Patent classifications
C07C209/02
DIRECT C-H AMINATION AND AZA-ANNULATION
In some aspects, the present disclosure provides methods of aminating an aromatic compound comprising reacting an aminating agent with an aromatic compound in the presence of a rhodium catalyst. In some embodiments, the methods may comprise aminating an aromatic compound which contains multiple different functional groups. The methods described herein may also be used to create bicyclic system comprising reacting an intramolecular aminating agent with an aromatic ring to obtain a second ring containing a nitrogen atom. In another aspect, the methods described herein may also be used to create a cyclic aliphatic cyclic/poly cyclic amine system comprising a reacting an intramolecular aminating agent by insertion into a C(sp3)-H bond.
DIRECT C-H AMINATION AND AZA-ANNULATION
In some aspects, the present disclosure provides methods of aminating an aromatic compound comprising reacting an aminating agent with an aromatic compound in the presence of a rhodium catalyst. In some embodiments, the methods may comprise aminating an aromatic compound which contains multiple different functional groups. The methods described herein may also be used to create bicyclic system comprising reacting an intramolecular aminating agent with an aromatic ring to obtain a second ring containing a nitrogen atom. In another aspect, the methods described herein may also be used to create a cyclic aliphatic cyclic/poly cyclic amine system comprising a reacting an intramolecular aminating agent by insertion into a C(sp3)-H bond.
Electrodes/electrolyte assembly, reactor and method for direct amination of hydrocarbons
An electrodes/electrolyte assemblyMEA, electrochemical membrane reactoris described and a method for the direct amination of hydrocarbons, namely for the direct amination of benzene to aniline, and a method for the preparation of said electrodes/electrolyte assembly. The presented Solution allows the increase of conversion of said amination to above 60%, even at low temperatures, i.e., between 200 C. and 450 C.; preferably between 300 C. and 400 C. The electrodes/electrolyte assembly for direct amination of hydrocarbons comprises: an anode (1), electrons and protons conductor, that includes a composite porous matrix, comprised by a ceramic fraction and a catalyst for said amination at temperatures lower than 450 C.; a porous cathode (3), electrons and protons conductor, and electrocatalyst; an electrolyte (2), protons or ions conductor and electrically insulating, located between the anode (1) and the cathode (3), made of a composite ceramic impermeable to reagents and products of said amination.
Chiral N-substituted allylic amine compounds
The method relates to the field of asymmetric allylic amination and comprises preparing a chiral N-substituted allylic amine compound from the corresponding allylic substrates and substituted hydroxylamines, in the presence of a catalyst, said catalyst comprising copper compounds and a chiral ligand. Examples of chiral amine compounds which can be made using the method include Vigabatrin, Ezetimibe Terbinafine, Naftifine 3-methylmorphine, Sertraline, Cinacalcet, Mefloquine hydrochloride, and Rivastigmine. There are over 20,000 known bioactive molecules with chiral N-substituted allylic amine substructure. The method may also be used to produce non-natural chiral -aminoacid esters, a sub-class of chiral N-substituted allylic amine compounds. Examples of -aminoacid ester which can be produced by the disclosed method, include, but are not limited to, N-(2-methylpent-1-en-3-yl)benzenamine and Ethyl 2-methylene-3-(phenylamino)butanoate. Further, the products of the method described herein can be used to produce chiral heterocycles and bioactive molecules or materials. A novel chiral copper-ligand nitrosoarene complex is also set forth.
Chiral N-substituted allylic amine compounds
The method relates to the field of asymmetric allylic amination and comprises preparing a chiral N-substituted allylic amine compound from the corresponding allylic substrates and substituted hydroxylamines, in the presence of a catalyst, said catalyst comprising copper compounds and a chiral ligand. Examples of chiral amine compounds which can be made using the method include Vigabatrin, Ezetimibe Terbinafine, Naftifine 3-methylmorphine, Sertraline, Cinacalcet, Mefloquine hydrochloride, and Rivastigmine. There are over 20,000 known bioactive molecules with chiral N-substituted allylic amine substructure. The method may also be used to produce non-natural chiral -aminoacid esters, a sub-class of chiral N-substituted allylic amine compounds. Examples of -aminoacid ester which can be produced by the disclosed method, include, but are not limited to, N-(2-methylpent-1-en-3-yl)benzenamine and Ethyl 2-methylene-3-(phenylamino)butanoate. Further, the products of the method described herein can be used to produce chiral heterocycles and bioactive molecules or materials. A novel chiral copper-ligand nitrosoarene complex is also set forth.
