The Hetero Ring Is A Lactam (i.e., -c(=x)-nh- Is Part Of The Ring, Wherein X Is Chalcogen And Substitution May Be Made For The Hydrogen Only) Patents (Class 540/533)
  • Publication number: 20130211071
    Abstract: The present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol under Super Critical Fluid conditions. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?-caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.
    Type: Application
    Filed: September 23, 2011
    Publication date: August 15, 2013
    Applicant: INVENTURE RENEWABLES, INC.
    Inventors: William Rusty Sutterlin, Mark G. Tegen, William W. Berry
  • Publication number: 20130211038
    Abstract: The invention relates to a method for preparing a lactam in a continuous process, comprising forming the lactam and ammonium sulphate by contacting a lactam sulphate contained in an acidic liquid with ammonia, during which forming of lactam heat of reaction is generated, which heat is partially or fully recovered, wherein ammonia is brought into contact with the acidic liquid as part of a liquid aqueous ammonia solution, and wherein the contacting takes place at a temperature of at least 120° C., and wherein the average residence time at a temperature of at least 120° C. is at most 15 minutes, and wherein the ammonium sulphate remains dissolved in a liquid phase during said residence time.
    Type: Application
    Filed: July 1, 2011
    Publication date: August 15, 2013
    Applicant: DSM IP Assets B.V.
    Inventors: Hendrik Oevering, Rudolf Philippus Maria Guit, Henricus Anna Christiaan Baur
  • Publication number: 20130102774
    Abstract: A process for transforming a group >C?O (I) in a compound into a group >C?S (II) or into a tautomeric form of group (II) in a reaction giving a thionated reaction product, by use of crystalline P2S5.2 C5H5N as a thionating agent. A thionating agent which is crystalline P2S5.2 C5H5N.
    Type: Application
    Filed: February 3, 2012
    Publication date: April 25, 2013
    Applicant: VIRONOVA AB
    Inventors: Birgitta Pettersson, Vedran Hasimbegovic, Per H Svensson, Jan Bergman
  • Patent number: 8367819
    Abstract: In various embodiments, the present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ?-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.
    Type: Grant
    Filed: July 1, 2011
    Date of Patent: February 5, 2013
    Assignee: Board of Trustees of Michigan State University
    Inventor: John W. Frost
  • Publication number: 20120142886
    Abstract: In various embodiments, the present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ?-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.
    Type: Application
    Filed: July 1, 2011
    Publication date: June 7, 2012
    Applicant: Board of Trustees of Michigan State University
    Inventor: John W. Frost
  • Publication number: 20120071648
    Abstract: A method is described for producing lactamates by reacting alcoholates with lactams, wherein a reaction mixture comprising at least one alcoholate and at least one lactam is subjected to thin film evaporation.
    Type: Application
    Filed: February 5, 2009
    Publication date: March 22, 2012
    Applicant: RHEIN CHEMIE RHEINAU GMBH
    Inventors: Wilhelm Laufer, Hans Kasper, Stefan Schattner, Klaus Allgoewer, Bernd Kray, Michael Wuehr
  • Patent number: 7977450
    Abstract: In various embodiments, the present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ?-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?-caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.
    Type: Grant
    Filed: June 26, 2008
    Date of Patent: July 12, 2011
    Assignee: Board of Trustees of Michigan State University
    Inventor: John W. Frost
  • Publication number: 20100145003
    Abstract: Catalytic processes for preparing caprolactam, pipecolinic acid, and their derivatives, from lysine or alpha-amino-epsilon-caprolactam starting materials, and products produced thereby. A process for preparing caprolactam or a derivative thereof, the process comprising contacting a reactant comprising lysine or alpha aminocaprolactam with a catalyst and a gas comprising hydrogen gas, in the presence of a solvent. The catalyst may be provided on a support material, such as a transition metal.
    Type: Application
    Filed: February 20, 2008
    Publication date: June 10, 2010
    Applicant: BOARD of Trustees of Michigan State University
    Inventor: John W. Frost
  • Patent number: 7674934
    Abstract: A process for preparing N-alkenyl compounds by reacting the corresponding NH compounds with alkynes in the liquid phase in the presence of a catalyst, wherein the reaction is carried out in the presence of at least one stabilizer, and the use of stabilizers for increasing the selectivity in a process for preparing N-alkenyl compounds by reacting the corresponding NH compounds with alkynes in the liquid phase in the presence of a catalyst.
