105688-70-8

Basic information

• Product Name: Quinoline, 6-methyl-3-phenyl-
• CAS NO: 105688-70-8
• Molecular Formula: C16H13N
• Molecular Weight: 219.286
• Mol File: 105688-70-8.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: Quinoline, 6-methyl-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoline, 6-methyl-3-phenyl-(105688-70-8)
• EPA Substance Registry System: Quinoline, 6-methyl-3-phenyl-(105688-70-8)

Safety Data

• Hazardous Substances Data: 105688-70-8(Hazardous Substances Data)

Upstream product

• 19571-15-4 6-methyl-3-phenyl-quinoline-2,4-dicarboxylic acid 
• 1424246-00-3 3-iodo-6-methylquinoline 
• 873-55-2 sodium benzenesulfonate 
• 1444161-10-7 1-[6-methylquinolin-1(2H)-yl]ethan-1-one 
• 98-80-6 phenylboronic acid 
• 91-62-3 6-methylquinoline 
• 97531-28-7 6-methyl-1,2-dihydroquinoline 
• 34897-84-2 2-amino-5-methylbenzyl alcohol 
• 100-52-7 benzaldehyde 
• 67-68-5 dimethyl sulfoxide 
• 106-49-0 p-toluidine 
• 614-96-0 5-methyl-1H-indole 
• 4460-46-2 3-chloro-3-phenyl-3H-diazirine 
• 1670-14-0 benzamidine monohydrochloride 

Relevant articles and documents

Solvent-free and room temperature synthesis of 3-arylquinolines from different anilines and styrene oxide in the presence of Al2O3/MeSO3H

A highly efficient, simple and environmentally friendly synthesis of 3-arylquinolines has been developed in the presence of Al2O3/ MeSO3H via one-pot reaction of anilines and styrene oxide. This methodology provides very rapid access to 3-arylquinolines in good to excellent yields under solvent-free conditions at room temperature in air.

Method for preparing 3 - arylquinoline

The invention discloses a method for preparing 3 - arylquinoline, which is carried out in an oxygen-containing atmosphere, ortho-amine arylmethanol and aryl formaldehyde in DMSO-solution system containing an alkali to obtain 3 -arylquinoline compounds. In 3 - arylquinoline compound structure prepared by the method, 2 carbon atoms are provided by DMSO, aryl groups at 3 carbon atoms and 3 positions are provided by aryl formaldehyde, and all other atoms in the quinoline compound structure are provided by raw material o-amido aryl methanol. The method for synthesizing 3 - arylquinoline has the advantages of wide raw material sources, environmental friendliness, low price and simple operation, and is beneficial to industrial production.

Carbon Atom Insertion into Pyrroles and Indoles Promoted by Chlorodiazirines

Herein, we report a reaction that selectively generates 3-arylpyridine and quinoline motifs by inserting aryl carbynyl cation equivalents into pyrrole and indole cores, respectively. By employing α-chlorodiazirines as thermal precursors to the corresponding chlorocarbenes, the traditional haloform-based protocol central to the parent Ciamician-Dennstedt rearrangement can be modified to directly afford 3-(hetero)arylpyridines and quinolines. Chlorodiazirines are conveniently prepared in a single step by oxidation of commercially available amidinium salts. Selectivity as a function of pyrrole substitution pattern was examined, and a predictive model based on steric effects is put forward, with DFT calculations supporting a selectivity-determining cyclopropanation step. Computations surprisingly indicate that the stereochemistry of cyclopropanation is of little consequence to the subsequent electrocyclic ring opening that forges the pyridine core, due to a compensatory homoaromatic stabilization that counterbalances orbital-controlled torquoselectivity effects. The utility of this skeletal transform is further demonstrated through the preparation of quinolinophanes and the skeletal editing of pharmaceutically relevant pyrroles.