公告)日：1996-06-18
申请号：US431033
申请日：1995-04-28
申请人： Alain Schouteeten , Yani Christidis
发明人： Alain Schouteeten , Yani Christidis
IPC分类号： C07C249/02 , C07C213/02 , C07C217/40 , C07C251/88 , C07C249/16
CPC分类号： C07C213/02 , C07C217/40 , C07C251/88
摘要： Azines of formula (I): ##STR1## in which R and R' either are identical and represent an alkyl radical containing 1 to 4 carbon atoms or an alkenyl radical containing 3 to 5 carbon atoms, or together form a radical of formula (II):--CHR.sub.1 --(CR.sub.2 R.sub.3).sub.n --CHR.sub.4 -- (II)in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4, identical or different, represent a hydrogen atom or an alkyl radical containing 1 to 4 carbon atoms and n represents 0 or 1, in their different stereoisomer forms, their preparation process and their use.
摘要翻译：式（I）的吖嗪：其中R和R'相同并且表示含有1至4个碳原子的烷基或含有3至5个碳原子的烯基，或一起形成基团式（II）：-CHR1-（CR2R3）n-CHR4-（Ⅱ），其中R1，R2，R3和R4相同或不同，表示氢原子或含有1至4个碳原子的烷基，n表示0 或1，以其不同的立体异构体形式，其制备方法及其用途。

2. 发明授权

US4504678A Pure crystalline racemic sodium parahydroxymandelate, process for its preparation and uses thereof 失效
标题翻译：纯结晶外消旋钠对羟基扁桃酸钠，其制备及其用途
公开(公告)号：US4504678A
公开(公告)日：1985-03-12
申请号：US455143
申请日：1983-01-03
申请人： Alain Schouteeten , Yani Christidis
发明人： Alain Schouteeten , Yani Christidis
IPC分类号： C07C59/52 , C07C59/50
CPC分类号： C07C59/52
摘要： Pure crystalline racemic sodium parahydroxymandelate free from any ions of chloride, acetate, formate and sulfate group, is manufactured by condensing in water, in the presence of sodium hydroxide at a temperature between 30.degree. and 100.degree. C., glyoxylic acid or sodium glyoxylate with an excess of phenol, concentrating it hot, until the start of crystallization of the solution thus obtained after neutralization and removal of the unconverted phenol either by steam distillation, or by extraction with a water-immiscible organic solvent. The resulting suspension obtained is cooled, drained after some hours of standing at a temperature close to 5.degree. C., and the resulting precipitate recovered by washing it with iced water followed by drying to constant weight. The product is useful for the manufacture of crystalline sodium paraformylphenolate.
摘要翻译：不含氯离子，乙酸盐，甲酸盐和硫酸盐基团的任何离子的纯结晶外消旋钠对羟基扁桃酸盐，在氢氧化钠存在下，在30〜100℃的温度下，在水中冷凝，乙醛酸或乙醛酸钠与过量的苯酚，将其浓缩，直到通过蒸汽蒸馏中和除去未转化的酚后，或通过与水不混溶的有机溶剂萃取，所得溶液开始结晶。将得到的悬浮液冷却，在接近5℃的温度下静置几小时后排干，通过用冰水洗涤所得沉淀物，然后干燥至恒重。该产品可用于制造结晶多聚甲酚钠。

3. 发明授权

US4518800A Process for preparation of crystallized monohydrated sodium phenylpyruvate 失效
标题翻译：结晶一水合苯丙酮酸钠的制备方法
公开(公告)号：US4518800A
公开(公告)日：1985-05-21
申请号：US630427
申请日：1984-07-13
申请人： Alain Schouteeten , Yani Christidis
发明人： Alain Schouteeten , Yani Christidis
IPC分类号： C07C59/84 , B01J31/00 , B01J31/02 , C07B61/00 , C07C51/00 , C07C51/41 , C07C67/00
CPC分类号： C07C51/00 , C07C51/41
摘要： The invention concerns a process for preparation of crystallized monohydrated sodium phenylpyruvate comprising: hot reacting benzaldehyde in an aqueous medium in the presence of a catalytic quantity of ethanolamine with the stoichiometric quantity of hydantoin, then treating the reactional medium hot at pH=14 through an excess of sodium hydroxide, acidifying to pH=9 with concentrated hydrochloric acid the so obtained solution and separating the formed precipitate.
摘要翻译：本发明涉及一种制备结晶的一水合的苯基苯丙酮酸钠的方法，其包括：在催化量的乙醇胺与化学计量的乙内酰脲存在下，在含水介质中使苯甲醛热反应，然后在pH = 14的条件下将反应介质热处理过量的氢氧化钠，用浓盐酸酸化至pH = 9，得到的溶液并分离形成的沉淀。

