14204-97-8

Basic information

• Product Name: 5-Nitro-6-methylaminoquinoline
• Synonyms: 6-(Methylamino)-5-nitroquinoline;N-Methyl-5-nitro-6-quinolinamine;NSC 639644;N-Methyl-5-nitroquinolin-6-amine
• CAS NO: 14204-97-8
• Molecular Formula: C10H9N3O2
• Molecular Weight: 203.2
• Product Categories: Aromatics Compounds;Aromatics;Heterocycles
• Mol File: 14204-97-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 188-190°C; 130°C soft.
• Boiling Point: 392.2°C at 760 mmHg
• Flash Point: 191°C
• Appearance: /
• Density: 1.372g/cm³
• Vapor Pressure: 2.33E-06mmHg at 25°C
• Refractive Index: 1.717
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-Nitro-6-methylaminoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Nitro-6-methylaminoquinoline(14204-97-8)
• EPA Substance Registry System: 5-Nitro-6-methylaminoquinoline(14204-97-8)

Safety Data

• Hazardous Substances Data: 14204-97-8(Hazardous Substances Data)

Usage

Chemical Properties

Dark Yellow Crystalline Solid

Uses

5-Nitro-6-methylaminoquinoline (cas# 14204-97-8) is a compound useful in organic synthesis.

InChI:InChI=1/C10H9N3O2/c1-11-9-5-4-8-7(3-2-6-12-8)10(9)13(14)15/h2-6,11H,1H3

Upstream product

• 83407-37-8 N-(quinolin-6-yl)formamide 
• 6623-91-2 6-methoxy-5-nitroquinoline 
• 74-89-5 methylamine 
• 98203-04-4 6-bromo-5-nitroquinoline 
• 607-34-1 5-nitroquinoline 
• 83407-38-9 N-methylquinolin-6-amine 
• 580-15-4 6-aminoquinoline 

Downstream Products

• 76180-96-6 2-Amino-3-methylimidazo[4,5-f]quinoline 
• 14204-98-9 5-amino-6-methylaminoquinoline 

Relevant articles and documents

HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF

Provided herein are heteroaryl compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. In one embodiment, the compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, such as CNS disorders and metabolic disorders, including, but not limited to, e.g., neurological disorders, psychosis, schizophrenia, obesity, and diabetes.

Oxidative Methylamination of Nitroquinolines

3-, 5-, 6-, 7- and 8-nitroquinoline as well as 5,7- and 6,8-dinitroquinoline are methylaminated with a liquid methylamine solution of potassium permanganate (LMA/PP) to the corresponding mono- and bis(methylamino)-substituted compounds. 2-Nitroquinoline is aminated with LMA/PP to 2-(methylamino)quinoline.The intermediate methylamino ?-adducts of 3-nitro- and 5,7- and 6,8-dinitroquinoline are detected by 1H-NMR spectroscopy.Quantum chemical calculations for the mononitroquinolines suggest that the experimentally observed regioselectivity of the methylamination is controlled by an interaction of frontal molecular orbitals (FMO) of the reagents. Key Words: Methylaminations / ?-Adducts, methylamino / Calculations, FMO / Quinolines / Aminations

Synthesis of mutagenic heteroaromatics: 2-Aminoimidazo[4,5-f]quinolines

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