Processes Of Forming By Cyclization Or Alkylation Patents (Class 548/447)
  • Patent number: 8604219
    Abstract: Disclosed is a process for the preparation of N-alkyl carbazole. Said process comprises: a) chlorinating cyclohexanone to form 2-chlorocyclohexanone; b) reacting 2-chlorocyclohexanone with N-ethyl aniline to form 2-(N-ethyl anilino)cyclohexanone; c) cyclizing 2-(N-ethyl anilino) cyclohexanone by refluxing with simultaneous water removal to obtain 9-ethyltetrahydrocarbazole; d) treating 9-ethyl-tetrahydrocarbazole with concentrated hydrochloric acid followed by water wash for removing N-ethyl aniline; e) dehydrogenating 9-ethyltetrahydrocarbazole by heating 9-ethyltetrahydrocarbazole in a solvent, in presence of a catalyst to obtain N-alkyl carbazole.
    Type: Grant
    Filed: June 10, 2010
    Date of Patent: December 10, 2013
    Inventor: Keki Hormusji Gharda
  • Patent number: 8546793
    Abstract: A heterocyclic compound represented by Formula 1 below and an organic light-emitting device including the heterocyclic compound: wherein Ar1, Ar2, X, and R1 to R5 are defined as in the specification.
    Type: Grant
    Filed: April 1, 2011
    Date of Patent: October 1, 2013
    Assignee: Samsung Display Co., Ltd.
    Inventors: Young-Kook Kim, Seok-Hwan Hwang, Hye-Jin Jung, Jin-O Lim, Jong-Hyuk Lee
  • Publication number: 20120202868
    Abstract: The present invention relates to a method for the treatment of bronchial asthma and chronic obstructive pulmonary disease (COPD) comprising administering to the patient suffering from asthama and COPD an effective dose of carbazole derivatives or salt thereof, optionally along with pharmaceutically acceptable excipients. Structural formula of the compounds of general formula 1 useful as phosphodiesterase-4 (PDE-4) enzyme inhibitors, inhibitor for signalling molecule for the treatment of asthma and asthma related diseases is given below: wherein R1=H or OCH3; R2?CH3 or CHO; R3?H or OCH3; R4?H or OCH3 Herbal route for the isolation of compound of general formula 1 from the bark of plant Murraya Koenigii and chemical route for the preparation of such compounds from basic compounds such as vanillin is also reported.
    Type: Application
    Filed: February 3, 2012
    Publication date: August 9, 2012
    Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH
    Inventors: Sibabrata MUKHOPADHYAY, Mumu CHAKRABORTY, Tulika MUKHERJEE, Arun BANDYOPADHYAY, Dipak KAR, Tanima BANERJEE, Aditya KONAR, Debaprasad JANA, Siddhartha ROY, Santu BANDYOPADHYAY, Balram GHOSH, Mabalirajan ULAGANATHAN, Rakesh Kamal JOHRI, Subhash Chander SHARMA, Gurdarshan SINGH, Bholanath PAUL, Vasanta Madhava Sharma GANGAVARAM, Jhillu Singh YADAV, Radha Krishna PALAKODETY
  • Patent number: 8058477
    Abstract: A catalytic process for the synthesis of aromatic primary amines, reagent compositions for effecting the process, and transition metal complexes useful in the process, are provided.
    Type: Grant
    Filed: March 20, 2007
    Date of Patent: November 15, 2011
    Assignee: Yale University
    Inventors: John F. Hartwig, Qilong Shen
  • Patent number: 6037362
    Abstract: Compounds having a .beta.-3 adrenaline receptor agonist and are useful as drugs for the treatment and prevention of diabetes, obesity, hyperlipemia, etc., represented by a general formula (I) and salts thereof, and a process for producing these, and their intermediates, wherein R represents hydrogen or methyl; R.sup.1 represents hydrogen, halogen, hydroxy, benzyloxy, amino, or hydroxymethyl; R.sup.2 represents hydrogen, hydroxymethyl, NHR.sup.3, SO.sub.2 NR.sup.4 R.sup.4', or nitro; R.sup.6 represents hydrogen or lower alkyl; and X represents nitrogen, R.sup.9 represents hydrogen, one of R.sup.7 and R.sup.8 represent hydrogen, and the other thereof represents hydrogen, amino, acetylamino, or hydroxy.
    Type: Grant
    Filed: August 5, 1998
    Date of Patent: March 14, 2000
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Shiro Miyoshi, Kohei Ogawa
  • Patent number: 5919943
    Abstract: A class of novel 1H-indole-3-glyoxylamides is disclosed together with the use of such indole compounds for inhibiting sPLA.sub.2 mediated release of fatty acids for treatment of conditions such as septic shock.
