50870-06-9

Usage

Chemical structure

1-amino-3-methylnaphthalene-2-carbonitrile consists of a naphthalene ring with a methyl group at the 3rd position, an amino group at the 1st position, and a carbonitrile group at the 2nd position.

Physical state

It is a yellowish solid.

Potential applications

The compound is potentially useful in various applications, including as a building block in the synthesis of pharmaceuticals and other organic compounds.

Chemical reactivity

The carbonitrile group gives 1-amino-3-methylnaphthalene-2-carbonitrile the ability to participate in a range of chemical reactions, such as nucleophilic substitution and aromatic substitution.

Research interest

Its structure and properties make it a subject of interest for researchers in the field of organic chemistry and material science.

Upstream product

• 54881-51-5 2-(1-phenylpropan-2-ylidene)malononitrile 
• 529-19-1 2-Methylbenzonitrile 
• 15934-57-3 3-phenyl-4-methylpentan-2-one 

Relevant academic research and scientific papers

Synthesis and in vitro antifungal activity of 1-amino-3,4-dialkylnaphthalene-2-carbonitriles and their analogues

Twenty-four 3- and/or 4-alkyl-substituted 1-aminonaphthalene-2-carbonitriles and their analogues were prepared and evaluated for growth-inhibiting activity against four phytopathogenic fungi: Fusarium culmorum, Alternaria brassicicola, Botrytis cinerea an

Efficient synthesis of 1-amino-2-naphthalenecarboxylic acid derivatives via a sequential Michael addition/enolate-nitrile coupling route and its application to facile preparation of 9-amino analogues of arylnaphthofuranone lignans

The reaction of 2-(α-lithioalkyl)benzonitriles, generated in situ by treatment of 2-alkylbenzonitriles with LDA in diglyme, with α,β-unsaturated carboxylates and nitriles produced 1-amino-3,4-dihydro-2-naphthalenecarboxylates and carbonitriles in 54-98% yields through Michael addition of the lithio nitriles to α,β-unsaturated carboxylic acid derivatives, followed by zinc iodide-promoted intramolecular enolate-nitrile coupling of the resulting enolate intermediates. The dihydronaphthalenecarboxylic acid derivatives were converted to the corresponding 1-amino-2-naphthalenecarboxylic acid derivatives in 43-99% yields on dehydrogenation with palladium on activated carbon in refluxing p-cymene. Subsequently, we showed that, by using a similar reaction sequence, 9-amino analogues of arylnaphthofuranone lignan derivatives {9-amino-4-arylnaphtho[2,3-c]furan-1(3H)ones} could also be prepared from 2-(arylmethyl)benzonitriles and furan-2(5H)-one in good overall yields (59-61%).

An efficient general synthesis of 1-amino-2-naphthalenecarboxylic acid derivatives based on a tandem conjugate addition-enolate nitrile coupling sequence

Reaction of o-(α-lithioalkyl)benzonitriles with α,β-unsaturated carboxylic acid derivatives produced 1-amino-3,4-dihydro-2-naphthalenecarboxylic acid derivatives through the tandem conjugate addition-enolate nitrile coupling sequence, which in turn were c