105003-89-2

Usage

Chemical Class

Acetonitriles

Appearance

Yellow crystalline

Usage

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Functional Group Introduction

3,5-dichloro-2-nitrophenyl group

Biological Activities

Inhibition of various enzymes, antiparasitic agent

Precautions

Potential health and environmental hazards

Upstream product

• 611-06-3 2,4-dichloronitrobenzene 
• 107-14-2 chloroacetonitrile 
• 18708-70-8 2,4,6-trichloronitrobenzene 
• 75-05-8 acetonitrile 
• 3598-13-8 (4-chlorophenoxy)acetonitrile 

Downstream Products

• 1259405-91-8 (3,5-dichloro-2-nitrophenyl)(1-methylpyrrolidin-2-ylidene)acetonitrile 

Relevant academic research and scientific papers

Short and simple method of synthesis of some pyrrolo[3,2-b]quinoline derivatives from easily available nitrobenzene derivatives

The Vilsmeier-Hack condensation of ortho-cyanomethylated nitroarenes with N-methylpyrrolidone, followed by cyclization promoted by O,N- bistrimethylsilylacetamide and DBU in DMF led directly to pyrrolo[3,2-b] quinoline derivatives. Georg Thieme Verlag Stuttgart · New York.

Oxidative nucleophilic substitution of hydrogen in nitroarenes with trifluoromethyl carbanions. Synthesis of trifluoromethyl phenols

Trifluoromethyl carbanions generated from the Ruppert reagent and TASF add to highly electron-deficient nitroarenes to produce σH adducts subsequently oxidized with dimethyldioxirane to substituted trifluoromethyl phenols.

Specific ortho-Cyanomethylation of Nitroarenes via the Vicarious Nucleophilic Substitution of Hydrogen

The vicarious nucleophilic substitution of hydrogen in nitroarenes with acetonitrile derivatives XCH2CN in t-BuOK/THF base/solvent system proceeds exclusively ortho to the nitro group.Strong influence of substituents Z in 3-Z-nitrobenzene derivatives on the orientation has been observed.