Nitrogen Attached Indirectly To The Cyano Group By Nonionic Bonding Patents (Class 558/452)
  • Patent number: 5169973
    Abstract: Alpha-aminonitriles can be synthesized by the reaction, at ambient temperature without use of catalyst, of essentially stoichiometric amounts of amine, aldehyde (either monoaldehyde or dialdehyde) and trimethylsilyl cyanide.
    Type: Grant
    Filed: April 15, 1991
    Date of Patent: December 8, 1992
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventors: Harry W. Gibson, Jean-Pierre LeBlanc
  • Patent number: 5166373
    Abstract: The present invention provides novel acyclic terpenes of the formula: ##STR1## which are useful as intermediates for the industrially advantageous production of sarcophytol A.
    Type: Grant
    Filed: December 30, 1991
    Date of Patent: November 24, 1992
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
  • Patent number: 5162567
    Abstract: Purification of 6-aminocapronitrile by heating a mixture containing same and THA and converting the THA to higher boiling compounds, and then distilling the 6-aminocapronitrile. The time required to convert the THA is reduced if an organic carbonyl compound is present in the mixture during heating.
    Type: Grant
    Filed: February 27, 1992
    Date of Patent: November 10, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James B. Sieja
  • Patent number: 5153351
    Abstract: A mixture containing 6-aminocapronitrile is purified by reacting the tetrahydroazepine contained therein with a methylene compound, and then distilling the 6-aminocapronitrile from the resulting mixture.
    Type: Grant
    Filed: January 6, 1992
    Date of Patent: October 6, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James B. Sieja
  • Patent number: 5133838
    Abstract: Purification of 6-aminocapronitrile by reduction of tetrahydroazepine with a hydride, and then distilling the 6-aminocapronitrile at a pot temperature of less than about 200.degree. C.
    Type: Grant
    Filed: February 28, 1991
    Date of Patent: July 28, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James B. Sieja
  • Patent number: 5120849
    Abstract: O-substituted hydroxylamines (I)H.sub.2 N--O--CH.sub.2 --R(I)where R is H or an organic radical, and their salts are prepared by reacting a cyclic imidoether II of a 1,4- or 1,5-dicarboxylic acid, the said imidoether containing an ether group --O--CH.sub.2 --R, with a basic compound by a method in which a primary aliphatic aminoalcohol III is used as the basic compound and the compound I is, if required, converted to its salts.
    Type: Grant
    Filed: January 9, 1991
    Date of Patent: June 9, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochen Wild, Norbert Goetz, Wolfgang Will, Rolf-Dieter Kohler, Peter Plath
  • Patent number: 5107021
    Abstract: The invention relates to polyfluoroalkyl nitrogen compounds of general formula:R.sub.F --(CH.sub.2).sub.2 --Xin which X denotes an isothiocynate --N.dbd.C.dbd.S, carbodiimide --N.dbd.C.dbd.N(CH.sub.2).sub.2 --R'.sub.F or thiourea --NH--CS--A group, A denoting an optionally substituted amino group, and each of the symbols R.sub.F and R'.sub.F denotes a perfluoroalkyl radical.These compounds, prepared from the corresponding azides R.sub.F (CH.sub.2).sub.2 N.sub.3 or amines R.sub.F (CH.sub.2).sub.2 NH.sub.2, can be used as surface-active agents or precursors of such agents.
    Type: Grant
    Filed: April 12, 1991
    Date of Patent: April 21, 1992
    Assignee: Societe ATOCHEM
    Inventors: Eric Bollens, Francois Szonyi, Aime Cambon
  • Patent number: 5077426
    Abstract: A process for preparing .alpha.-formylamino nitriles of the formula Ia ##STR1## and Ib ##STR2## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are identical or different and each is hydrogen or unsubstituted or substituted, with substituents which are inert under the reaction conditions, aliphatic or heteroaliphatic radicals with 1 to 10, cycloaliphatic or heterocycloaliphatic radicals with 3 to 6, araliphatic radicals with 7 to 12, heteroaraliphatic radicals with 4 to 12, aromatic radicals with 6 to 10 or heteroarometic radicals with 3 to 10 carbon atoms, with the priviso that at least one of R.sup.1 and R.sup.2 or R.sup.3 and R.sup.4 is hydrogen, comprises reacting an iminodiacetonitrile of the formula II ##STR3## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the abovementioned meanings, with formamide of the formula III ##STR4## in the presence of formic acid or with a compound which provides formic acid, in the presence of acids.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: December 31, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fikentscher, Michael Kroener
  • Patent number: 5070202
    Abstract: A process for the production of alkylaminonitriles by reacting 2-pentenenitrile and an alkylamine in the presence of 15 to 60% by weight water.
