343330-71-2

Basic information

• Product Name: N-METHYLQUINOLIN-3-AMINE
• Synonyms: N-METHYLQUINOLIN-3-AMINE
• CAS NO: 343330-71-2
• Molecular Formula: C10H10N2
• Molecular Weight: 158.2
• Mol File: 343330-71-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-METHYLQUINOLIN-3-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYLQUINOLIN-3-AMINE(343330-71-2)
• EPA Substance Registry System: N-METHYLQUINOLIN-3-AMINE(343330-71-2)

Safety Data

• Hazardous Substances Data: 343330-71-2(Hazardous Substances Data)

Upstream product

• 580-17-6 3-aminoquinoline 
• 122-51-0 orthoformic acid triethyl ester 
• 149-73-5 trimethyl orthoformate 
• 191162-39-7 quinolin-3-ylboronic acid 
• 75-52-5 nitromethane 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 
• 13061-96-6 dihydroxy-methyl-borane 

Relevant articles and documents

The effect of N-methylation on photophysical properties of 3-aminoquinoline

It has been reported previously that the photophysics of 3-aminoquinoline (3AQ) is governed by a flip-flop motion of its amino group in apolar solvents and intersystem crossing in polar solvents. The nonradiative rates are governed by more than one solvent parameters, like polarity and hydrogen bonding ability of the solvent. So, 3AQ is not a well-behaved probe of any individual solvent parameter. In the present work, 3AQ has been modified synthetically; replacing an amino hydrogen atom with a methyl group and photophysical properties were studied in 22 different apolar, polar-aprotic and polar-protic solvents. It is found that Stokes' shifts and fluorescence quantum yields exceptionally low in apolar solvents as compared to those in other solvents. Such substitution causes a decrease in the extent of the effect of the hydrogen bonding ability of the solvent and that nonradiative rate become a more regular function of polarity. However, the flip-flop appears to continue to be the major nonradiative pathway, as the nonradiative rates decrease with increase in micropolarity.

Well-Defined Phosphine-Free Iron-Catalyzed N-Ethylation and N-Methylation of Amines with Ethanol and Methanol

An iron(0) complex bearing a cyclopentadienone ligand catalyzed N-methylation and N-ethylation of aryl and aliphatic amines with methanol or ethanol in mild and basic conditions through a hydrogen autotransfer borrowing process is reported. A broad range of aromatic and aliphatic amines underwent mono- or dimethylation in high yields. DFT calculations suggest molecular hydrogen acts not only as a reducing agent but also as an additive to displace thermodynamic equilibria.

Selective monomethylation of anilines by Cu(OAc)2-promoted cross-coupling with MeB(OH)2

N-Methylanilines are readily synthesized in high yields through the copper(ll)-promoted coupling of anilines and methylboronic acid. This method represents a new approach for the selective monomethylation of anilines, and it is the first reported example