78584-41-5

Usage

Physical state

Pale yellow to brown solid

Odor

Faint, sweet

Uses

Synthesis of pharmaceuticals and agrochemicals, intermediate for production of dyes, pigments, and polymers, corrosion inhibitor, raw material for surfactants and emulsifiers

Hazards

Can cause skin, eye, and respiratory irritation, harmful if ingested or inhaled in high concentrations

InChI:InChI=1/C13H13NO/c14-13-9-5-4-6-11(13)10-15-12-7-2-1-3-8-12/h1-9H,10,14H2

Upstream product

• 99232-57-2 1-nitro-2-(phenoxymethyl)benzene 
• 612-23-7 2-nitrobenzyl chloride 
• 108-95-2 phenol 
• 15182-74-8 2-Methylsulfinylanilin 
• 5344-90-1 2-Aminobenzyl alcohol 
• 612-25-9 2-Nitrobenzyl alcohol 
• 139-02-6 sodium phenoxide 
• 78584-39-1 o-N-Sulfinylamino-benzylbromid 
• 78584-37-9 o-N-Sulfinylamino-benzylchlorid 

Downstream Products

• 103200-10-8 C₁₅H₁₁⁽²⁾H₆NO 
• 103200-09-5 phenyl 2-(N,N-dimethylamino)benzyl ether 
• 321534-84-3 4-hydroxy-2-methyl-quinoline-6-carboxylic acid (2-phenoxymethyl-phenyl)-amide 
• 321534-85-4 4-methoxyquinoline-6-carboxamide 

Relevant academic research and scientific papers

Chemoselective hydrogenation of nitrobenzyl ethers to aminobenzyl ethers catalyzed by palladium-nickel bimetallic nanoparticles

A highly efficient and chemoselective hydrogenation of nitrobenzyl ethers to aminobenzyl ethers was developed by using a novel palladium-nickel bimetallic nanocatalyst. Since the catalytic selectivity was resulted from the synergistic effects between two metals rather than the traditional catalyst poisons, the hydrogenation proceeded smoothly under additive-free conditions. Thus, the work-up procedure was as simple as to recover the catalyst by a magnetic separation and then to evaporate the solvent.

Synthesis of substituted 6H-benzo[c]chromenes: A palladium promoted ring closure of diazonium tetrafluoroborates

A highly efficient palladium-catalysed phenyl diazonium tetrafluoroborate participation of C-H activation ring closure protocol has been developed. A series of 6H-benzo[c]chromenes have been synthesized by intramolecular cyclization of ortho diazonium sal

4-Aminoquinolines: Novel nociceptin antagonists with analgesic activity

Small-molecule nociceptin antagonists were synthesized to examine their therapeutic potential. After a 4-aminoquinoline derivative was found to bind with the human ORL1 receptor, a series of 4-aminoquinolines and related compounds were synthesized and their binding was evaluated. Elucidation of structure - Activity relationships eventually led to the optimum compounds. One of these compounds, N-(4-amino-2-methylquinolin-6-yl)-2-(4-ethylphenoxymethyl)benzamide hydrochloride (11) not only antagonized nociceptin-induced allodynia in mice but also showed analgesic effect in a hot plate test using mice and in a formalin test using rats. Its analgesic effect was not antagonized by the opioid antagonist naloxone. These results indicate that this nociceptin antagonist has the potential to become a novel type of analgesic that differs from μ-opioid agonists.

Gas Phase Generation and Reactions of o-Dialkylaminobenyzl and o-Dialkylaminophenoxyl Radicals

Generation of the title radicals was effected by flash vacuum pyrolysis of benzyl phenyl ethers, and O-allyl ethers, respectively.The major products are formed by a multi-step sequence involving (i) intramolecular hydrogen transfer from the alkylamino group to the initial radical cemtre, (ii) rearrangement of the resulting aminoalkyl radical, (iii) expulsion of the nitrogen residue to give a bezyl radical which leads to products.

Synthesis of N-Sulfinylprotected Aminobenzylhalides and Reactions with Nucleophiles

N-Sulfinylaminotoluenes 3 react with sulfuryl chloride or N-bromosuccinimide to give N-sulfinylaminobenzylchlorides 4 and N-sulfinylaminobenzylbromides 5, respectively. o-N-Sulfinylaminobenzylchloride 4a can also be synthesized by the reaction of o-aminob