    Type: Grant
    Filed: March 28, 1990
    Date of Patent: December 3, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Frank E. Herkes
  • Patent number: 5026910
    Abstract: The invention relates to polyfluoroaklyl nitrogen compounds of general formula:R.sub.F --(CH.sub.2).sub.2 --Xin which X denotes an isothiocyanate --N.dbd.C.dbd.S, carbodiimide --N.dbd.C.dbd.N(CH.sub.2).sub.2 --R'.sub.F or thiourea --NH--CS--A group, A denoting an optionally substituted amino group, and each of the symbols R.sub.F and R'.sub.F denotes a perfluoroalkyl radical.these compounds, prepared from the corresponding axides R.sub.F (CH.sub.2).sub.2 N.sub.3 or amines R.sub.F(CH.sub.2).sub.2 NH.sub.2, can be used as surface-active agents or precursors of such agents.
    Type: Grant
    Filed: May 22, 1990
    Date of Patent: June 25, 1991
    Assignee: Societe Atochem
    Inventors: Eric Bollens, Francois Szonyi, Aime Cambon
  • Patent number: 5008454
    Abstract: Novel compounds having the formula:R.sup.1 --OCH.sub.2 CH.sub.2 CH.sub.2 O--(CH.sub.2).sub.n --R.sup.2wherein R.sup.1 stands for a higher alkyl group; R.sup.2 stands for a primary to tertiary amino group or a quaternary ammonium group; and n denotes an integer of 3 to 10; and salts thereof, have excellent anti-tumor action and therefore are useful as anti-tumor agents.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: April 16, 1991
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Keizo Inoue, Hiroaki Nomura, Akihiro Tasaka
  • Patent number: 4987253
    Abstract: Disclosed is a synthesis of desferrioxamine B and analogs and homologs thereof beginning with the generation of the O-protected N-(4-cyanobutyl)hydroxylamine which is acylated at the O-benzylhydroxylamine nitrogen with either succinic or acetic anhydride. The resulting half-acid amide or amide respectively, is subjected to a series of high yield condensations and reductions which provide desferrioxamine B in 45% overall yield. Finally, a desamino analog of desferrioxamine is prepared in order to demonstrate the synthetic utility of the scheme as applied to desferrioxamine derivatives.
    Type: Grant
    Filed: May 17, 1989
    Date of Patent: January 22, 1991
    Assignee: University of Florida
    Inventor: Raymond J. Bergeron
  • Patent number: 4978770
    Abstract: A bleaching composition comprises (a) a peroxide and (b) an organic peracid precursor having at least one group selected from (b-1) and (b-2) and then further comprises a detergent component(s).
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: December 18, 1990
    Assignee: Kao Corporation
    Inventors: Muneo Aoyagi, Kazuhiro Takanashi, Masaaki Yamamura, Moriyasu Murata, Hiroyuki Yamada, Hiroyuki Araki, Takanori Fukumoto
  • Patent number: 4967006
    Abstract: This invention relates to a process for the coproduction of propanediamines and alkylated aminopropanediamines. The process contemplates an initial cyanoethylation of ammonia under conditions for producing aminopropionitrile and modest levels of iminobispropionitrile. After separation of the iminobispropionitrile from the aminopropionitrile, the process involves the catalytic reductive alkylation of the iminobispropionitrile by reaction with an aldehyde in the presence of hydrogen to form the alkylated iminobispropionitrile followed by the catalytic hydrogenation of the nitrile group in aminopropionnitrile and iminobispropionitrile to the amine.
    Type: Grant
    Filed: April 7, 1989
    Date of Patent: October 30, 1990
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Richard V. C. Carr
  • Patent number: 4965362
    Abstract: 3-Dialkylaminopropionitriles ##STR1## where R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.4 -alkyl which may furthermore be bonded to form a 5-membered or 6-membered ring, bis-(2-cyanoethyl) ether IINC--CH.sub.2 --CH.sub.2 --O--CH.sub.2 --CH.sub.2 --CN IIand, if desired, ethylenecyanohydrin IIIHO--CH.sub.2 --CH.sub.2 --CN IIIare prepared jointly by a process in which(a) acrylonitrile and water are reacted in the presence of a base at from 60.degree. to 150.degree. C. to give a mixture of acrylonitrile, water and bis-(2-cyanoethyl) ether II, the base being a mineral base, a quaternary nitrogen base or a mixture of these,(b) this mixture is reacted at about 0.degree.-50.degree. C.
