7418-36-2

Usage

Uses

Used in Pharmaceutical Industry:
N-(5-methyl-2-nitrophenyl)acetamide is used as an intermediate in the synthesis of various drugs and pharmaceuticals for its potential to contribute to the development of new medications.
Used in Drug Development:
It is utilized as a building block in the development of new medications due to its potential biological activity and the possibility of enhancing therapeutic outcomes.
Used in Research and Development:
N-(5-methyl-2-nitrophenyl)acetamide is employed in research and development efforts aimed at understanding its potential therapeutic properties, which may lead to the discovery of novel treatments and pharmaceutical applications.

Upstream product

• 537-92-8 3-Methylacetanilide 
• 108-24-7 acetic anhydride 
• 108-44-1 1-amino-3-methylbenzene 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 25917-89-9 4-amino-3-nitro-6-methylaniline 
• 578-46-1 5-methyl-2-nitroaniline 
• 75-36-5 acetyl chloride 

Downstream Products

• 65745-69-9 5-methyl-8-nitroquinoline 
• 29547-08-8 5-methyl-2-nitro-biphenyl 
• 578-46-1 5-methyl-2-nitroaniline 
• 1792-41-2 2,5-dimethylbenzimidazole 
• 2963-65-7 5-methyl-2-phenyl-1H-1,3-benzimidazole 
• 129354-65-0 6-Methyl-1-acetylbenzotriazole 
• 54002-27-6 3-acetylamino-4-nitro-benzoic acid 
• 85656-64-0 5-methyl-8-aminoquinoline 
• 43154-38-7 acetic acid-(2-amino-5-methyl-anilide) 
• 6968-22-5 3-amino-4-nitrobenzoic acid 

Relevant academic research and scientific papers

Transition-metal-free mono- or dinitration of protected anilines

An amide-assisted arene nitration is presented, and both mono- and dinitration of protected anilines could be effected by using NaNO2 and NaNO3 as the mono- and bisnitrating agents, respectively. This divergent synthesis is transition-metal- and acid-free, and features a broad substrate scope, low cost, and ortho–para selectivity.

Phenol AB ring structure compound and preparation method and application thereof

The invention provides a phenol AB ring structure compound and a preparation method and application thereof, and belongs to the field of organic synthesis. An AB ring structure in the phenol AB ring structure compound provided by the invention has relatively good anti-influenza virus neuraminidase activity, and also has moderate-intensity inhibitory activity on daphenanthrene drug-resistant AnhuiN9 (H7N9). The preparation method provided by the invention is simple in process and easy to implement, the synthesis method is simpler than that of a positive drug daphenanthrene, the compound 1-1 can be completed in only one step, and the compound 3-5-10 needs to be synthesized in four steps.

Regioselective ortho-nitration of N-phenyl carboxamides and primary anilines using bismuth nitrate/acetic anhydride

An efficient and one-pot synthetic method for the regioselective ortho-nitration of the N-phenyl carboxamides and primary anilines has been developed by using bismuth nitrate and acetic anhydride as the nitrating reagents. Reaction proceeds at room temperature and results in corresponding ortho-nitrated products in moderate to excellent yields. This method provides an operationally simple, regioselective, and efficient access to synthesize o-nitro anilines under the mild conditions.

Structural investigations of 3-acetamido-4-nitrobenzal derivatives

N-(p-dimethylaminophenyl)-α-(3acetamido-4-nitrophenyl)nitrone (I) and 3-acetamido-4-nitrobenzylpyridinium bromide (II) were synthesized and their crystal structures were determined by X-ray diffraction methods. The geometry of carbon-nitrogen bond in nitrone is trans. In I the acetamido moiety slightly deviates from plane to the rest of molecule. The intramolecular N-H···O and C-H···O as well as intermolecular C-H···O hydrogen bonds stabilize the crystal structures of both the compounds. NMR investigations of II have given spectra with extra signals in comparison to the number of expected that suggests that dominating structure of this compound observed in crystal state coexists in solution with comparable amount of the additional form due to an interaction with solvent and increasing conformational freedom. For II duplication of signal number is observed for the 3-acetamido-4-nitrobenzyl substituent due to formation only of two different edge to face structures of this compound in DMSO and D2O solution. For I in DMSO solution the major form has perpendiculair orientation of N,N-dimethylaniline substituent on nitrone bond against the plane containing the rest of the molecule.

Ozone-mediated Reaction of Anilides and Phenyl Esters with Nitrogen Dioxide: Enhanced Ortho-reactivity and Mechanistic Implications

In the presence of ozone, anilides 1 can be nitrated rapidly with nitrogen dioxide in chloroform at 0 deg C to give a high proportion of ortho-nitro derivatives (ortho:para = 1.2-4.4) in good yields.The phenyl esters 15 can be similarly nitrated on the aromatic ring without significant cleavage of the ester bond, giving a mixture of isomeric nitro derivatives in which the ortho-isomer predominantes (ortho:para = 1.1-1.5).The oridin of the enhanced ortho reactivity is discussed in terms of an electron-transfer process involving the nitrogen trioxide as initial electrophile.

Ortho-Selective Nitration of Acetanilides with Nitrogen Dioxide in the Presence of Ozone

In the presence of ozone, nitrogen dioxide rapidly reacts with acetanilides ortho-selectively at low temperatures, giving a high proportion of ortho-nitro derivatives in good yields.