    Type: Grant
    Filed: December 16, 1997
    Date of Patent: July 6, 1999
    Assignee: Eli Lilly and Company
    Inventors: Nicholas J. Bach, Robert D. Dillard, Susan E. Draheim
  • Patent number: 5902884
    Abstract: Process for preparing N-alkylcarbazolesThe present invention relates to a process for preparing N-alkylcarbazoles of the formula I ##STR1## where R.sup.1 is (C.sub.1 -C.sub.6)-alkyl andY is hydrogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkoxy, nitro or halogen, by reacting a carbazole of the formula II ##STR2## with an alkyl halide of the formula IIIR.sup.1 -X IIIwhere X is a halogen atom,in an inert solvent in the presence of an inorganic base and a catalyst of the formula IVR.sup.2 R.sup.3 N-(CH.sub.2).sub.n -NR.sup.4 R.sup.5 IVwheren is an integer from 2 to 8,R.sup.2, R.sup.3 and R.sup.4 are, independently of one another, hydrogen or (C.sub.1 -C.sub.4)-alkyl andR.sup.5 is hydrogen, (C.sub.1 -C.sub.4)-alkyl, amino-(C.sub.1 -C.sub.4)-alkyl or N,N-di(C.sub.1 -C.sub.4)-alkylamino-(C.sub.1 -C.sub.4)-alkyl.
    Type: Grant
    Filed: February 11, 1998
    Date of Patent: May 11, 1999
    Assignee: Clariant GmbH
    Inventors: Wolfgang Bauer, Klaus Delpy, Gert Nagl, Leonhard Unverdorben
  • Patent number: 5856516
    Abstract: Carbazole can be prepared by dehydrogenation of compounds of the formula ##STR1## or by aminating dehydrogenation of compounds of the formula ##STR2## at 300.degree. to 600.degree. C. in the presence of hydrogen over an iridium catalyst or an iridium-containing catalyst.
    Type: Grant
    Filed: August 15, 1997
    Date of Patent: January 5, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Reinhard Langer, Ulrich Notheis, Alexander Klausener
  • Patent number: 5824699
    Abstract: This invention provides compounds of formula I having the structure ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are, each, independently, hydrogen, alkyl, alkenyl, alkynyl, alkoxy, aralkoxy, trifluroalkoxy, alkanoyloxy, hydroxy, halo, trifluoromethyl, cyano, amino, mono- or di-alkylamino, alkanamido, or alkanesulfonamido;R.sub.5 is hydrogen, alkyl, alkenyl, alkoxyalkyl or alkylcycloalkyl;R.sub.6 is hydrogen, alkyl or alkenyl;X is oxygen or carbon;A is oxygen or NZ;Z is hydroxyl, alkoxy, aryloxy, carboxyalkyloxy of 2-7 carbon atoms, arylamino, or alkylsulfonyamino of 1-6 carbon atoms;or a pharmaceutically acceptable salt thereof, which are useful in the treatment of arthritic disorders, colorectal cancer, and Alzheimer's disease.
    Type: Grant
    Filed: March 16, 1998
    Date of Patent: October 20, 1998
    Assignee: American Home Products Corporation
    Inventors: Anthony F. Kreft, Craig E. Caufield, Amedeo A. Failli, Thomas J. Caggiano, Alexander A. Greenfield, Dennis M. Kubrak
  • Patent number: 5817831
    Abstract: Aliphatic hydrocarbyl-substituted aromatic amines are prepared by reacting an aromatic amine and an aliphatic hydrocarbylating agent, such as an olefin, in the presence of a heteropolyacid catalyst such as Cs.sub.2.5 H.sub.0.5 PW.sub.12 O.sub.40, for a period of time and at a temperature sufficient to permit reaction.
    Type: Grant
    Filed: September 8, 1997
    Date of Patent: October 6, 1998
    Assignee: The Lubrizol Corporation
    Inventors: Douglas C. Rhubright, James D. Burrington, Ping Y. Zhu
  • Patent number: 5733923
    Abstract: A class of novel 1H-indole-3-glyoxylamides is disclosed together with the use of such indole compounds for inhibiting sPLA.sub.2 mediated release of fatty acids for treatment of conditions such as septic shock.
    Type: Grant
    Filed: March 28, 1997
    Date of Patent: March 31, 1998
    Assignee: Eli Lilly and Company
    Inventors: Nicholas J. Bach, Robert D. Dillard, Susan E. Draheim
  • Patent number: 5464746
    Abstract: Novel tethered hapten intermediates and related conjugates based on carbazole and/or dibenzofuran, as well as methods for making and using such conjugates. Haptens based on the above core structures may be substituted at any position on the aromatic rings with a wide variety of substituents. Using tethered intermediates, immunogens, tracers, solid supports and labeled oligonucleotides are all described; as are methods for using the intermediates to prepare the conjugates, methods of using the conjugates to make and purify antibodies, as assay tracers, and in nucleic acid hybridization assays. Kits containing haptenated oligonucleotides and anti-hapten conjugates are also described.
    Type: Grant
    Filed: July 1, 1993
    Date of Patent: November 7, 1995
    Assignee: Abbott Laboratories
    Inventor: James R. Fino
  • Patent number: 5158943
    Abstract: A sulfur-containing hetrocyclic compound of the formula (I) ##STR1## wherein the ring A is an optionally substituted benzene ring, R is a hydrogen atom or an optionally substituted hydrocarbon residue, B is a carboxyl group which may be esterified or amidated, X is --CH(OH)-- or --CO--, and n is an integer of 0, 1 or 2, or its salt, which is useful in the prevention or treatment of osteoporosis.