Chiral N-substituted allylic amine compounds
The method relates to the field of asymmetric allylic amination and comprises preparing a chiral N-substituted allylic amine compound from the corresponding allylic substrates and substituted hydroxylamines, in the presence of a catalyst, said catalyst comprising copper compounds and a chiral ligand. Examples of chiral amine compounds which can be made using the method include Vigabatrin, Ezetimibe Terbinafine, Naftifine 3-methylmorphine, Sertraline, Cinacalcet, Mefloquine hydrochloride, and Rivastigmine. There are over 20,000 known bioactive molecules with chiral N-substituted allylic amine substructure. The method may also be used to produce non-natural chiral -aminoacid esters, a sub-class of chiral N-substituted allylic amine compounds. Examples of -aminoacid ester which can be produced by the disclosed method, include, but are not limited to, N-(2-methylpent-1-en-3-yl)benzenamine and Ethyl 2-methylene-3-(phenylamino)butanoate. Further, the products of the method described herein can be used to produce chiral heterocycles and bioactive molecules or materials. A novel chiral copper-ligand nitrosoarene complex is also set forth.
Direct Amination of Hydrocarbons
Process for preparing aminated aromatic hydrocarbons that may be substituted comprising the steps of reacting an aromatic hydrocarbon with ammonia in the presence of a catalyst having a crystalline microporous structure wherein the catalyst comprises vanadium aluminophosphate molecular sieve (VAPO) and/or aluminophosphate molecular sieve (AlPO) and wherein the catalyst is preferably impregnated with nickel and/or copper, and wherein the aromatic hydrocarbon may be substituted.
Direct Amination of Hydrocarbons
Process for preparing aminated aromatic hydrocarbons that may be substituted comprising the steps of reacting an aromatic hydrocarbon with ammonia in the presence of a catalyst having a crystalline microporous structure wherein the catalyst comprises vanadium aluminophosphate molecular sieve (VAPO) and/or aluminophosphate molecular sieve (AlPO) and wherein the catalyst is preferably impregnated with nickel and/or copper, and wherein the aromatic hydrocarbon may be substituted.
Direct Amination of Hydrocarbons
Process for preparing aminated aromatic hydrocarbons that may be substituted comprising the steps of reacting an aromatic hydrocarbon with ammonia in the presence of a catalyst having a crystalline microporous structure wherein the catalyst comprises vanadium aluminophosphate molecular sieve (VAPO) and/or aluminophosphate molecular sieve (AlPO) and wherein the catalyst is preferably impregnated with nickel and/or copper, and wherein the aromatic hydrocarbon may be substituted.
METHOD FOR SELECTIVELY AND CONTINUOUSLY PRODUCING 2-METHYLPYRIDINE AND DIPHENYLAMINE FROM ANILINE
The present invention relates to the field of fine chemical industry. Specifically disclosed are a method for synthesizing 2-methylpyridine from aniline, and a method for selectively and continuously producing 2-methylpyridine and diphenylamine from aniline. The method comprises: in a hydrogen-containing atmosphere, enabling aniline and a catalyst to undergo a contact reaction at a temperature of 100-400 C., wherein the catalyst is zeolite carrying a metal component, and the metal component comprises an active metal component selected from at least one of W, Mo, Ni, and Co; controlling the temperature of the contact reaction to be 100-240 C. to obtain a product mainly consisting of 2-methylpyridine; and controlling the temperature of the contact reaction to be 260-400 C. to obtain a product mainly consisting of diphenylamine.