4. 发明授权

US4346238A Process for the preparation of crystalline sodium paraformylphenolate 失效
标题翻译：制备结晶多聚甲酚钠的方法
公开(公告)号：US4346238A
公开(公告)日：1982-08-24
申请号：US147678
申请日：1980-05-07
申请人： Alain Schouteeten , Yani Christidis
发明人： Alain Schouteeten , Yani Christidis
IPC分类号： C07C45/00 , C07C45/39 , C07C47/565 , C07C47/575 , C07C67/00 , C07C45/54
CPC分类号： C07C47/565 , C07C45/39
摘要： Sodium paraformylphenolate crystallized with two molecules of water is manufactured by:(a) condensing glyoxylic acid with an excess of phenol in water in the presence of sodium hydroxide at a temperature comprised between 30.degree. C. and 100.degree. C.;(b) neutralizing the solution thus obtained and then freeing it from the unconverted phenol by steam distillation or extraction with a water-immiscible organic solvent and then subjecting it hot under a pressure of oxygen, to a catalytic decarboxylating oxidizing degradation in the presence of sodium hydroxide;(c) allowing the aqueous solution so-obtained, after removal of the catalyst by filtration, and then concentration hot under vacuum to 60% plus or minus 10% of its initial volume, to crystallize; and(d) draining the precipitated crystals, washing them and then drying them to constant weight under vacuum of 1 mm of mercury at 20.degree. C., to obtain sodium paraformylphenolate crystallized with 2 molecules of water or dried to constant weight under a vacuum of 1 mm of mercury at 100.degree. C. to obtain it in anhydrous form. The product is useful for preparing parahydroxy benzaldehyde quantitatively and without other purification reactions.
摘要翻译：用两分子水结晶的多聚甲硫醇钠是通过以下方法制造的：（a）在氢氧化钠存在下，在30℃至100℃的温度下，使乙醛酸与过量的苯酚在水中冷凝; （b）中和所得溶液，然后通过水蒸气蒸馏或与水不混溶的有机溶剂萃取，然后将其从未转化的苯酚中释出，然后在氧气压力下热处理，在钠存在下进行催化脱羧氧化降解氢氧化物; （c）通过过滤除去催化剂后，使真空度为60％±10％，使其结晶，得到如此得到的水溶液。和（d）排出沉淀的晶体，洗涤，然后在20℃下在1mm汞柱的真空下将其干燥至恒重，得到用2分子水结晶的多聚甲酰基苯酚钠，或在真空下干燥至恒重在100℃下加入1毫米汞柱，以无水形式得到。该产品可用于定量和无其他纯化反应制备对羟基苯甲醛。

