50459-98-8

Basic information

• Product Name: 4-Methyl-3-phenylquinoline
• Synonyms: 4-Methyl-3-phenylquinoline
• CAS NO: 50459-98-8
• Molecular Weight: 219.286
• Mol File: 50459-98-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 4-Methyl-3-phenylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-3-phenylquinoline(50459-98-8)
• EPA Substance Registry System: 4-Methyl-3-phenylquinoline(50459-98-8)

Safety Data

• Hazardous Substances Data: 50459-98-8(Hazardous Substances Data)

Upstream product

• 941706-81-6 1-(2-aminophenyl)ethanol 
• 100-52-7 benzaldehyde 
• 67-68-5 dimethyl sulfoxide 
• 83-34-1 3-Methylindole 
• 4460-46-2 3-chloro-3-phenyl-3H-diazirine 
• 1670-14-0 benzamidine monohydrochloride 
• 4127-53-1 3-methylbenzo[c]isoxazole 
• 122-78-1 phenylacetaldehyde 
• 100-42-5 styrene 
• 551-93-9 2-aminoacetophenone 
• 42599-24-6 E-styryl iodide 
• 402822-99-5 1-(4-methylquinolin-1(2H)-yl)ethanone 
• 98-80-6 phenylboronic acid 
• 22514-60-9 1,2-dihydrolepidine 

Relevant articles and documents

Method for preparing 3,4-disubstituted quinoline from 1-o-aminophenyl alcohol and aromatic aldehyde

The invention discloses a method for preparing 3,4-disubstituted quinoline from 1-ortho-aminophenyl alcohol and aromatic aldehyde, which comprises the following steps: in an oxygen-containing atmosphere, carrying out one-pot reaction on 1-ortho-aminophenyl alcohol and aryl formaldehyde in an alkali-containing DMSO (Dimethylsulfoxide) solution system to obtain a 3,4-disubstituted quinoline compound. In the structure of the 3,4-disubstituted quinoline compound prepared by the method, a 2-position carbon atom is provided by DMSO, a 3-position carbon atom and an aryl group on the 3-position are provided by aryl formaldehyde, and all other atoms in the quinoline compound structure and a substituent group on a 4-position carbon atom are provided by 1-o-aminophenyl alcohol. The method for synthesizing the 3,4-disubstituted quinoline is wide in raw material source, easy to obtain, green, environment-friendly, low in price, simple to operate and 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.

Palladium(ii)-catalysed regioselective synthesis of 3,4-disubstituted quinolines and 2,3,5-trisubstituted pyrroles from alkenes via anti-Markovnikov selectivity

A novel strategy has been identified for the regioselective synthesis of 3,4-disubstituted quinolines and 2,3,5-trisubstituted pyrroles from simple alkenes via anti-Markovnikov selectivity under palladium catalysis. The salient features are synthesis of two different heterocycles, readily available starting materials, broad substrate scope, moderate to good yields and use of molecular oxygen as a terminal oxidant.