Abstract: Process for the production of o-(N-monosubstituted amino)benzyl alcohols which comprises reacting an N-mono-substituted aniline optionally having one or more substituents with a boron trihalogenide at a temperature from about 0.degree. C. to about 100.degree. C. and reacting the resultant boron compound with an aldehyde in the presence of a base at a temperature from about -30.degree. C. to about 100.degree. C. to regiospecifically introduce a 1-hydroxy-alkyl or 1-hydroxy-substituted alkyl group into the ortho position of said aniline.
Abstract: A process for preparing 1-(3,5-dimethoxy-4-hydroxy phenyl)-2-(N-methylamino) ethanol hydrochloride is described by reacting 2,6-dimethoxyphenol with anhydrous chloral in the presence of a catalyst, hydrolyzing 1-(3,5-dimethoxy-4-hydroxyphenyl)2,2,2-trichloro ethanol and subsequently isolating the 3,5-dimethoxy-4-hydroxyphenyl glyoxal thus obtained; finally, this compound, in the form of the bisulfite, is directly converted to the desired product by amination with methylamine in the presence of hydrogen with a hydrogenation catalyst and the final product is converted into the hydrochloride.
Type:
Grant
Filed:
November 2, 1981
Date of Patent:
October 4, 1983
Assignee:
Dr. Lo. Zambeletti S.p.A.
Inventors:
Massimo Signorini, Attilio Trebbi, Luigi Molteni
Abstract: A process of preparing tris-(ether-amines) of the formula:N--[A--O--(B--O).sub.n --R].sub.3in which R represents a hydrocarbon radical, A and B represent alkanediyl radicals, and n is a whole number between zero and 4, by ammonolysis of an alkylene glycol mono-ether of the formula:HO--A--O--(B--O).sub.n --Rin the presence of 10 to 40 percent by weight of a hydrogenation-dehydrogenation catalyst, based on weight of said alkylene glycol monoether.The tris-(ether-amines) produced, such as tris-(3,6-dioxa-octyl)amine, tris-(3,6,9-trioxaundecyl)amine, tris-(3,6-dioxaheptyl)amine, and tris-(3,6-dioxadecyl)amine.
Abstract: An improved process for the preparation of para-amino diphenylamine in which para-nitroso-diphenylhydroxylamine is catalytically hydrogenated in the presence of an organic solvent and one or more metal components selected from the group consisting of ruthenium, rhodium, palladium, osmium, iridium, and platinum, and their sulfidic compounds, at temperatures from 20.degree. to 200.degree. C., is disclosed. The improvement comprises utilizing as the organic solvent one or more members of the group consisting of aniline and aniline derivatives containing ring-alkyl groups, N-alkyl groups, or a combination thereof, wherein the ring-alkyl groups contain a total of 1 to 6 carbon atoms and the N-alkyl groups contain from 1 to 6 carbon atoms.
Abstract: Disclosed herein are .alpha.-[(alkylamino)methyl]-.beta.-aryloxy-benzeneethanols exhibiting antiarrhythmic activity and having the following formula: ##STR1## wherein R is hydrogen, halogen, lower alkyl, or lower alkoxy; X is phenyl, 1-naphthyl, or a phenyl group substituted by a halogen, a lower alkyl group, or a lower alkoxy group; R.sub.1 is lower alkyl; and pharmacologically acceptable acid addition salts thereof. Also disclosed is a process for the addition of an aryloxy group at the 3-position of a 3-phenyl-2-oxiranecarboxamide to produce an .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamide, said process comprising contacting an alkali metal aryloxide with said 3-phenyl-2-oxiranecarboxamide in the presence of a crown ether. Such .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamides may then be reduced to produce the compounds of the invention.
Abstract: Aqueous metal ammine siliconate solutions are the reaction products of selected metals or metal derivatives, selected mono-organosilicon materials, certain alkaline nitrogen compounds having the formula R--NH.sub.2, and water. Amorphous materials are formed when volatiles are removed from the siliconate solutions. The metal components in the resulting amorphous materials are not readily leached out by normal weathering, washing or the like. The solutions are useful in a method for treating substrates, such as wood, textiles, thread, canvas, carpeting, paper and masonry, to confer antimicrobial properties. The organosilicon component can be selected so that such treatments also confer either hydrophobic or hydrophilic properties to the substrates. The components of the solutions can be selected to enhance their ability to form continuous films of amorphous materials when used in such treatments, making the solutions useful to provide antimicrobial coatings which may be either hydrophobic or hydrophilic.
Type:
Grant
Filed:
September 24, 1979
Date of Patent:
August 23, 1983
Assignee:
Dow Corning Corporation
Inventors:
William H. Daudt, Cecil L. Frye, James F. Hyde
Abstract: Therapeutically useful 1-(substituted-amino)-3-[4-R.sub.1 O-3-(lower-alkylthio, lower-alkylsulfinyl or lower-alkylsulfonyl)phenoxy]-2-propanols are obtained by reacting a 4-R.sub.1 0-3-(lower-alkylthio, lower-alkylsulfinyl or lower-alkylsulfonyl)phenol with an epihalohydrin and reacting the resulting product with a primary amine. The compounds have both antihypertensive and .beta.-adrenergic blocking activity and are useful as antihypertensive agents.
Abstract: Process for the production of 2,6-dichloro-5-hydroxy-anils having the formula: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each is an alkyl radical having 1 to 4 carbon atoms, by the conversion of 2,4-dichloro-3-aminophenol with a ketone. The reaction is conducted at a temperature of 0.degree. to 50.degree. C.