5. 发明授权

US4339602A Process of preparation of racemic hydroxyarylglycolic acids and novel products resulting therefrom 失效
标题翻译：制备外消旋羟基芳基乙醇酸及其产生的新产品的方法
公开(公告)号：US4339602A
公开(公告)日：1982-07-13
申请号：US243965
申请日：1981-02-25
申请人： Alain Schouteeten , Yani Christidis
发明人： Alain Schouteeten , Yani Christidis
IPC分类号： C07C59/46 , C07C51/00 , C07C51/367 , C07C59/48 , C07C65/11 , C07C59/50
CPC分类号： C07C51/367
摘要： The invention relates to a process of preparation of racemic hydroxyarylglycolic acids and the novel products resulting therefrom.According to such process glyoxylic acid is condensed in water in the presence of an alkaline agent at a temperature of between 35.degree. and 100.degree. C., on an excess, or not, of phenolic aromative derivative other than phenol, having at least one proton on either of the ortho or para positions with respect to the phenol function.Application to the production of novel acids such as 4-hydroxy 3-tertiobutyl mandelic acid, 2-hydroxy 5-tertiobutyl mandelic acid, 3-chloro 4-hydroxy mandelic acid, 2-fluoro 4-hydroxy mandelic acid, monohydrated 3,5-dimethoxy 4-hydroxy mandelic acid, 2-hydroxy 5-methyl mandelic acid, (1-hydroxy 2-naphthyl) glycolic acid, 4-ethyl 2-hydroxy mandelic acid, and 4-hydroxy 3-methyl mandelic acid.
摘要翻译： PCT No.PCT / FR80 / 00126 Sec。 371日期：1981年2月25日 102（e）日期1981年2月25日PCT提交1980年7月24日PCT公布。公开号WO81 / 00254 日本2月5日，1981年。本发明涉及外消旋羟基芳基乙醇酸的制备方法和由此产生的新产物。根据这种方法，乙醛酸在碱性试剂存在下，在35℃至100℃的温度下，在除苯酚以外的酚类芳族衍生物的过量或不存在下，在水中冷凝，其具有至少一个质子在相对于酚官能团的邻位或对位。适用于生产新型酸如4-羟基-3-叔丁基扁桃酸，2-羟基5-叔丁基扁桃酸，3-氯-4-羟基扁桃酸，2-氟4-羟基扁桃酸，一水合3,5-二二羟甲基4-羟基扁桃酸，2-羟基-5-甲基扁桃酸，（1-羟基2-萘基）乙醇酸，4-乙基2-羟基扁桃酸和4-羟基3-甲基扁桃酸。

6. 发明授权

US4088657A Process for manufacturing N-acyl derivatives of glycines .alpha.-substituted by radicals of aromatic nature and novel products thereof 失效
标题翻译：用于制备由芳香族自由基取代的甘氨酸N-酰基衍生物的方法及其新产物
公开(公告)号：US4088657A
公开(公告)日：1978-05-09
申请号：US722286
申请日：1976-09-10
申请人： Yani Christidis , Alain Schouteeten
发明人： Yani Christidis , Alain Schouteeten
IPC分类号： C07D333/24 , C07C67/00 , C07C231/00 , C07C231/06 , C07C231/08 , C07C231/12 , C07C233/45 , C07C233/47 , C07C233/49 , C07C101/42
CPC分类号： C07C233/45
摘要： This is an improved process of manufacturing N-acyl derivatives of glycines .alpha.-substituted by radicals with an aromatic nature by condensation of the addition product of glyoxylic acid and an amide, with an aromatic compound. In a first stage, the reaction is carried out at low temperature, in a concentrated sulfuric medium, of an aliphatic nitrile of the formula R--C.tbd.N in which R is a radical selected from the group of substituted and unsubstituted, saturated and unsaturated alkyl radicals, with a concentrated aqueous solution of glyoxylic acid. Then in a second stage, the mixture obtained is condensed also at low temperature with a compound of aromatic nature not including a hydroxyl group and having at least one substitutable free hydrogen, and the resulting product is collected. The concentrated sulfuric acid may be supplemented with acetic acid during the second stage. A surface active agent may be also added in this stage. The products are valuable intermediates for the preparation of semi-synthetic penicillins.
摘要翻译：这是通过将乙醛酸和酰胺的加成产物与芳族化合物缩合制备具有芳香性的基团被α-取代的甘氨酸的N-酰基衍生物的改进方法。在第一阶段中，反应在低浓度的硫酸介质中进行，其中R为选自取代和未取代的饱和和不饱和烷基的基团的式RC 3BOND N的脂族腈，用浓缩的乙醛酸水溶液。然后在第二阶段中，所获得的混合物也在低温下与芳族性质不包含羟基并具有至少一个可取代的游离氢的化合物一起冷凝，并收集所得产物。浓硫酸在第二阶段可补充乙酸。在该阶段也可以加入表面活性剂。该产品是制备半合成青霉素的有价值的中间体。

7. 发明授权

US5091566A Process for the manufacture of aqueous solutions of glyoxylic acid 失效
标题翻译：制备葡萄糖酸水溶液的方法
公开(公告)号：US5091566A
公开(公告)日：1992-02-25
申请号：US374818
申请日：1989-07-03
申请人： Alain Schouteeten , Yani Christidis
发明人： Alain Schouteeten , Yani Christidis
IPC分类号： B01J27/24 , C07B61/00 , C07C51/235 , C07C51/27 , C07C59/153
CPC分类号： C07C51/235 , C07C51/27
摘要： The invention relates to the preparation of glyoxylic acid by oxidizing an aqueous solution of glyoxal having a pH less than 1 with molecular oxygen in the presence of nitrogen monoxide as a catalyst.This process allows the practically total conversion of the starting glyoxal with a good yield of glyoxylic acid.
摘要翻译：本发明涉及通过在一氧化氮作催化剂存在下用分子氧氧化pH小于1的乙二醛水溶液来制备乙醛酸。该方法允许起始乙二醛的实际总转化率与乙醛酸的良好收率。