    Type: Grant
    Filed: August 4, 2005
    Date of Patent: March 9, 2010
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Hoefer, Alexandra Brand, Arnd Boettcher, Katrin Baumann, Regina Vogelsang
  • Publication number: 20090182139
    Abstract: A process for preparing an N-alkyllactam with improved color quality, wherein from 0.01 to 10% by weight of a C1-10-alcohol or a compound which releases from 0.01 to 10% by weight of a C1-10-alcohol is added to the N-alkyllactam. A mixture comprising at least 99.0% by weight of an N-alkyllactam and in the range from 100 to 5000 ppm by weight of a C1-10-alcohol or of an acetal, aminal or of an orthoester which releases in the range from 100 to 5000 ppm by weight of a C1-10-alcohol.
    Type: Application
    Filed: March 29, 2007
    Publication date: July 16, 2009
    Applicant: BASF SE
    Inventors: Tobias Wabnitz, Rolf Pinkos, Karl Ott
  • Publication number: 20090131657
    Abstract: The present invention relates to a process for preparing N-(1-alkenyl)carboxamides of the formula I, which comprises reacting a carboxamide of the formula II with an alkyne of the formula III in the presence of a catalyst selected from among carbonyl complexes, halides and oxides of rhenium, manganese, tungsten, molybdenum, chromium and iron.
    Type: Application
    Filed: June 4, 2007
    Publication date: May 21, 2009
    Applicant: BASF SE
    Inventors: Wolfgang Staffel, Roland Kessinger, Jochem Henkelmann, Stefan Kashammer
  • Publication number: 20080312432
    Abstract: A process for preparing N-alkenyl compounds by reacting the corresponding NH compounds with alkynes in the liquid phase in the presence of a catalyst, wherein the reaction is carried out in the presence of at least one stabilizer, and the use of stabilizers for increasing the selectivity in a process for preparing N-alkenyl compounds by reacting the corresponding NH compounds with alkynes in the liquid phase in the presence of a catalyst.
    Type: Application
    Filed: August 4, 2005
    Publication date: December 18, 2008
    Applicant: BASF Aktiengesellschaft
    Inventors: Frank Hofer, Alexandra Brand, Arnd Bottcher, Katrin Baumann, Regina Vogelsang
  • Patent number: 7399855
    Abstract: In various embodiments, the present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ?-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?-caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.
    Type: Grant
    Filed: December 7, 2006
    Date of Patent: July 15, 2008
    Assignee: Board of Trustees of Michigan State University
    Inventor: John W. Frost
  • Patent number: 7015320
    Abstract: The present invention relates generally to processes for the efficient production optically active 3-substituted lactams of formula (I) process, comprising: contacting a compound of formula (II): with hydrogen under a suitable pressure in the presence of an iridium complex of the formula (R2)IrL+X? wherein L is a chelating diene, X is a non coordinating anion, and R2 is selected from
    Type: Grant
    Filed: March 18, 2003
    Date of Patent: March 21, 2006
    Assignee: Bristol-Myers Squibb Company
    Inventors: William A. Nugent, Tai Yue
  • Patent number: 6673920
    Abstract: A process for preparing N-alkenyl-amides by reacting the corresponding NH-amides with acetylenes in the liquid phase in the presence of basic alkali metal compounds and of a cocatalyst comprises using as the cocatalyst diols of the general formula (I) where X is branched or unbranched alkylene selected from the group consisting of where R1 to R6 are independently hydrogen or C1- to C4-alkyl; or branched or unbranched cyclic alkylene of 3 to 14 carbon atoms including 3 to 12 ring carbon atoms, their monoalkenyl ethers, their dialkenyl ethers or mixtures thereof.
    Type: Grant
    Filed: June 19, 2002
    Date of Patent: January 6, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Preiss, Arnd Böttcher, Rolf Pinkos, Rudolf Erich Lorenz
  • Patent number: 6624303
    Abstract: A process for preparing N-alkenyl-amides by reacting the corresponding NH-amides with acetylenes in the liquid phase in the presence of basic alkali metal compounds and of a cocatalyst comprises using as the cocatalyst compounds of the general formulae (Ia) and/or (Ib) R1O—(CH2CH2CH2CH2O)n—H  (Ia): R1O—(CH2CH2CH2CH2O)n—R2,  (Ib): where n is 1, 2 or 3 and R1 and R2 are independently C1- to C6-alkyl or C2- to C6-alkenyl, or together a butenyl unit.
