67274-54-8

Upstream product

• 613-97-8 N-methyl-N-ethylaniline 
• 861569-95-1 N-ethyl-N-(4-bromo-phenyl)-glycine nitrile 
• 88799-13-7 (4-Bromo-phenyl)-ethyl-methyl-amine; compound with bromine 
• 75-03-6 ethyl iodide 
• 106-40-1 4-bromo-aniline 
• 74-88-4 methyl iodide 
• 50438-47-6 N-(4-bromo-phenyl)-N-methylacetamide 
• 624-78-2 N-Ethylmethylamine 
• 589-87-7 1,4-bromoiodobenzene 
• 7664-93-9 sulfuric acid 
• 100-61-8 N-methylaniline 

Downstream Products

• 88799-13-7 (4-Bromo-phenyl)-ethyl-methyl-amine; compound with bromine 

Relevant academic research and scientific papers

Sodium Triethylborohydride-Catalyzed Controlled Reduction of Unactivated Amides to Secondary or Tertiary Amines

The first transition-metal-free catalytic protocol for controlled reduction of amide functions using cheap and bench-stable hydrosilanes as reducing agents has been established. By altering the hydrosilane and solvent, the new method enables the selective cleavage of unactivated C-O bonds in amides and allows the C-N bonds to selectively break via the deacylated cleavage. Overall, this novel process may offer a versatile alternative to current methodologies employing stoichiometric metal systems for the controlled reduction of carboxamides.

Sodium Triethylborohydride-Catalyzed Controlled Reduction of Unactivated Amides to Secondary or Tertiary Amines

The first transition-metal-free catalytic protocol for controlled reduction of amide functions using cheap and bench-stable hydrosilanes as reducing agents has been established. By altering the hydrosilane and solvent, the new method enables the selective cleavage of unactivated C-O bonds in amides and allows the C-N bonds to selectively break via the deacylated cleavage. Overall, this novel process may offer a versatile alternative to current methodologies employing stoichiometric metal systems for the controlled reduction of carboxamides.

Ru-Catalyzed Deoxygenative Transfer Hydrogenation of Amides to Amines with Formic Acid/Triethylamine

A ruthenium(II)-catalyzed deoxygenative transfer hydrogenation of amides to amines using HCO2H/NEt3 as the reducing agent is reported for the first time. The catalyst system consisting of [Ru(2-methylallyl)2(COD)], 1,1,1-tris(diphenylphosphinomethyl) ethane (triphos) and Bis(trifluoromethane sulfonimide) (HNTf2) performed well for deoxygenative reduction of various secondary and tertiary amides into the corresponding amines in high yields with excellent selectivities, and exhibits high tolerance toward functional groups including those that are reduction-sensitive. The choice of hydrogen source and acid co-catalyst is critical for catalysis. Mechanistic studies suggest that the reductive amination of the in situ generated alcohol and amine via borrowing hydrogen is the dominant pathway. (Figure presented.).

B(C6F5)3-Catalyzed Deoxygenative Reduction of Amides to Amines with Ammonia Borane

The first B(C6F5)3-catalyzed deoxygenative reduction of amides into the corresponding amines with readily accessible and stable ammonia borane (AB) as a reducing agent under mild reaction conditions is reported. This metal-free protocol provides facile access to a wide range of structurally diverse amine products in good to excellent yields, and various functional groups including those that are reduction-sensitive were well tolerated. This new method is also applicable to chiral amide substrates without erosion of the enantiomeric purity. The role of BF3 ? OEt2 co-catalyst in this reaction is to activate the amide carbonyl group via the in situ formation of an amide-boron adduct. (Figure presented.).