    Type: Grant
    Filed: May 23, 1991
    Date of Patent: October 27, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Takashi Sohda, Iwao Yamazaki
  • Patent number: 5158950
    Abstract: 2-(1,3-Dithiol-2-ylidene)-2-[N-(substituted) carbamoly] acetate esters and salts thereof, having potent therapeutic or prophylactic effect for hepatic disorder, are provided. Processes for their preparation and intermediates in their preparation also are disclosed.
    Type: Grant
    Filed: May 23, 1990
    Date of Patent: October 27, 1992
    Assignee: Yuhan Corporation, Ltd.
    Inventors: Choong S. Kim, Jeong S. Chae, Young R. Choi, Jong W. Lee, Joung K. Yoo
  • Patent number: 4957609
    Abstract: The invention relates to a process for the preparation of compounds of general formula (I) ##STR1## wherein R.sup.1 represents a hydrogen atom or a C.sub.1-10 alkyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkyl-(C.sub.1-4)alkyl, C.sub.3-6 alkenyl, C.sub.3-10 alkynyl, phenyl or phenyl-(C.sub.1-3)alkyl group, and one of the groups represented by R.sup.2, R.sup.3 and R.sup.4 is a hydrogen atom or a C.sub.1-6 alkyl, C.sub.3-7 cycloalkyl, C.sub.2-6 alkenyl or phenyl-phenyl-(C.sub.1-3)alkyl group and each of the other two groups, which may be the same or different, represents a hydrogen atom or a C.sub.1-6 alkyl group; or a salt or protected derivative thereof by cyclization of a compound of general formula (II) ##STR2## wherein X represents a hydrogen atom or a halogen atom and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined above, or a salt or a protected derivative thereof.The compounds of formula (I) are potent and selective antagonists at "neuronal" 5-hydroxytryptamine receptors.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: September 18, 1990
    Assignee: Glaxo Group Limited
    Inventors: Neil Godfrey, Ian H. Coates, James A. Bell, David C. Humber, George B. Ewan
  • Patent number: 4880894
    Abstract: Novel quaternary ammonium salts of general formula (I) ##STR1## wherein: R is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.8.R' is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.12, or a benzyl radical.n is a number equal to 2 or 3.X.sup..theta. is a halogenide anion, such as Cl.sup..theta., Br.sup..theta., I.sup..theta., are used as phase transfer catalysts, in heterogeneous ionic reactions wherein the reagents are in different phase and have different polarity.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: November 14, 1989
    Assignee: Alter, S.A.
    Inventors: Carlos Sunkel, Miguel Fay de Casa Juana, Fernando Dorrego, Basilio Pando, Julio Alvarez-Builla, Juan J. Vaquero, Carlos Galera, Maria L. Vazquez
  • Patent number: 4598156
    Abstract: Indoles of the formula I which are unsubstituted in the 2- and 3-positions: ##STR1## wherein Z is hydrogen or a group --COR, and X and Y have the meanings defined in claim 1, can be produced by a novel, simple and economical process which comprises reacting a compound of the formula II ##STR2## at a temperature of between 0.degree. and 120.degree. C., in the presence of a mercury or palladium catalyst, with benzoic acid vinyl ester, or with the vinyl ester of an aliphatic C.sub.1 -C.sub.4 -monocarboxylic acid; and optionally saponifying compounds of the formula I in which Z is --COR. The compounds of the formula I can be used for example for producing indigo dyes, or they can be used as pharmaceutical or agricultural active substances.
    Type: Grant
    Filed: February 7, 1983
    Date of Patent: July 1, 1986
    Assignee: Ciba Geigy Corporation
    Inventor: Pierre Martin
  • Patent number: 4560684
    Abstract: 1,4-Benzodiazepine derivatives of the formula: ##STR1## (in which R.sup.1 is pyrrolidinyl or piperidinyl each optionally substituted by C.sub.1-3 alkyl, phenyl-C.sub.1-3 alkyl, C.sub.1-5 alkanoyl, or C.sub.2-5 alkoxycarbonyl,R.sup.2 is hydrogen, hydroxy, or acetoxy,R.sup.3 is C.sub.1-3 alkyl, phenyl-C.sub.1-3 alkyl, or phenyl optionally substituted by one or two halogens,X is hydrogen, halogen, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, nitro, trifluoromethyl, or di-C.sub.1-3 alkyl-amino, andn is 1 or 2)or pharmaceutically acceptable acid addition salts thereof, which are useful as a psychotropic agent such as anti-depressant or anxiolytic agent can be prepared from several routes.
    Type: Grant
    Filed: December 13, 1983
    Date of Patent: December 24, 1985
    Assignee: Shionogi & Co., Ltd.
    Inventors: Tsutomu Sugasawa, Makoto Adachi, Kazuyuki Sasakura, Akira Matsushita, Masami Eigyo