    Type: Grant
    Filed: June 19, 2002
    Date of Patent: September 23, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Arnd Böttcher, Rolf Pinkos, Thomas Preiss, Rudolf Erich Lorenz
  • Patent number: 6521613
    Abstract: Compounds, compositions and methods are disclosed useful for enhancing penetration of a pharmacologically active substances across skin or tissue membranes. Compounds for use in such compositions and methods are highly water-soluble N-substituted polyalkylene oxide derivatives of cyclic amides. A compound of the invention has the structural formula: wherein m is an integer from 2 to about 6, n is an integer from 1 to about 8, and R is hydrogen, trimethylsilyl or lower alkyl.
    Type: Grant
    Filed: April 10, 2001
    Date of Patent: February 18, 2003
    Assignee: Allergan, Inc.
    Inventor: Gary Ewing
  • Patent number: 6417353
    Abstract: Amines are prepared by reacting aldehydes or ketones at elevated temperature under elevated pressure with nitrogen compounds selected from the group of ammonia, primary and secondary amines, and with hydrogen in the presence of a catalyst containing copper, wherein the catalytically active mass of the catalyst contains, before the reduction with hydrogen, 20 to 85% by weight of oxygen-containing compounds of zirconium, calculated as ZrO2, 1 to 30% by weight of oxygen-containing compounds of copper, calculated as CuO, 14 to 70% by weight of oxygen-containing compounds of nickel, calculated as NiO, 0 to 5% by weight of oxygen-containing compounds of molybdenum, calculated as MoO3, and 0 to 10% by weight of oxygen-containing compounds of aluminum, calculated as Al2O3.
    Type: Grant
    Filed: March 7, 2000
    Date of Patent: July 9, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Funke, Joachim Wulff-Döring, Gerhard Schulz, Wolfgang Siegel, Andreas Kramer, Johann-Peter Melder, Arthur Höhn, Philipp Buskens, Wolfgang Reif, Jan Nouwen
  • Patent number: 6355794
    Abstract: N-Alkoxymethylactams are obtained by reacting lactams with formaldehyde and hydroxyl-containing compounds selected from diol monoethers. The substituted lactams are useful as an additive to melamne impregnating resings.
    Type: Grant
    Filed: October 5, 1998
    Date of Patent: March 12, 2002
    Assignee: Solutia Germany GmbH & Co. KG
    Inventors: Peter Doerries, Johann Wonner
  • Patent number: 6255479
    Abstract: A method for preparing an &agr;-oxolactam comprising, reacting a corresponding &agr;-diazolactam with an oxygen donor, in the presence of a transition metal catalyst, to yield the corresponding &agr;-oxolactam.
    Type: Grant
    Filed: December 29, 1998
    Date of Patent: July 3, 2001
    Assignee: Research Corporation Technologies, Inc.
    Inventors: John D. Buynak, Akireddy Srinivasa Rao
  • Patent number: 6011153
    Abstract: Process for the preparation of a mixture of .epsilon.-caprolactam, 6-aminocaproic acid and 6-aminocaproic amide by heating an aqueous mixture containing ammonia and oligomers of 6-aminocaproic acid and/or of 6-aminocaproic amide, the aqueous mixture containing 0.5-7 wt. % of equivalent ammonia (calculated as NH.sub.3) and the temperature lying between 280.degree. C. and 330.degree. C., in which by "equivalent ammonia" is meant free ammonia and ammonia present in the form of a terminal amide group of one of the compounds present in the aqueous mixture.
    Type: Grant
    Filed: August 21, 1998
    Date of Patent: January 4, 2000
    Assignees: DSM N.V., EI du Pont de Nemours and Company
    Inventors: Wim Buijs, Henricus F. W. Wolters
  • Patent number: 5986092
    Abstract: The invention relates to a process for the preparation of N-substituted lactams by reaction of a lactam, which is unsubstituted on the nitrogen, with an organic halide in the presence of at least one solid-liquid phase transfer catalyst, such as a quaternary ammonium salt, and of at least one solid inorganic base, such as an alkali metal hydroxide, and in the absence of solvent. By this process, N-substituted lactams are obtained with good yields and high purity. The absence of solvent makes possible a considerable gain in productivity and an improvement in safety and in regard for the environment.