8. 发明授权

US4408070A Pure crystalline racemic sodium parahydroxymandelate, process for its preparation and uses thereof 失效
公开(公告)号：US4408070A
公开(公告)日：1983-10-04
申请号：US284835
申请日：1981-07-20
申请人： Alain Schouteeten , Yani Christidis
发明人： Alain Schouteeten , Yani Christidis
IPC分类号： C07C45/39 , C07C45/81 , C07C59/52 , C07C65/135
CPC分类号： C07C59/52 , C07C45/39 , C07C45/81
摘要： Pure crystalline racemic sodium parahydroxymandelate free from any ions of chloride, acetate, formate and sulfate group, is manufactured by condensing in water, in the presence of sodium hydroxide at a temperature between 30.degree. and 100.degree. C., glyoxylic acid or sodium glyoxylate with an excess of phenol, concentrating it hot, until the start of crystallization of the solution thus obtained after neutralization and removal of the unconverted phenol either by steam distillation, or by extraction with a water-immiscible organic solvent. The resulting suspension obtained is cooled, drained after some hours of standing at a temperature close to 5.degree. C., and the resulting precipitate recovered by washing it with iced water followed by drying to constant weight. The product is useful for the manufacture of crystalline sodium paraformylphenolate.

9. 发明授权

US5550250A Preparation process for 2 formyl imidazole acetals 失效
标题翻译： 2甲酰咪唑缩醛的制备方法
公开(公告)号：US5550250A
公开(公告)日：1996-08-27
申请号：US511251
申请日：1995-08-04
申请人： Alain Schouteeten , Yani Christidis
发明人： Alain Schouteeten , Yani Christidis
IPC分类号： C07D233/54 , C07D233/64 , C07D405/04
CPC分类号： C07D233/64
摘要： Preparation process for a product of formula (I): ##STR1## in which R.sub.1 and R.sub.2, either are identical and represent a C.sub.1 -C.sub.4 alkyl radical, or form together a group of formula (II):--CHR.sub.3 .paren open-st.CR.sub.4 R.sub.5 .paren close-st..sub.n CHR.sub.6 -- (II)in which R.sub.3, R.sub.4, R.sub.5 and R.sub.6, identical or different, represent a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical, and n represents 0 or 1, in which an aqueous mixture of glyoxal and an ethanal of formula (III): ##STR2## in which R.sub.1 and R.sub.2 have the meaning given above, is reacted with ammonia.
摘要翻译：式（I）的产物的制备方法：其中R 1和R 2相同并且表示C1-C4烷基，或者一起形成式（II）的基团： - CHR 3 + 545 CR4R5 + 546 nCHR6-（Ⅱ），其中R3，R4，R5和R6相同或不同，表示氢原子或C1-C4烷基，n表示0或1，其中乙二醛和式（III）的乙醛：其中R 1和R 2具有上述含义的化合物与其反应。

10. 发明授权

US5354897A Process for obtaining orthohydroxymandelic acid and its salts 失效
标题翻译：获得邻羟基扁桃酸及其盐的方法
公开(公告)号：US5354897A
公开(公告)日：1994-10-11
申请号：US15429
申请日：1993-02-12
申请人： Alain Schouteeten , Yani Christidis
发明人： Alain Schouteeten , Yani Christidis
IPC分类号： B01J27/24 , C07B61/00 , C07C51/367 , C07C59/11 , C07C59/48
CPC分类号： C07C51/367
摘要： Preparation process for orthohydroxymandelic acid, as well as its salts, in which glyoxylic acid is reacted with phenol in the presence of a tertiary amine and catalytic quantities of trivalent metal cations, in order to obtain the expected product which is isolated and, if desired, salified.
摘要翻译：在叔胺和催化量的三价金属阳离子存在下，其中乙醛酸与苯酚反应的邻羟基扁桃酸及其盐的制备方法，以获得分离的预期产物，如果需要，成盐

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