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1. 发明授权

US07759527B2 Microwave induced one pot process for the preparation of arylethenes 失效
标题翻译：微波诱导一锅法制备芳纶
公开(公告)号：US07759527B2
公开(公告)日：2010-07-20
申请号：US11691896
申请日：2007-03-27
申请人： Arun Kumar Sinha , Anuj A Sharma , Vinod Kumar
发明人： Arun Kumar Sinha , Anuj A Sharma , Vinod Kumar
IPC分类号： C07C41/01 , C07C37/00 , C07C67/00
CPC分类号： C07C41/18 , C07C37/0555 , C07C37/50 , C07C37/82 , C07C41/26 , C07C43/23 , C07C39/20 , C07C43/215
摘要： The invention entitled “A Microwave Induced One Pot Process for The Preparation of Arylethenes” provides a method for the preparation of commercially important 2- or 4-hydroxy substituted arylethenes like styrenes or stilbenes in one pot utilizing cheaper substrates in the form of 2- or 4-hydroxy substituted cinnamic acids and their derivatives as well as reagents in the form of base such as sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, ammonium acetate, imidazole, methylimidazole and the combination thereof, with or without solvent such as dimethylformamide, dimethylsulfoxide, ethylene glycol, diethylene glycol, acetonitrile, acetone, methyl imidazoles, ionic liquid, water and the like. The reaction time vary from 1 min-12 hrs and yield of the products from 49-76% depending upon the base, acid, substrate source of heating monomode or multimode microwave or conventional. It is important to mention that the presence of 2- or 4-hydroxy substitution at phenyl ring of cinnamic acids and their derivatives is essential requirements towards formation of corresponding arylethenes in one step.
摘要翻译：题为“A Microwave Induced One Pot Process for the Preparation of Arylehenes”的发明提供了一种在一个罐中制备商业上重要的2-或4-羟基取代的芳香醚如苯乙烯或二苯乙烯的方法，其使用2-或 4-羟基取代的肉桂酸及其衍生物以及碱的形式的试剂如氢氧化钠，氢氧化钾，氢氧化锂，碳酸氢钠，碳酸钠，碳酸氢钾，碳酸钾，乙酸铵，咪唑，甲基咪唑及其组合有或没有溶剂如二甲基甲酰胺，二甲基亚砜，乙二醇，二甘醇，乙腈，丙酮，甲基咪唑，离子液体，水等。反应时间从1分钟-12小时变化，产物的产率从49-76％变化，这取决于加热单模或多模微波或常规的碱，酸，底物来源。重要的是提到在肉桂酸及其衍生物的苯环上存在2-或4-羟基取代是在一个步骤中形成相应的芳酰基的必要条件。

2. 发明授权

US06566557B2 Process for the preparation of substituted trans-cinnamaldehyde, a natural yellow dye, from phenylpropane derivatives 失效
标题翻译：由苯基丙烷衍生物制备取代的反式肉桂醛（天然黄色染料）的方法
公开(公告)号：US06566557B2
公开(公告)日：2003-05-20
申请号：US09805832
申请日：2001-03-14
申请人： Arun Kumar Sinha , Bhupendra Prasad Joshi , Ruchi Dogra
发明人： Arun Kumar Sinha , Bhupendra Prasad Joshi , Ruchi Dogra
IPC分类号： C07C4528
CPC分类号： C09B61/00 , C07C45/28 , C07C45/30 , C07C47/277 , C09B57/00 , C07C47/54
摘要： The present invention relates to the preparation of substituted trans-cinnamaldehyde, a natural yellow dye from Phenylpropane derivatives having R2—R3—R4—R5—R6 substitution, wherein R2 to R6 equal or different, being hydrogen or hydroxy or acyl or halogen or alkyl or heterocyclic or aryl or dioxymethylene or alkoxy groups, etc., by oxidizing the said phenylpropane derivatives using a oxidising agent such as 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) or p-chloranil or pyridinium chlorochromate (PCC) or tBuOOH or CrO3 with a catalytic amount of inorganic/organic acid or alumina, celite, and silica gel as a solid support for microwave irradiation and thus substituted trans-cinnamaldehydes, a natural yellow dye, are obtained in high yield ranging from 68-82%.
摘要翻译：本发明涉及取代的反式肉桂醛的制备，其是具有R2-R3-R4-R5-R6取代基的苯基丙烷衍生物的天然黄色染料，其中R2至R6相同或不同，为氢或羟基或酰基或卤素或烷基或杂环或芳基或二氧亚甲基或烷氧基等，通过使用氧化剂如2,3-二氯-5,6-二氰基-1,4-苯醌（DDQ）或对氯醌来氧化所述苯基丙烷衍生物或使用催化量的无机/有机酸或氧化铝，硅藻土和硅胶的氯铬酸吡啶鎓（PCC）或tBuOOH或CrO 3作为微波照射的固体支持物，从而以高产率获得取代的反式肉桂醛（天然黄色染料）从68-82％。