    Type: Grant
    Filed: July 8, 1997
    Date of Patent: November 16, 1999
    Assignee: SNPE
    Inventors: Michel Denarie, Khann Ly Kok
  • Patent number: 5912189
    Abstract: The present invention is directed to a composition containing the reaction product of:(A) a cyclic compound containing a 5, 6, or 7-member ring, the ring containing at least one nitrogen and at least one carbonyl group, at least one carbonyl group being adjacent to at least one said nitrogen;(B) an aldehyde or ketone of 1 to about 15 carbon atoms, or a reactive equivalent thereof; and(C) an etheramine represented by the formulaR.sup.4 (O(CH.sub.2 CH(R)O).sub.n --R.sup.3 --NH.sub.2).sub.y(C-I)wherein in formula (C-I), each n independently is a number from 0 to about 50; each R independently is selected from the group consisting of hydrogen, hydrocarbyl groups of 1 to about 16 carbon atoms, and mixtures thereof; R.sup.3 is selected from the group consisting of hydrocarbylene groups of about 2 to about 18 carbon atoms and groups represented by the formula ##STR1## wherein R.sup.5 and each R.sup.
    Type: Grant
    Filed: May 12, 1998
    Date of Patent: June 15, 1999
    Assignee: The Lubrizol Corporation
    Inventors: Thomas J. Wolak, Richard M. Lange
  • Patent number: 5677444
    Abstract: A novel and simple method is proposed for the synthetic preparation of an N,N-disubstituted .beta.-ketothioamide compound represented by the general formulaR.sup.1 R.sup.2 N--CS--CH.sub.2 --CO--R.sup.3,in which R.sup.1 and R.sup.2 are each a monovalent hydrocarbon group or each a divalent hydrocarbon group jointly forming a cyclic structure together with the nitrogen atom and R.sup.3 is a hydrogen atom, a monovalent hydrocarbon group or a divalent hydrocarbon group forming a cyclic structure jointly with R.sup.1, R.sup.1 being a divalent hydrocarbon group and R.sup.2 being a monovalent hydrocarbon group. The method comprises:(a) mixing an N,N-disubstituted amide compound represented by the general formulaR.sup.1 R.sup.2 N--CO--R.sup.3,and a bis(trialkylsilyl)thioketene compound represented by the general formula(R.sub.3 Si).sub.2 C.dbd.C.dbd.
    Type: Grant
    Filed: September 15, 1995
    Date of Patent: October 14, 1997
    Assignee: Japan as represented by Director General of Agency of Industrial Science and Technology
    Inventors: Tohru Tsuchiya, Isao Shibuya, Yoichi Taguchi, Akihiro Oishi, Kazumasa Honda
  • Patent number: 5670639
    Abstract: N-Vinyllactams of the general formula I ##STR1## where n is from 1 to 3, are prepared by a process which comprises reaction of a lactam of the general formula II ##STR2## where n is from 1 to 3, with from 10 to 90 percent by weight of an aqueous alkali metal hydroxide solution with distillation at from 50.degree. to 250.degree. C. and from 1 to 100 mbar and with a residence time of from 0.1 to 5 hours and subsequent reaction with acetylene at from 60.degree. to 250.degree. C. and from 1 to 100 bar.
    Type: Grant
    Filed: March 13, 1996
    Date of Patent: September 23, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Schmidt-Radde, Marc Heider, Albrecht Dams, Harald Rust
  • Patent number: 5641881
    Abstract: Preparation of N-alkenylcarboxamides of the general formula I ##STR1## where at least one of the radicals R.sup.1 is hydrogen and the second radical R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 -alkyl group, the radical R.sup.2 is an aliphatic, cycloaliphatic, araliphatic or aromatic radical which can be bonded to the radical R.sup.3 to give a 3- to 10-membered bridge member, and the radical R.sup.3 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, from an alkenyl carboxylate of the general formula II ##STR2## where R.sup.1 has the meanings indicated above and R.sup.4 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, and a carboxamide of the general formula III ##STR3## where the radicals R.sup.2 and R.sup.3 have the meanings indicated above, by reacting the starting compounds in the presence of a base is described.
