5434-50-4

Usage

General Description

2-(6-bromobenzo[1,3]dioxol-5-yl)acetonitrile is a chemical compound with the molecular formula C9H6BrNO3. It is a pale yellow crystalline solid that is commonly used in organic synthesis and pharmaceutical research. The compound contains a benzodioxole ring with a bromine substituent at the 6-position, and an acetonitrile group attached to the 2-position. It is known for its potential applications in the development of pharmaceutical drugs and agrochemicals. The compound's structure and properties make it a valuable building block for the synthesis of various bioactive molecules and organic compounds. Additionally, it may also possess biological activities and potential therapeutic effects, which makes it an important target for further research and development.

InChI:InChI=1/C9H6BrNO2/c10-7-4-9-8(12-5-13-9)3-6(7)1-2-11/h3-4H,1,5H2

Upstream product

• 64603-67-4 5-bromo-6-(chloromethyl)benzo[d][1,3]dioxole 
• 151-50-8 potassium cyanide 
• 5025-53-6 5-bromo-6-methylbenzo[d][1,3]dioxole 
• 5434-47-9 5-bromo-6-bromomethylbenzo[1,3]dioxole 
• 4439-02-5 3,4-methylenedioxyphenylacetonitrile 
• 773837-37-9 sodium cyanide 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 6642-34-8 6-bromopiperonyl alcohol 
• 956084-13-2 (6-bromo-benzo[1,3]dioxol-5-yl)-pyruvic acid 
• 51665-84-0 methyl (6-bromobenzo<1,3>dioxol-5-yl)acetate 
• 5470-14-4 (6-bromobenzo[1,3]dioxol-5-yl)acetic acid 
• 857794-75-3 2-(6-bromobenzo[1,3]dioxol-5-yl)acetamide 

Downstream Products

• 5470-14-4 (6-bromobenzo[1,3]dioxol-5-yl)acetic acid 
• 1012327-18-2 2-(5-bromobenzo[d][1,3]dioxol-6-yl)-3-(methylthio)-3-phenylacrylonitrile 
• 1365565-34-9 (9H-fluoren-9-yl)methyl 2-(3-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)propyl)-4,5-dihydroxyphenethylcarbamate 
• 1174642-41-1 3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene 
• 1315506-60-5 (6S,7R,8S)-7-phenyl-6-propyl-5-tosyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]quinoline-8-carbonitrile 
• 1315506-47-8 5-tosyl-5a,6,7,8,8a,9-hexahydro-5H-cyclopenta[b][1,3]dioxolo[4,5-g]quinoline-9-carbonitile 
• 1315506-41-2 N-(2-((6-bromobenzo[d][1,3]dioxol-5-yl)(cyano)methyl)cyclopentyl)-4-methylbenzenesulfonamide 
• 1315506-51-4 N-((2R,3S)-3-(6-bromobenzo[d][1,3]dioxol-5-yl)-3-cyano-2-phenylpropyl)-4-methylbenzenesulfonamide 
• 1315506-48-9 5-tosyl-5,5a,6,7,8,9,9a,10-octahydro-[1,3]dioxolo[4,5-b]acridine-10-carbonitrile 
• 1315506-42-3 N-(2-((6-bromobenzo[d][1,3]dioxol-5-yl)(cyano)methyl)cyclohexyl)-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Construction of 2-Arylbenzo[4,5]thieno[2,3-d]thiazole Skeleton via CuCl/S-Mediated Three-Component Reaction

An exclusive thiophene-fused polycyclic I-conjugated 2-arylbenzo[4,5]thieno[2,3-d]thiazole skeleton was constructed via a one-pot CuCl-mediated three-component reaction, using 2-(2-bromophenyl)acetonitrile and aromatic aldehydes as substrates and elementa

Synthesis of Amides and Esters by Palladium(0)-Catalyzed Carbonylative C(sp3)?H Activation

The 1,4-palladium shift strategy allows the functionalization of remote C?H bonds that are difficult to reach directly. Reported here is a domino reaction proceeding by C(sp3)?H activation, 1,4-palladium shift, and amino- or alkoxycarbonylation, which generates a variety of amides and esters bearing a quaternary β-carbon atom. Mechanistic studies showed that the aminocarbonylation of the σ-alkylpalladium intermediate arising from the palladium shift is fast using PPh3 as the ligand, and leads to the amide rather than the previously reported indanone product.

Copper-catalyzed domino coupling reaction: An efficient method to synthesize oxindoles

An efficient and novel procedure for a copper catalyzed domino coupling reaction has been developed, which afforded various oxindoles in good to excellent yields with tolerance of various substituents. In addition, this method could be applied to synthesize horsfiline and coerulescine in few steps with high total yields. The Royal Society of Chemistry 2012.

Synthesis of dopamine and serotonin derivatives for immobilization on a solid support

The two important neurotransmitters dopamine and serotonin are synthesized with short PEG tethers and immobilized on a magnetic solid support. The tether is attached to the aromatic moiety of the neurotransmitters to conserve their original functional groups. This approach causes minimal alteration of the original structure with the aim of optimizing the immobilized neurotransmitters for aptamer selection by SELEX. For the dopamine derivative, the tether is attached to the aromatic core of a dopamine precursor by the Sonogashira reaction. For serotonin, a link to the indole core is introduced by a Claisen rearrangement from the allylated phenol moiety of serotonin. The tethers are azide-functionalized, which enables coupling to alkyne-modified magnetic beads. The coupling to the magnetic beads is quantified by UV spectroscopy using Fmoc-monitoring of the immobilized dopamine and serotonin derivatives.

Synthesis of N-alkoxyindol-2-ones by copper-catalyzed intramolecular N-arylation of hydroxamates

The first example of copper-catalyzed intramolecular N-arylation of hydroxamic acid derivatives is presented. Based on this transformation a new method for the synthesis of N-alkoxyindol-2-ones from 2-(2-bromoaryl) acetylhydroxamates has been developed. T

Therapeutic Compounds and Their Use in Treating Diseases and Disorders

The invention provides novel therapeutic compounds, pharmaceutical compositions comprising these compounds, and methods for using these compounds and compositions to treat diseases and disorders, such as cancer.

A novel anionic domino process for the synthesis of o-cyanoaryl-methylthio/ alkyl/aryl/heteroaryl acetylenes

A novel unexpected anionic domino process involving n-BuLi-induced rearrangement of 3,3-bis(methylthio) or 3-methylthio-3-aryl heteroaryl. alkyl-o-bromoarylacrylonitriles to ocyanoarylacetylenes in synthetically useful yields has been reported. The scope and generality of the reaction has been examined, and a possible mechanism has been proposed.