3. 发明授权

US08716532B2 One pot multicomponent synthesis of some novel hydroxy stilbene derivatives with alpha, beta-carbonyl conjugation under microwave irradiation 失效
标题翻译：在微波照射下，一步法合成一些新颖的具有α，β-羰基共轭的羟基二苯乙烯衍生物
公开(公告)号：US08716532B2
公开(公告)日：2014-05-06
申请号：US13260806
申请日：2010-03-26
申请人： Abhishek Sharma , Arun Kumar Sinha , Rakesh Kumar , Naina Sharma
发明人： Abhishek Sharma , Arun Kumar Sinha , Rakesh Kumar , Naina Sharma
IPC分类号： C07C39/215
CPC分类号： A61K36/482 , C07D317/54 , C07D333/16
摘要： The present invention provides a method for the preparation of some novel multiconjugated 2- or 4-hydroxy substituted stilbenes. The method provides one pot multicomponent approach wherein 3-4 step reaction sequences viz. condensation, decarboxylation and Heck coupling occur simultaneously which results in an enhanced yield of desired products and reduced reaction times.
摘要翻译：本发明提供了制备一些新颖的多结构的2-或4-羟基取代的二苯乙烯的方法。该方法提供一锅多组分方法，其中3-4步反应顺序即缩合，脱羧和Heck偶联同时发生，导致所需产物的产率提高和反应时间缩短。

4. 发明申请

US20120165567A1 ONE POT MULTICOMPONENT SYNTHESIS OF SOME NOVEL HYDROXY STILBENE DERIVATIVES WITH ALPHA, BETA-CARBONYL CONJUGATION UNDER MICROWAVE IRRADIATION 失效
标题翻译：一种具有ALPHA的新型羟基苯并苯衍生物的多糖合成，微波辐射下的碳纳米管结合
公开(公告)号：US20120165567A1
公开(公告)日：2012-06-28
申请号：US13260806
申请日：2010-03-26
申请人： Abhishek Sharma , Arun Kumar Sinha , Rakesh Kumar , Naina Sharma
发明人： Abhishek Sharma , Arun Kumar Sinha , Rakesh Kumar , Naina Sharma
IPC分类号： C07C51/38 , C07C45/72 , C07C41/30
CPC分类号： A61K36/482 , C07D317/54 , C07D333/16
摘要： The present invention provides a method for the preparation of some novel multiconjugated 2- or 4-hydroxy substituted stilbenes. The method provides one pot multicomponent approach wherein 3-4 step reaction sequences viz. condensation, decarboxylation and Heck coupling occur simultaneously which results in an enhanced yield of desired products and reduced reaction times
摘要翻译：本发明提供了制备一些新颖的多结构的2-或4-羟基取代的二苯乙烯的方法。该方法提供一锅多组分方法，其中3-4步反应顺序即缩合，脱羧和Heck偶联同时发生，导致所需产物的产率提高和反应时间缩短

5. 发明申请

US20120003915A1 Air Breather Valve Assembly 审中-公开
标题翻译：空气通气阀组件
公开(公告)号：US20120003915A1
公开(公告)日：2012-01-05
申请号：US13059028
申请日：2008-09-29
申请人： Arun Kumar Sinha
发明人： Arun Kumar Sinha
IPC分类号： F24F7/00
CPC分类号： F16K24/04 , F01M13/0011 , F16K24/06
摘要： Device for stabilizing air-pressure in a mechanically enclosed environment, namely to a vacuum relief valve and/or air breather valve designed in particular to substitute the vent hose assembly and breather vent and thereby controls and dynamically regulates the pressure or vacuum of the desired area.
摘要翻译：用于在机械封闭环境中稳定空气压力的装置，即用于真空释放阀和/或空气通气阀的装置，其特别设计用于替代排气软管组件和通气孔，从而控制并动态地调节所需区域的压力或真空度。