    Type: Grant
    Filed: August 10, 1995
    Date of Patent: June 24, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ruhl, Jochem Henkelmann, Marc Heider
  • Patent number: 5508396
    Abstract: A process for preparing an N-alkyllactam, comprising the steps of:(a) reacting a lactam with an alkali metal alkoxide at 130.degree.-170.degree. C. and removing the alcohol formed by distillation;(b) reacting the product from step (a), if desired in a mixture with the product from step (e), with an alkyl halide in a solvent which is(i) an ethylene glycol dialkyl ether of the formula R--O--(CH.sub.2 --CH.sub.2 --O).sub.m R, where R in C.sub.1 -C.sub.
    Type: Grant
    Filed: April 13, 1995
    Date of Patent: April 16, 1996
    Assignee: Huels Aktiengesellschaft
    Inventor: Klaus-Dieter Steffen
  • Patent number: 5470849
    Abstract: This invention relates to a method of inhibiting platelet aggregation, and compounds which are mimics of the peptide sequence Arg-Gly-Asp.
    Type: Grant
    Filed: April 30, 1993
    Date of Patent: November 28, 1995
    Assignee: SmithKline Beecham Corp.
    Inventors: James F. Callahan, William F. Huffman
  • Patent number: 5276165
    Abstract: A process for the preparation of N-substituted lactams of the formula I ##STR1## where Z is C.sub.2 - to C.sub.10 -alkylene, C.sub.7 - to C.sub.12 -aralkylene, phenylene or naphthylene, andR.sup.1 is C.sub.1 - to C.sub.20 -alkyl, C.sub.6 - to C.sub.10 -aryl or C.sub.7 - to C.sub.12 -aralkyl,by hydrogenating a compound of the formula II ##STR2## where W is C.sub.2 - to C.sub.10 -alkylene, C.sub.2 - to C.sub.10 -alkenylene, C.sub.7 - to C.sub.12 -aralkylene, phenylene or naphthylene, andX and Y together form an oxa or imido bridge of the formula ##STR3## or alternatively are identical or different and are hydroxyl, C.sub.1 - to C.sub.20 -alkoxy, C.sub.6 - to C.sub.10 -aryloxy or C.sub.7 - to C.sub.12 -aralkoxy, and, if X and Y are different, Y, in addition to the abovementioned meanings, may also be hydrogen,at superatmospheric pressure and at elevated temperature in the presence of a catalyst and in the presence of an amine, which comprises using a secondary and/or tertiary amine of the formula IIINH.sub.n R.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: January 4, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Juergen Weyer, Rolf Fischer
  • Patent number: 5124322
    Abstract: Novel compounds of formula (I), salts, solvates and hydrates thereof: ##STR1## in which: R.sub.1 and R.sub.2 are independently hydrogen; alkyl; alkoxy; halogen; or CF.sub.3 ;R.sub.3 is hydrogen; acyl, such as ##STR2## where Z is optionally substituted aryl; or a group R--S-- where R is an organic residue such that the group R--S-- provides an in vivo-cleavable disulphide bond;R.sub.4 is C.sub.3-6 alkyl;R.sub.5 is hydrogen; alkyl; --CH.sub.2 --R.sub.10 where R.sub.10 is optionally substituted phenyl or heteroaryl; or a group ##STR3## where R.sub.11 is hydrogen; alkyl; or --CH.sub.2 --Ph is optionally substituted phenyl; and R.sub.12 is hydrogen or alkyl; andR.sub.6 is hydrogen; alkyl; or a group ##STR4## where R.sub.13 is hydrogen; or alkyl; and R.sub.14 is hydroxy; alkoxy; or --NR.sub.7a R.sub.8 where each of R.sub.7a and R.sub.8 is hydrogen or alkyl, or R.sub.7a and R.sub.
    Type: Grant
    Filed: June 19, 1989
    Date of Patent: June 23, 1992
    Assignee: Beecham Group p.l.c.
    Inventor: Ian Hughes
  • Patent number: 4990628
    Abstract: The reaction of lactams (preferably N-methyl-2-pyrrolidone) with hydrogen sulfide to thiolactams (preferably N-methyl-2-thiopyrrolidone) is conducted in the presence of a catalyst comprising an alumina-supported Group VIII metal or Group VIII metal compound (preferably palladium metal/oxide and/or iron oxide).
    Type: Grant
    Filed: March 1, 1990
    Date of Patent: February 5, 1991
    Assignee: Phillips Petroleum Company
    Inventor: Alan D. Eastman
  • Patent number: 4973688
    Abstract: There is disclosed a method for the production of 1-n-dodecylazacycloheptan-2-one by reacting caprolactam with 1-bromododecane in the presence of a phase transfer catalyst under anhydrous conditions using a nonpoisonous hydrocarbon as solvent. The method is a one-pot synthesis employing solid-liquid phase transfer catalysis.