Abstract: A process has been invented for the preparation of polyaryl polyamines having methylene bridges by condensation of primary arylamines with formaldehyde in the presence of a catalyst. According to the invention, the amount of binuclear compounds and an improved viscosity can be obtained if one adds the remaining amount of primary arylamine immediately after the formaldehyde.
Abstract: A method for production of anthracene from phenanthrene is disclosed. Phenanthrene is hydrogenated at a nickel on a carrier catalyst at temperatures from about 140.degree. C. to 170.degree. C. under a pressure of from about 10 to 30 bar by gradual addition of hydrogen. The hydrogenation product is separated by distillation into sym.-octahydrophenanthrene and asym.-octahydrophenanthrene. The sym.-octahydrophenanthrene is isomerized in the presence of methylene chloride as a solvent and of aluminum chloride as a catalyst at a temperature from about -30.degree. to +5.degree. C. to sym.-octahydroanthracene. The sym.-octahydroanthracene is dehydrogenated at a chromium oxide-aluminum oxide catalyst at temperatures from about 450.degree. to 550.degree. C. to anthracene.The resulting anthracene is obtained with high yield and is very pure after a single recrystallization step.
Type:
Grant
Filed:
December 18, 1980
Date of Patent:
May 17, 1983
Assignee:
Bergwerksverband GmbH
Inventors:
Kurt Handrick, Georg Kolling, Fritz Mensch
Abstract: Novel phenethylamine derivatives represented by the general formula: ##STR1## wherein R is a lower alkyl group, C.sub.n H.sub.2n is a branched or straight alkylene group, A is a phenyl group unsubstituted or substituted with hydroxy, a lower alkoxy or a lower alkylene dioxy group, and n is an integer from 1 to 4, and pharmacologically acceptable acid addition salts thereof, and bronchdilator containing the same. These bronchdilator have an intense and durable bronchdilating effect and a weak heart stimulating action.
Abstract: Process for the preparation of a bis-(amino-phenyl)-disulphide of the formula ##STR1## in which R represents hydrogen or halogen,which comprises contacting an amino-thiophenol of the formula ##STR2## or a salt thereof in which R has the abovementioned meaningwith sulphur or a sulphur-donating substance in an aqueous dispersion at a temperature of 10.degree. to 120.degree. C. and a pH value of 3 to 9.
Type:
Grant
Filed:
February 26, 1981
Date of Patent:
March 1, 1983
Assignee:
Bayer Aktiengesellschaft
Inventors:
Heinz U. Blank, Theodor Pfister, Rolf Putter
Abstract: A process is disclosed for the catalytic hydrogenation of nitro-alkylbenzenes to hydrazo-alkylbenzenes wherein the reaction is conducted in a two phase solution wherein one phase constitutes an aqueous alkaline base and a second organic phase constitutes a solvent mixture having a first solvent component which is a solvent for the starting reactant and the alkaline base and a second solvent component which lowers the solvent mixture dielectric constant below 25 and which solvent component is a solvent for the reaction product.
Abstract: A process for preparing vitamins of the vitamin K.sub.1 and K.sub.2 series in their E-isomeric form through the reaction of a phenylcarbene metal complex with an enyne and intermediates in this synthesis.
Abstract: The instant invention is directed to .alpha.-(aminoalkyl)-4-hydroxy-3-(alkylsulfinylbenzenemethanols and to a method of utilizing the compounds for reducing blood pressure in mammals.
Abstract: N-Amino substituted aniline and 1,3-phenylenediamine compounds having 1 or 2 nitro groups on the aromatic ring. The compounds are useful as herbicides and as intermediates for preparing herbicides.
Type:
Grant
Filed:
April 4, 1979
Date of Patent:
February 15, 1983
Assignee:
United States Borax & Chemical Corporation
Inventors:
Don L. Hunter, William G. Woods, James D. Stone, Cecil W. LeFevre
Abstract: A process for preparing 2-(4'-hydroxyaryl)-2-(4'-aminoaryl)-propanes of the general formula ##STR1## wherein R represents a hydrogen or halogen atom or an alkyl, aryl, nitro, nitrile, acyl, acyloxy or amino group, R.sup.1 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R.sup.2 and R.sup.3, independently from each other, represent a hydrogen or halogen atom, a nitro group or an alkyl group having 1 to 4 carbon atoms,which comprises reacting (A) at least one isopropenyl phenol compound selected from the group consisting of isopropenyl phenol derivatives of the general formula ##STR2## wherein R is as defined, and di- to eicosa-mers of said isopropenyl phenol derivatives with (B) an aromatic amine of the general formula ##STR3## wherein R.sup.1 , R.sup.2 and R.sup.3 are as defined, in the presence of 0.00001 to 0.008 mole, per mole of said isopropenylphenol compound (A) calculated as a monomer, of a acid catalyst and in the presence or absence of a phenolic solvent.
Abstract: There is provided a new compound: d-N-(2-amino-2-phenethyl-2-methoxyethylamine useful in the direct synthesis of levamisole. The compound is prepared by slurrying the racemic N-(2-amino-2-phenethyl)-2-methoxyethylamine with dibenzoyl-d-tartaric acid as the resolving agent in an aqueous acidic menstruum containing ammonium chloride, heating the resultant mixture, preferably under reflux, cooling and filtering the resultant mixture to recover crystals rich in the desired d-amine compound, hereinabove noted.
Abstract: A simplified process for converting bis-phenols to dianilines is disclosed. Selected catalytic complexes are used to cause a nucleophilic displacement reaction between a bis-phenol and a quinazoline to occur thereby yielding a bis-quinazoline that may be subsequently converted into a bis-quinazolinone and hydrolyzed to form the desired dianiline.