6. 发明授权

US06579992B2 Method for producing chiral dihydrotagetone, and its conversion to chiral 5-isobutyl-3-methyl-4,5-dihydro-2(3H)-furanone 失效
标题翻译：制备手性二氢吉他酮的方法及其转化为手性5-异丁基-3-甲基-4,5-二氢-2（3H） - 呋喃酮
公开(公告)号：US06579992B2
公开(公告)日：2003-06-17
申请号：US09815335
申请日：2001-03-23
申请人： Arun Kumar Sinha , Bhupendra Prasad Joshi , Ruchi Dogra
发明人： Arun Kumar Sinha , Bhupendra Prasad Joshi , Ruchi Dogra
IPC分类号： C07D40700
CPC分类号： C07C51/29 , C07C59/347
摘要： A natural inexpensive acyclic monoterpene ketone (dihydrotagetone) of formula (4), isolated from the oil of Tagetes sp., was smoothly oxidized with meta-periodate/potassium permanganate into 2,6-dimethyl-4-oxo-heptanoic acid of formula (3), the reduction of 3 with metal hydride such as sodium borohydride or lithium aluminium hydride provided 4-hydroxyacid of formula (2) which on without isolation undergone lactonization in acidic medium furnished two chiral centered 5-isobutyl-3-methyl-4,5-dihydro-2(3H)-furanone of formula (1) as an analogue of whisky lactone 5-butyl-4-methyl-4,5-dihydro-2(3H)-furanone of formula (1a) responsible for high quality of alcoholic beverage (whisky, wine, brandy and scotch), in addition, coconut flavored 5-butyl-4-methyl-4,5-dihydro-2(3H)-furanone of formula (1) is also as an analogue of coconut aldehyde (&ggr;-nonalactone, F.E.M.A. No. 2751) of formula (1b) which is responsible for flavoring a wide range of food stuffs including baked goods and confectionery.
摘要翻译：从Tagetes sp。油中分离得到的式（4）的天然廉价的无环单萜酮（二氢t酮）用高碘酸钾/高锰酸钾被平滑地氧化成式（4）的2,6-二甲基-4-氧代 - 庚酸 3）中，用金属氢化物如硼氢化钠或氢化铝锂还原3，得到式（2）的4-羟基酸，其在酸性介质中经过内酯化而没有分离，提供了两个手性中心的5-异丁基-3-甲基-4- （1）的5-二氢-2（3H） - 呋喃酮作为负责高品质的式（1a）的威士忌内酯5-丁基-4-甲基-4,5-二氢-2（3H） - 呋喃酮的类似物的酒精饮料（威士忌，葡萄酒，白兰地和苏格兰威士忌），此外，式（1）的椰子风味的5-丁基-4-甲基-4,5-二氢-2（3H） - 呋喃酮也是椰子的类似物式（1b）的醛（γ-非内酯，FEMA No.2751），其负责调味各种食品，包括烘焙食品和糖果 y。

7. 发明授权

US06528041B2 Process for the preparation of 1-Propyl-2, 4, 5-trimethoxybenzene from toxic &bgr;-asarone of acorus calamus or from crude calamus oil containing &bgr;-asarone 失效
公开(公告)号：US06528041B2
公开(公告)日：2003-03-04
申请号：US09957867
申请日：2001-09-21
申请人： Arun Kumar Sinha
发明人： Arun Kumar Sinha
IPC分类号： C11D350
CPC分类号： C07C43/2055 , C07C41/20
摘要： The invention relates to a process for the preparation of 1-Propyl-2, 4, 5-trimethoxybenzene useful as a aroma molecule and as a starting material and intermediate for preparation of various drugs. The process comprises providing crude calamus oil or &bgr;-asarone in a solvent; hydrogenating the solution in the presence of a catalyst; filtering the catalyst and removing the solvent under reduced pressure; subjecting the reduced calamus oil to column of silica gel chromatography using an eluent to obtain the desired product in liquid form with 85-97% purity.

