Patents by Inventor Arun Kumar Sinha

Arun Kumar Sinha has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 8981152
    Abstract: A microwave-induced process for the preparation of 2-aryl and 2,2-diaryl aldehydes and analogs wherein halohydrin formation and subsequent rearrangement to 2-aryl aldehydes from corresponding aryl alkanols occurs without formation of an intermediate epoxide or use of transition metal catalysts or lewis acids/bases.
    Type: Grant
    Filed: January 16, 2014
    Date of Patent: March 17, 2015
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Abhishek Sharma, Rakesh Kumar, Naina Sharma
  • Publication number: 20140197024
    Abstract: A microwave-induced process for the preparation of 2-aryl and 2,2-diaryl aldehydes and analogues wherein halohydrin formation and subsequent rearrangement to 2-aryl aldehydes from corresponding aryl alkanols occurs without formation of an intermediate epoxide or use of transition metal catalysts or lewis acids/bases.
    Type: Application
    Filed: January 16, 2014
    Publication date: July 17, 2014
    Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH
    Inventors: Arun Kumar SINHA, Abhishek SHARMA, Rakesh KUMAR, Naina SHARMA
  • Patent number: 8779200
    Abstract: 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.
    Type: Grant
    Filed: February 25, 2010
    Date of Patent: July 15, 2014
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Abhishek Sharma, Rakesh Kumar, Naina Sharma
  • Patent number: 8716532
    Abstract: 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.
    Type: Grant
    Filed: March 26, 2010
    Date of Patent: May 6, 2014
    Assignee: Council of Scientific and Industrial Research
    Inventors: Abhishek Sharma, Arun Kumar Sinha, Rakesh Kumar, Naina Sharma
  • Publication number: 20120165567
    Abstract: 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.
    Type: Application
    Filed: March 26, 2010
    Publication date: June 28, 2012
    Applicant: COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH
    Inventors: Abhishek Sharma, Arun Kumar Sinha, Rakesh Kumar, Naina Sharma
  • Publication number: 20120041234
    Abstract: 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.
    Type: Application
    Filed: February 25, 2010
    Publication date: February 16, 2012
    Inventors: Arun Kumar Sinha, Abhishek Sharma, Rakesh Kumar, Naina Sharma
  • Publication number: 20120003915
    Abstract: 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.
    Type: Application
    Filed: September 29, 2008
    Publication date: January 5, 2012
    Inventor: Arun Kumar Sinha
  • Patent number: 7759527
    Abstract: 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.
    Type: Grant
    Filed: March 27, 2007
    Date of Patent: July 20, 2010
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Anuj A Sharma, Vinod Kumar
  • Patent number: 7741508
    Abstract: The invention provides a green process for direct oxidation of a large number of substituted or unsubstituted cinnamaldehydes or cinnamyl alcohols into the corresponding alkyl or aryl cinnamates in one step. The process of the present invention is a convenient and efficient green process for the preparation of various aryl or alkyl cinnamates under conventional, microwave and ultrasound directly from cinnamaldehydes or cinnamyl alcohols in the presence of an oxidizing agent, catalyst and an alcohol, with or without an organic solvent. These esters are immensely important compounds in flavor, perfumery and pharmaceutical industries. There are several prior arts available for the preparation of cinnamic esters, but all of them suffer from deficiencies such as use of expensive reagents and catalysts, harsh reaction conditions, use of toxic chemicals and others.
    Type: Grant
    Filed: March 26, 2007
    Date of Patent: June 22, 2010
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Anuj Sharma, Anand Swaroop, Vinod Kumar
  • Patent number: 6989467
    Abstract: The present invention relates to “a microwave induced process for the preparation of 4-vinylphenols or its derivatives” in which commercially important FEMA GRAS approved perfumery and flavouring vinylphenols (i.e. hydroxystyrenes) namely 4-vinylguaiacol (FEMA GRAS No. 2675) and 4-vinylphenol (FEMA GRAS No. 3739) as well as other useful vinylphenols such as 2,6-dimethoxy-4-vinylphenol, 2-hydroxy-4-vinylphenol, 3-hydroxy-4-vinylphenol etc. by condensation of malonic acid and 4-hydroxyphenylaldehydes or its derivatives.
    Type: Grant
    Filed: March 7, 2003
    Date of Patent: January 24, 2006
    Assignee: Council of Scientific and Industrial Research
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Anuj Sharma
  • Patent number: 6969778
    Abstract: 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, ?-asarone, 2,4,5-trimethoxy-phenyl propionone from ?-asarone or ?-asarone rich Acorus calamus oil containing ? and ?-asarone by hydrogenating and dimerizing by treatment with DDQ in presence of an organic acid.
