6330-51-4

Usage

Uses

Used in Chemical Production:
N-Formyl-1-naphthylamine is used as a chemical intermediate in the production of dyes and antioxidants. Its role in these processes is crucial for the development of various industrial products that require coloration or protection against oxidation.
Used in Research Applications:
As a fluorescent probe, N-Formyl-1-naphthylamine is used in research for the detection of nitric oxide in biological systems. This application is valuable for studying the role of nitric oxide in various physiological processes and its involvement in certain diseases.
Used in Pharmaceutical Development:
Although classified as a suspected carcinogen, N-Formyl-1-naphthylamine may still have potential applications in pharmaceutical development. Its properties could be harnessed for the creation of new drugs or therapies, provided that safety concerns are adequately addressed and managed.
Used in Safety and Environmental Assessments:
Due to its classification as a suspected carcinogen, N-Formyl-1-naphthylamine is also used in safety and environmental assessments. These assessments are crucial for understanding the potential risks associated with exposure to this chemical and for developing appropriate safety measures and guidelines for its handling and disposal.

InChI:InChI=1/C11H9NO/c13-8-12-11-7-3-5-9-4-1-2-6-10(9)11/h1-8H,(H,12,13)

Upstream product

• 13504-46-6 1-naphtylaldehyde oxime 
• 66-77-3 1-naphthaldehyde 
• 64-18-6 formic acid 
• 86-57-7 1-Nitronaphthalene 

Downstream Products

• 97766-70-6 Naphthyl-⁽¹⁾-imino-kohlensaeure-thiopentachlorphenylester-chlorid 
• 313535-27-2 1-(naphthalene-1-yl)-1H-1,2,3,4-tetrazole 
• 50781-37-8 3-Phenylbenzo[h]quinoline 
• 2298-07-9 4-Bromo-1-naphthylamine 
• 1984-04-9 1-naphthyl isonitrile 
• 86-53-3 1-Cyanonaphthalene 
• 233-74-9 naphtho<1,2-d>thiazole 
• 2216-68-4 N-methylnaphthalen-1-amine 
• 103859-95-6 N-(4-bromo-[1]naphthyl)-formamide 
• 873414-95-0 3-phenyl-benzo[h]quinoline-4-carboxylic acid 

Relevant academic research and scientific papers

PROCESS FOR THE PREPARATION OF N-SUBSTITUTED FORMAMIDES

N-Aryl- or N-heteroarylformamides are prepared by hydrogenating a corresponding nitroarene or nitroheteroarene with formic acid and/or ammonium formate as hydrogen donor and formylating agent in the presence of at least one noble metal-based hydrogenation catalyst and a vanadium or molybdenum compound as co-catalyst.

Ketones to amides via a formal Beckmann rearrangement in 'one pot': A solvent-free reaction promoted by anhydrous oxalic acid. Possible analogy with the Schmidt reaction

A variety of ketones can be directly converted into the secondary amides expected from a Beckmann rearrangement of the corresponding oximes in high yield, by heating them with hydroxylamine hydrochloride and anhydrous oxalic acid at ～100°C for 4-12 h. (Aromatic aldehydes afforded mixtures of nitrile and amide.) The transformation is apparently (kinetically) driven by the coupled decomposition of oxalic acid (to CO+CO2) via the fragmentation of an intermediate oxime mono-oxalate. However, an alternative pathway, mechanistically analogous to the Schmidt reaction, is not only equally likely but may well be general for the Beckmann rearrangement.

Beckmann rearrangement of ketoximes on solid metaboric acid: A simple and effective procedure

When ketoximes admixed with solid metaboric acid (formed from boric acid at 100°C/0.1 Torr) are heated (～140°C/7-42 h), the corresponding amides or lactams are produced in excellent yields (62-92%) via the Beckmann reaction. Aromatic aldoximes undergo both dehydration to the nitrile as well as (non-stereospecific) rearrangement under the above conditions. The absence of solvent, and the mildness and low toxicity of boric acid, characterise the present procedure.