8. 发明授权

US08779200B2 Microwave induced single step green synthesis of some novel 2-aryl aldehydes and their analogues 失效
标题翻译：微波诱导单步绿色合成一些新型2-芳基醛及其类似物
公开(公告)号：US08779200B2
公开(公告)日：2014-07-15
申请号：US13203100
申请日：2010-02-25
申请人： Arun Kumar Sinha , Abhishek Sharma , Rakesh Kumar , Naina Sharma
发明人： Arun Kumar Sinha , Abhishek Sharma , Rakesh Kumar , Naina Sharma
IPC分类号： C07C241/00 , C07C47/00
CPC分类号： C07C45/28 , C07C45/30 , C07C249/16 , C07C311/49 , C07D317/54 , C07C47/228 , C07C47/24 , C07C47/23 , C07C47/277
摘要： The present invention provides a process for the preparation of some novel 2-aryl and 2,2-diaryl aldehydes and analogues which are privileged intermediates for commercially important nonsteroidal anti-inflammatory drugs including naproxen, flurbiprofen and potent anticancer drug candidates, including phenstatin through a unique single step synthetic methodology utilizing easily available substrates in the form of aryl alkenes as well as environmentally benign aqueous reaction conditions in the form of solvents such as mixtures of water and DMSO or Dioxane and reagents N-bromosuccinimide, N-iodosuccinimide, N-cholorosuccinimide and phase transfer catalyst such as cetyltrimethyl ammonium bromide, N-hexyl ammonium chloride for a reaction time varying from 1 min-30 min, depending upon microwave or conventional heating, without using expensive transition metal catalysts or lewis acids/bases with yield varying from 35-55%, depending upon the solvent and substrate used. The developed method provides a clean and convenient alternative to access a diverse range of medicinally important 2-aryl and 2,2-diaryl aldehyde based scaffolds in lieu of the conventional multistep protocols employing expensive and hazardous transition metal catalysts and lewis acids/bases.
摘要翻译：本发明提供了一种制备一些新的2-芳基和2,2-二芳基醛和类似物的方法，其是用于商业上重要的非甾族抗炎药物的特权中间体，包括萘普生，氟比洛芬和有效的抗癌药物候选物，包括通过使用易于获得的芳基烯烃底物的独特的单步合成方法以及溶剂形式的环境友好的水性反应条件，例如水和DMSO或二恶烷的混合物以及试剂N-溴琥珀酰亚胺，N-碘代琥珀酰亚胺，N-氯代氯代琥珀酰亚胺和相转移催化剂如十六烷基三甲基溴化铵，N-己基氯化铵，反应时间为1分钟-30分钟，取决于微波或常规加热，不使用昂贵的过渡金属催化剂或路易斯酸/碱，产率从35 -55％，这取决于所用的溶剂和底物。开发的方法提供了一种干净和方便的替代方案，以便获得各种各样的药物重要的2-芳基和2,2-二芳基醛基支架，代替常规的多步骤方案，其采用昂贵且危险的过渡金属催化剂和路易斯酸/碱。