    Type: Grant
    Filed: July 6, 1989
    Date of Patent: October 23, 1990
    Inventors: Franz Merger, Wolfgang Harder, Peter Hettinger, Claus-Ulrich Priester, Dieter Franz, Dieter Voges
  • Patent number: 4942221
    Abstract: The present invention relates to the synthesis of nitriles having an amine function on the adjacent carbon.
    Type: Grant
    Filed: August 4, 1987
    Date of Patent: July 17, 1990
    Assignee: Albert Rolland S.A.
    Inventors: Gerard Moinet, Thierry Imbert
  • Patent number: 4921955
    Abstract: The invention relates to a process for the preparation of 1,5-disubstituted imidazoles of the formula ##STR1## by alkylation of an N-cyanoformamidine of the formula IIX--NH--CH.dbd.N--CH (II)to form an N,N-disubstituted N'-cyanoformamidine of the formula ##STR2## which is cyclised under the action of bases to form a 4-aminoimidazole of the formula ##STR3## and then reduced to form the product of the formula I. The invention relates also to a special process for the reduction of the aminoimidazole V to I, and to intermediate compounds for carrying out this process and to processes for the preparation of the intermediate compounds.The meaning of the substituents X and L is explained in detail in the text.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: May 1, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Werner Topfl
  • Patent number: 4847401
    Abstract: The large scale preparation of ethyl 2,2-difluoro-4- pentenoate and 2-fluorinated methyl aminoacetonitriles by reaction of 2-H-perfluoroethyl allyl ether and n-butyl lithium and fluoromethylacetonitrile and a Grignard reagent, respectively, is largly unsuccessful because of side reactions which convert intermediate products and reactants to undesired products. Applicants have overcome these problems by performing the reactions with cooling in a continuous manner in a flow reactor with short residence time.
    Type: Grant
    Filed: January 15, 1988
    Date of Patent: July 11, 1989
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Fritz Gerhart, Michael Kolb
  • Patent number: 4576759
    Abstract: The polysubstituted dienes according to the invention correspond to the general formula: ##STR1## in which: X denotes a group chosen from the groups SH, SR.sup.3, OR.sup.3, SeR.sup.3, NHR.sup.3 and N.dbd.R.sup.3 in which R.sup.3 denotes an aliphatic or cyclic, saturated or unsaturated group containing from 1 to 20 carbon atoms,Y denotes a group chosen from the groups C.tbd.N and ##STR2## where R.sup.4 denotes hydrogen or an aliphatic or cyclic, saturated or unsaturated group containing from 1 to 20 carbon atoms, provided that, when X denotes the group SCH.sub.3, Y does not denote the group ##STR3## and, when X denotes an OR.sup.3 group where R.sup.3 is an alkyl group containing at least three carbon atoms, Y does not denote the group C.tbd.N,R.sup.1 denotes hydrogen, halogen or an aliphatic, substituted or unsubstituted group containing from 2 to 8 carbon atoms,R.sup.
    Type: Grant
    Filed: June 20, 1984
    Date of Patent: March 18, 1986
    Assignee: SOLVAY & Cie (Societe Anonyme)
    Inventors: Heinz Viehe, Nadine S. Mesmaeker, Robert Merenyi
  • Patent number: H306
    Abstract: A stoichiometric amount of a polyamine compound selected from the group cisting of cyanoethyl substituted tetraethylene pentamine (TEPAN), or the glycidol reaction product of cyanoethyl substituted tetraethylene pentamine (TEPANOL) is reacted with a stoichiometric amount of perchloric acid to yield an amine salt bonding agent useful in propellant compositions.This improved method prevents the generation of ammonia (as in prior art method) which has to be removed prior to use of amine salt bonding agent in a propellant composition. Also, a lesser amount of diluent water is involved in this method which offers an advantage by not having to strip an excessive amount of water by heat, purge, or vacuum means.The amine salt bonding agents prepared by this improved method are shown to be of like identity and quality as shown by IR spectroscopic examination and their testing in a propellant composition.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: July 7, 1987
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Marjorie E. Ducote, James G. Carver