84995-19-7Relevant academic research and scientific papers
Manganese-Catalyzed One-Pot Conversion of Nitroarenes into N-Methylarylamines Using Methanol
Mast, Nicolas,Morrill, Louis C.,Reed-Berendt, Benjamin G.
supporting information, (2020/03/03)
A manganese-catalyzed one-pot conversion of nitroarenes into N-methylarylamines has been developed. This transfer hydrogenation method employs a well-defined bench stable Mn PN3P pincer precatalyst in combination with methanol as both the reductant and the C1 source. A selection of commercially available nitroarenes was converted into N-methylarylamines in synthetically useful yields.
Palladium-Catalyzed Methylation of Nitroarenes with Methanol
Wang, Lin,Neumann, Helfried,Beller, Matthias
supporting information, p. 5417 - 5421 (2019/04/04)
A procedure for the synthesis of N-methyl-arylamines directly from nitroarenes using methanol as green methylating agent was developed. The key to success is the use of a specific catalyst system consisting of palladium acetate and the ligand 1-[2,6-bis(isopropyl)phenyl]-2-[tert-butyl(2-pyridinyl)phosphino]-1H-Imidazole (L1). The generality of this protocol is demonstrated in the synthesis of more than 20 N-methyl-arylamines under comparably mild conditions. Combining this novel methodology with subsequent coupling processes using the same catalyst allows for efficient diversification of aromatic nitro compounds to a broad variety of amines including drug molecules.
Commercial Pd/C-Catalyzed N-Methylation of Nitroarenes and Amines Using Methanol as Both C1 and H2 Source
Goyal, Vishakha,Gahtori, Jyoti,Narani, Anand,Gupta, Piyush,Bordoloi, Ankur,Natte, Kishore
, p. 15389 - 15398 (2019/12/04)
Herein, we report commercially available carbon-supported-palladium (Pd/C)-catalyzed N-methylation of nitroarenes and amines using MeOH as both a C1 and a H2 source. This transformation proceeds with high atom-economy and in an environmentally friendly way via borrowing hydrogen mechanism. A total of >30 structurally diverse N-methylamines, including bioactive compounds, were selectively synthesized with isolated yields of up to 95%. Furthermore, selective N-methylation and deuteration of nimesulide, a nonsteroidal anti-inflammatory drug, were realized through the late-stage functionalization.
Nitrogen-containing element cationic chromophores and its preparation
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Paragraph 0035; 0036, (2016/10/08)
To solve the problems caused by using rhodamine derivatives and 9-trimethylbenzyl-10-methylacridine ion that take S and Se as the bridge atoms as the photosensitive agents, the invention provides a novel nitrogen-containing cation chromophore and a preparation method thereof. The compound has the characteristics of long absorption wavelength, long excitation wavelength, high quantum yield and long exiting time of excited triplet state generated by absorbing photons, easy water-solubility, and incapability of coordinating with metal catalysts. The preparation method comprises the following steps: making m-bromoaniline derivatives carry out Ullmann C-N coupling reactions with excess primary amine in the presence of a CuI catalyst so as to obtain a reaction product A; making the reaction product A carry out Ullmann C-N coupling reactions with m-iodoaniline derivatives in the presence of KN(Si(CH3)3)2 so as to obtain a reaction product B; making the reaction product B carry out Bayer condensation reactions with benzaldehyde derivatives in the present of a ferric trichloride catalyst or a zinc dichloride catalyst to enclose the ring so as to obtain a reaction product C; and finally carrying out a dehydration treatment on the reaction product C with 2,3-dicyano-5,6-dichlorobenzoquinone (DDQ) so as to obtain the target product.
INDAZOLEPROPIONIC ACID AMIDE COMPOUND
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Page/Page column 37, (2012/02/01)
Disclosed is a compound which is useful in preventing and treating cardiac arrhythmia such as atrial fibrillation. A compound represented by formula (1) or a pharmaceutically acceptable salt of the same. In formula (1), ring X represents benzene or pyridine; R1 represents an optionally substituted alkyl group; R2 represents an optionally substituted aryl group, an optionally substituted heterocyclic group, an optionally substituted arylalkyl group or an optionally substituted heterocyclic group-substituted alkyl group; R3, R4, R5, R6, R7, R8 and R9 represent each hydrogen or an alkyl group, provided that R3 and R5 may be bonded to each other to form, together with the carbon atom adjacent thereto, a cycloalkyl group; and m represents 0 or 1.