9. 发明申请

US20120041234A1 MICROWAVE INDUCED SINGLE STEP GREEN SYNTHESIS OF SOME NOVEL 2-ARYL ALDEHYDES AND THEIR ANALOGUES 失效
标题翻译：微波诱导的单步绿色合成一些新型二芳基醛及其类似物
公开(公告)号：US20120041234A1
公开(公告)日：2012-02-16
申请号：US13203100
申请日：2010-02-25
申请人： Arun Kumar Sinha , Abhishek Sharma , Rakesh Kumar , Naina Sharma
发明人： Arun Kumar Sinha , Abhishek Sharma , Rakesh Kumar , Naina Sharma
IPC分类号： C07C251/80 , C07C45/00 , B01J19/12 , C07C47/27
CPC分类号： C07C45/28 , C07C45/30 , C07C249/16 , C07C311/49 , C07D317/54 , C07C47/228 , C07C47/24 , C07C47/23 , C07C47/277
摘要： The present invention provides a process for the preparation of some novel 2-aryl and 2,2-diaryl aldehydes and analogues which are privileged intermediates for commercially important nonsteroidal anti-inflammatory drugs including naproxen, flurbiprofen and potent anticancer drug candidates, including phenstatin through a unique single step synthetic methodology utilizing easily available substrates in the form of aryl alkenes as well as environmentally benign aqueous reaction conditions in the form of solvents such as mixtures of water and DMSO or Dioxane and reagents N-bromosuccinimide, N-iodosuccinimide, N-cholorosuccinimide and phase transfer catalyst such as cetyltrimethyl ammonium bromide, N-hexyl ammonium chloride for a reaction time varying from 1 min-30 min, depending upon microwave or conventional heating, without using expensive transition metal catalysts or lewis acids/bases with yield varying from 35-55%, depending upon the solvent and substrate used. The developed method provides a clean and convenient alternative to access a diverse range of medicinally important 2-aryl and 2,2-diaryl aldehyde based scaffolds in lieu of the conventional multistep protocols employing expensive and hazardous transition metal catalysts and lewis acids/bases.
摘要翻译：本发明提供了一种制备一些新的2-芳基和2,2-二芳基醛和类似物的方法，其是用于商业上重要的非甾族抗炎药物的特权中间体，包括萘普生，氟比洛芬和有效的抗癌药物候选物，包括通过使用易于获得的芳基烯烃底物的独特的单步合成方法以及溶剂形式的环境友好的水性反应条件，例如水和DMSO或二恶烷的混合物以及试剂N-溴琥珀酰亚胺，N-碘代琥珀酰亚胺，N-氯代氯代琥珀酰亚胺和相转移催化剂如十六烷基三甲基溴化铵，N-己基氯化铵，反应时间为1分钟-30分钟，取决于微波或常规加热，不使用昂贵的过渡金属催化剂或路易斯酸/碱，产率从35 -55％，这取决于所用的溶剂和底物。开发的方法提供了一种干净和方便的替代方案，以便获得各种各样的药物重要的2-芳基和2,2-二芳基醛基支架，代替常规的多步骤方案，其采用昂贵且危险的过渡金属催化剂和路易斯酸/碱。

10. 发明授权

US06969778B2 DDQ mediated one step dimerization of β-asarone or β-asarone rich Acorus calamus oil in the formation of novel neolignan 失效
标题翻译： DDQ介导β-山梨酮或β-胡萝卜素丰富的Acorus菖蒲油的一步二聚化形成新的新诺维因
公开(公告)号：US06969778B2
公开(公告)日：2005-11-29
申请号：US10660556
申请日：2003-09-12
申请人： Arun Kumar Sinha , Bhupendra Prasad Joshi , Ruchi Acharya
发明人： Arun Kumar Sinha , Bhupendra Prasad Joshi , Ruchi Acharya
IPC分类号： C07C41/30 , C07C41/18 , C07C41/36 , C07C41/38 , C07C43/20 , C07C43/205 , C07C43/215
CPC分类号： C07C43/2055 , C07C43/215
摘要： The present invention relates to neolignan (NEOLASA-I) 3-ethyl-2-methyl-3-(2″,4″,5″-trimethoxy-phenyl-1-(2′,4′,5′-trimethoxy)phenyl-1-propene and a process for the preparation of high purity, higher yield neolignan, α-asarone, 2,4,5-trimethoxy-phenyl propionone from β-asarone or β-asarone rich Acorus calamus oil containing α and γ-asarone by hydrogenating and dimerizing by treatment with DDQ in presence of an organic acid.
摘要翻译：本发明涉及3-乙基-2-甲基-3-（2“，4”，5“ - 三甲氧基 - 苯基-1-（2'，4'，5'- 三甲氧基）苯基-1-丙烯的制备方法和一种制备高纯度，高产率的新诺里昂，α-索罗酮，含有α-asarone的2,4,5-三甲氧基苯丙素酮或富含α-甲醛的富含α-甲醛的Acorus菖蒲油，其含有α和通过在有机酸存在下用DDQ处理进行氢化和二聚化来制备γ-胡萝卜素。

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