Method for selective reducing reaction of tertiary aryl amide and borane

The present invention relates to a method for a selective reducing reaction of a tertiary aryl amide and borane. A tertiary amine product is prepared by the reducing reaction of a tertiary aryl amidederivative and a cheap and easily available organoboron reagent under mild conditions under the convenient catalysis of a non-transition metal compound sodium triethylborohydride used as a catalyst for the first time. Compared with traditional methods, the method of the method generally has the advantages of wide universality of a substrate, low cost and easy availability of the catalyst, and simplicity in reaction operation. The selective reducing reaction of the tertiary aryl amide compound and the organoboron reagent under the catalysis of the transition metal catalyst is realized for the first time, and a brand new "green" reaction strategy is provided for the laboratory preparation or industrial production of tertiary arylamine products.

Novel nonmetal catalytic bidirectional selective reduction method of tertiary aromatic amide

The invention relates to a novel effective bidirectional selective environment-friendly method for hydrosilation reduction of tertiary aromatic amide and an organic silicon reagent. The method comprises the following steps: selecting a nonmetal catalytic system, and selectively preparing a secondary or tertiary organic amine compound by successively catalyzing tertiary aromatic amide and cheap PHMS or triethoxysilane under a mild condition. By adopting the method, the bidirectional selective reduction of the tertiary aromatic amide is realized by innovatively utilizing an electronic effect and steric hindrance difference of an organic silicon reagent at first time, so that a brand new strategy is provided for the reduction of amide and derivative of the amide, the defects of the traditional method that the substrate functional group is poor in compatibility, the production cost is high and the like can be overcome, and the application prospect of the amine compound prepared in industrial production or laboratory is promising.

Reductive amination of tertiary anilines and aldehydes

An unprecedented oxidant-mediated reductive amination of tertiary anilines and aldehydes without external reducing agents was developed via the nucleophilic attack of the oxygen atom of the carbonyl group to in situ generated iminium ions, in which tertiary anilines were used as both nitrogen source and reducing agent for the first time. The Royal Society of Chemistry 2013.

BENZENE OR THIOPHENE DERIVATIVE AND USE THEREOF AS VAP-1 INHIBITOR

The present invention provides a novel benzene derivative or thiophene derivative useful as a VAP-1 inhibitor, or a medicament for the prophylaxis or treatment of a VAP-1 associated disease and the like, namely, a compound represented by the formula (I): wherein each symbol is as defined in the present specification, or a pharmaceutically acceptable salt thereof.

Surfactant Control of the Ortho/Para Ratio in the Bromination of Anilines. 2.

We report the bromination of some N,N-disubstituted anilines (N-ethyl-N-methylaniline, N,N-diethylaniline, N-butyl-N-methylaniline, 1-phenylpyrrolidine, 1-phenylpiperidine) both in aqueous suspension of cetyltrimethylammonium tribromide (CTAB3) and in homogeneous solution (CHCl3).In the presence of surfactant we observed a regioselectivity different from that observed in homogeneous conditions.The regioselectivity seems to depend on the nature of the substituents on the nitrogen of the aniline as well as on the temperature.An explanation based on specific interactions between the aniline and the packed structure of the aggregate is proposed.

Aminobenzenes, XVII. Addition Products of N,N-Dialkylanilines and Bromine - Synthesis and Reactions

4-Bromo-N,N-dialkylanilines 1 react with bromine in inert solvents to give the 1:1 addition compounds 2 or 3.IR and UV investigations established the structure of the isolated products to be CT complexes (? complexes) for 2 and N-bromoanilinium bromides for 3.The adducts 2 react to yield substitution products 6 and dealkylation products 7 in polar solvents (dimethylformamide, acetic acid, methanol), whereas the main product from 2a by reaction in acetone is N,N,N',N'-tetramethylbenzidine (9).Radical cations 10 are postulated to be the determining intermediates for these reactions.The tendency of the alkyl groups to be cleaved off decreases in the order isopropyl > ethyl > methyl.Under analogous conditions the N-bromo compounds 3 give predominantly the anilines 1 and only small amounts of substitution products 6, dealkylation and reaction to benzidines were not observed.