    Type: Grant
    Filed: September 12, 2003
    Date of Patent: November 29, 2005
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Ruchi Acharya
  • Patent number: 6833475
    Abstract: 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 lactonisation 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 flavoured 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 flavouring a wide range of food stuffs including baked goods and confectionery.
    Type: Grant
    Filed: June 2, 2003
    Date of Patent: December 21, 2004
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Ruchi Dogra
  • Publication number: 20040118673
    Abstract: The present invention relates to “a microwave induced process for the preparation of 4-vinylphenols or its derivatives” in which commercially important FEMA GRAS approved perfumery and flavouring vinylphenols (i.e. hydroxystyrenes) namely 4-vinylguaiacol (FEMA GRAS No. 2675) and 4-vinylphenol (FEMA GRAS No. 3739) as well as other useful vinylphenols such as 2,6-dimethoxy-4-vinylphenol, 2-hydroxy-4-vinylphenol, 3-hydroxy-4-vinylphenol etc. by condensation of malonic acid and 4-hydroxyphenylaldehydes or its derivatives.
    Type: Application
    Filed: March 7, 2003
    Publication date: June 24, 2004
    Applicant: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Anuj Sharma
  • Publication number: 20040049085
    Abstract: The present invention relates to a novel neolignan (NEOLASA-I) 3-ethyl-2-methyl-3-(2″, 4″, 5″-trimethoxy-phenyl-1-(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, &agr;-asarone, 2,4,5-trimethoxy-phenyl propionone from &bgr;-asarone or &bgr;-asarone rich Acorus calamus oil containing &agr; and &ggr;-asarone by hydrogenating and dimerizing by treatment with DDQ in presence of an organic acid.
    Type: Application
    Filed: September 12, 2003
    Publication date: March 11, 2004
    Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Ruchi Acharya
  • Publication number: 20030212281
    Abstract: 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 lactonisation 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 flavoured 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 flavouring a wide range of food stuffs including baked goods and confectionery.
    Type: Application
    Filed: June 2, 2003
    Publication date: November 13, 2003
    Applicant: Council of Scientific & Industiral Research
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Ruchi Dogra
  • Publication number: 20030187306
    Abstract: The present invention relates to a novel neolignan (NEOLASA-I) 3-ethyl-2-methyl-3-(2″,4″,5″-trimethoxy-phenyl-1-(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, &agr;-asarone, 2,4,5-trimethoxy-phenyl propionone from &bgr;-asarone or &bgr;-asarone rich Acorus calamus oil containing &agr; and &ggr;-asarone by hydrogenating and dimerizing by treatment with DDQ in presence of an organic acid.
    Type: Application
    Filed: March 28, 2002
    Publication date: October 2, 2003
    Applicant: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Ruchi Acharya
  • Patent number: 6590127
    Abstract: The present invention relates to a process for the preparation of high purity and yield &agr;-asarone, trans 2,4,5-trimethoxy cinnamaldehyde, 2,4,5-trimethoxy-phenyl propionone, from &bgr;-asarone or &bgr;-asarone rich Acorus calamus oil containing &agr; and &ggr;-asarone by hydrogenating, followed by treatment with DDQ with or without solid support of silica gel or alumina in dry organic solvent and &agr;-asarone can also be obtained by treating the hydrogenated product of &bgr;-asarone or &bgr;-asarone rich Acorus calamus with DDQ in an aqueous organic solvent to obtain an intermediate 2,4,5-trimethoxy phenyl propionone, which in turn is reduced with sodiumborohydride to obtain the corresponding 2,4,5-trimethoxy-phenyl propanol and followed by final treatment with a dehydrating agent.
    Type: Grant
    Filed: March 28, 2002
    Date of Patent: July 8, 2003
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Ruchi Acharya
  • Publication number: 20030113275
    Abstract: 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.
    Type: Application
    Filed: January 8, 2003
    Publication date: June 19, 2003
    Applicant: COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH
    Inventor: Arun Kumar Sinha
  • Patent number: 6579992
    Abstract: 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.
    Type: Grant
    Filed: March 23, 2001
    Date of Patent: June 17, 2003
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Ruchi Dogra
  • Patent number: 6566557
    Abstract: 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%.
    Type: Grant
    Filed: March 14, 2001
    Date of Patent: May 20, 2003
    Assignee: Council of Scientific and Industrial Research
    Inventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Ruchi Dogra