5324-69-6

Usage

Uses

Used in Organic Synthesis:
2-(2-NAPHTHYLTHIO)ACETONITRILE is used as a reagent in organic synthesis for its ability to form stable and versatile chemical bonds, which is crucial in the preparation of various chemical compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(2-NAPHTHYLTHIO)ACETONITRILE is used as an intermediate in the synthesis of various pharmaceuticals. Its stable chemical bonds make it a valuable component in the development of new drugs.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2-(2-NAPHTHYLTHIO)ACETONITRILE is utilized as an intermediate for the synthesis of agrochemicals, contributing to the development of effective and stable products for agricultural applications.
Safety Precautions:
It is important to handle 2-(2-NAPHTHYLTHIO)ACETONITRILE with care, as it may pose certain health and safety hazards if not handled properly. Proper safety measures should be taken to minimize any potential risks associated with its use.

InChI:InChI=1/C12H9NS/c13-7-8-14-12-6-5-10-3-1-2-4-11(10)9-12/h1-6,9H,8H2

Upstream product

• 107-14-2 chloroacetonitrile 
• 91-60-1 2-Naphthalenethiol 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 75-05-8 acetonitrile 
• 590-17-0 cyanomethyl bromide 
• 584-08-7 potassium carbonate 

Downstream Products

• 32083-60-6 2-(naphthalene-2-ylsulfonyl)acetonitrile 

Relevant academic research and scientific papers

Iron-catalysed carbene-transfer reactions of diazo acetonitrile

A continuous-flow protocol for the synthesis of diazo acetonitrile was developed. It was further applied in iron-catalysed insertion reactions of diazo acetonitrile into N-H and S-H bonds to yield valuable α-substituted acetonitrile, including gram-scale synthesis.

Cs2CO3-promoted carbon–sulfur bond construction via cross dehydrogenative coupling of thiophenols with acetonitrile

A novel protocol for the construction of carbon–sulfur bonds has been achieved via halogen-free Cs2CO3-promoted cross dehydrogenative coupling (CDC) of thiophenols with acetonitrile. This transformation provides a straightforward route to the synthesis of sulfenylated acetonitriles in up to 80% yield.

Ureidopeptide-based Bronsted bases: Design, synthesis and application to the catalytic enantioselective synthesis of β-amino nitriles from (arylsulfonyl)acetonitriles

The addition of cyanoalkyl moieties to imines is a very attractive method for the preparation of β-amino nitriles. We present a highly efficient organocatalytic methodology for the stereoselective synthesis of β-amino nitriles, in which the key to success is the use of ureidopeptide-based Bronsted base catalysts in combination with (arylsulfonyl)acetonitriles as synthetic equivalents of the acetonitrile anion. The method gives access to a variety of β-amino nitriles with good yields and excellent enantioselectivities, and broadens the stereoselective Mannich-type methodologies available for their synthesis. Learning from peptides: A concise route for the catalytic enantioselective synthesis of β-amino nitriles has been achieved by using ureidopeptide-based Bronsted bases as catalysts in the Mannich reaction of N-Boc imines and (arylsulfonyl)acetonitriles (see scheme; Boc=tert-butoxycarbonyl, napht=naphthyl, TMS=trimethylsilyl).

Antihyperglycemic Activity of Novel Naphthalenyl 3H-1,2,3,5-Oxathiadiazole 2-Oxides

A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus.Substitution at the 1-,5-, or 8-positions of the naphthalene ring with a halogen was found to be beneficial to antihyperglycemic activity. 4--3H-1,2,3,5-oxathiadiazole 2-oxide (45), one of the most potent compounds in this series, was selected for further pharmacological evaluation.

Novel naphthalenyl-3H-1,2,3,5-oxathiadiazole 2-oxides useful as antihyperglycemic agents

This invention relates to novel substituted 3H-1,2,3,5-oxathiadiazole 2-oxides, processes for their preparation, to methods for using the compounds, and to pharmaceutical preparations thereof. The compounds have pharmaceutical properties which render them beneficial for the treatment of diabetes mellitus and associated conditions.