243661-09-8

Basic information

• Product Name: 2-(2-methylbenzenesulfonyl)acetonitrile
• Synonyms: 2-(2-methylbenzenesulfonyl)acetonitrile
• CAS NO: 243661-09-8
• Molecular Weight: 195.242
• Mol File: 243661-09-8.mol

Chemical Properties

• CAS DataBase Reference: 2-(2-methylbenzenesulfonyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-methylbenzenesulfonyl)acetonitrile(243661-09-8)
• EPA Substance Registry System: 2-(2-methylbenzenesulfonyl)acetonitrile(243661-09-8)

Safety Data

• Hazardous Substances Data: 243661-09-8(Hazardous Substances Data)

Upstream product

• 15898-37-0 sodium 2-methylbenzenesulfinate 
• 107-14-2 chloroacetonitrile 
• 1624363-23-0 3-azido-2-methylbut-3-en-2-ol 
• 2093-46-1 2-methylphenyl diazonium tetrafluoroborate 
• 615-37-2 ortho-methylphenyl iodide 
• 103575-38-8 2-(o-tolylthio)acetonitrile 

Downstream Products

• 126568-44-3 (S)-3-(N-tert-butoxycarbonylamino)-3-phenylpropanenitrile 
• 172823-12-0 (R)-3-(N-tert-butoxycarbonylamine)-3-phenylpropanenitrile 
• 163883-28-1 1-phenyl-2-(o-tolylsulfonyl)ethan-1-one 
• 1343411-10-8 (E)-methyl 3-methoxy-2-(2-((2,5-dimethyl-4-(oxazol-5-yl)phenoxy)methyl)-phenyl)acrylate 

Relevant articles and documents

A Concise Route to 2-Sulfonylacetonitriles from Sodium Metabisulfite

A three-component reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and 3-azido-2-methylbut-3-en-2-ol under mild conditions is described. By using abundant and cheap sodium metabisulfite as the sulfur dioxide surrogate, this protocol features good functional group compatibility, affording 2-arylsulfonylacetonitriles in moderate to good yields. The reaction proceeds smoothly at room temperature without the need of any catalysts or additives. Moreover, the synthetic utility of this method is demonstrated by the transformation of 2-arylsulfonylacetonitrile into 2-arylsulfonyl acetamide and 2-arylsulfonylethylamine. (Figure presented.).

Photoinduced synthesis of 2-sulfonylacetonitriles with the insertion of sulfur dioxide under ultraviolet irradiation

Metal-free insertion of sulfur dioxide with aryl iodides and 3-azido-2-methylbut-3-en-2-ol under ultraviolet irradiation at room temperature is achieved, giving rise to 2-(arylsulfonyl)acetonitriles in moderate to good yields. Alkyl iodide is also workable under these conditions. This transformation proceeds smoothly under mild conditions with a broad substrate scope. Various functional groups are compatible including amino, ester, halo, and trifluoromethyl groups. No metal catalyst or additive is needed during the reaction process. Mechanistic studies show that under ultraviolet irradiation, an aryl radical is generated in situ from aryl iodide, which undergoes subsequent sulfonylation via the insertion of sulfur dioxide leading to arylsulfonyl radical intermediates. Then the arylsulfonyl radical reacts with 3-azido-2-methylbut-3-en-2-ol giving rise to the corresponding 2-(arylsulfonyl)acetonitrile.

3-SUBSTITUTED 2-AMINO-INDOLE DERIVATIVES

The present invention provides compounds of formula (I) (Formula (I)) and pharmaceutically acceptable salts thereof, wherein Q, X% X4,X5 X6, X7,R1, R2, R3 and R8 are as defined in the specification, processes for the preparation of such compounds, pharmaceutical compositions containing them and the use of such compounds in therapy.

Rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/ arylsulfonyl)acetonitriles: Efficient synthesis of (Z)-β- sulfonylvinylamines and β-Keto sulfones

An efficient rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/arylsulfonyl)acetonitrile is described. Novel β-sulfonylvinylamine products are formed in a stereoselective fashion (Z-alkene). Upon hydrolysis, useful β-keto sulfones are obtained with a broad scope of aryl and sulfonyl substituents.

Catalytic enantioselective mannich-type reaction with β-phenyl sulfonyl acetonitrile

Figure presented The organocatalytic addition of β-phenyl sulfonyl acetonitrile 1 to either N-Boc-protected α-amido sulfones or imines allowed the synthesis of enantioenriched α-unsubstituted β-amino nitriles through a Mannich-type reaction.

Pyrazolopyrimidine and pyrazolines and process for preparation thereof

The present invention is concerned with pyrazolopyrimidines and pyrazolotriazines of the general formula and their pharmaceutically acceptable salts. Surprisingly, these compounds evidence selective affinity to 5HT-6 receptors. They are accordingly suitable for use in the treatment and prevention of central nervous disorders such as, for example, psychoses, schizophrenia, manic depressions, depressions, neurological disorders, memory disorders, Parkinson's disease, amyotrophic lateral sclerosis, Alzheimer's disease and Huntington's chorea.