    Type: Grant
    Filed: December 15, 1989
    Date of Patent: November 27, 1990
    Assignee: Beijing Normal University
    Inventors: Lingchong Yu, Enjian Hou, Jin Li, Xixian Deng
  • Patent number: 4943633
    Abstract: This invention relates to an improved process for the preparation of cyanoalkyl lactams by the reaction of an unsaturated nitrile with a lactam, said cyanoalkyl lactam of the formula ##STR1## wherein R is H, or methyl, R.sub.1 is H, methyl or ethyl and n is a number ranging from 2-11 and wherein each of the methylene groups may carry a lower alkyl substituent as shown. The improvement comprises: reacting said lactam with an alpha-beta unsaturated nitrile having from 3-6 carbon atoms in the presence of a catalytic amount of a diazabicycloalkene of the formula ##STR2## wherein R, R.sub.1 and n have the above meaning. Typically, acrylonitrile is reacted with .epsilon.-caprolactam in the presence of diazabicycloundecene.
    Type: Grant
    Filed: June 22, 1988
    Date of Patent: July 24, 1990
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Richard V. C. Carr, Thomas A. Johnson
  • Patent number: 4812566
    Abstract: Disclosed is a process for preparing 1-dodecylazacyclo-heptane-2-one, the process comprising reacting azacylcloheptane-2-one with dodecyl halide in a substantially non-aqueous system in the presence of a phase-transfer catalyst represented by the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are alkyl or aralkyl, or two or three of the groups R.sub.1, R.sub.2, R.sub.3 and R.sub.4, when taken together with nitrogen to which they are attached, form a heterocyclic group (in which case the remaining one or two of the groups being alkyl or aralkyl) and X.sup..crclbar. is a univalent anion.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: March 14, 1989
    Assignee: KOEI Chemical Co., Ltd.
    Inventor: Toshinari Nabata
  • Patent number: 4692523
    Abstract: A process for the preparation of 1-substituted azacycloalkan-2-ones of the formula I ##STR1## in which R, m and n have the meanings indicated by reaction of corresponding 1-trimethylsilylazacycloalkan-2-ones with alkali metal alcoholate or alkali metal oxide and then alkylation of the alkali metal salts which are formed.
    Type: Grant
    Filed: October 7, 1986
    Date of Patent: September 8, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Schorr, Wilfried Schmitt
  • Patent number: 4683305
    Abstract: Caprolactam is obtained by cleaving oligomers of caprolactam by a process in which the oligomers, in a liquid or solid state, are introduced into a fluidized alumina bed and cleaved at from 290.degree. to 400.degree. C. in the presence of steam, and, in addition to the amount of inert gas required to fluidize the alumina bed, from 0.1 to 3 times this amount of inert gas is introduced above the fluidized bed.
    Type: Grant
    Filed: July 8, 1986
    Date of Patent: July 28, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Hugo Fuchs, Uwe Brand, Helmut Buchaeckert
  • Patent number: 4620949
    Abstract: Amino acid derivatives are synthesized by reacting paraformaldehyde, cyclic amides and synthesis gas with a bimetallic catalyst comprising a rhodium-containing compound and a cobalt-containing compound, optionally in the presence of a solvent at a pressure of at least 500 psi and a temperature of at least 50.degree. C. The novel amino acid products may be hydrolyzed to amino dicarboxylic acids or used as monomers to polyamides.
    Type: Grant
    Filed: April 5, 1985
    Date of Patent: November 4, 1986
    Assignee: Texaco Inc.
    Inventor: Jiang-Jen Lin
  • Patent number: RE33073
    Abstract: Caprolactam is obtained by cleaving oligomers of caprolactam by a process in which the oligomers, in a liquid or solid state, are introduced into a fluidized alumina bed and cleaved at from 290.degree. to 400.degree. C. in the presence of steam, and, in addition to the amount of inert gas required to fluidize the alumina bed, from 0.1 to 3 times this amount of inert gas is introduced above the fluidized bed.
    Type: Grant
    Filed: March 21, 1988
    Date of Patent: September 26, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Hugo Fuchs, Uwe Brand, Helmut Buchaeckert