103796-41-4

Basic information

• Product Name: 6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE
• Synonyms: 6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE;1,2,3,4-Tetrahydro-6-aminoquinoline;1,2,3,4-Tetrahydroquinolin-6-amine;1,2,3,4-Tetrahydro-quinolin-6-ylamine;1,2,3,4-tetrahydro-6-Quinolinamine
• CAS NO: 103796-41-4
• Molecular Formula: C₉H₁₂N₂
• Molecular Weight: 148.208
• Product Categories: Quinolines, Quinazolines and derivatives
• Mol File: 103796-41-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 95-97 °C
• Boiling Point: 339.1 °C at 760 mmHg
• Flash Point: 186.4 °C
• Appearance: /
• Density: 1.101
• PKA: 7.05±0.20(Predicted)
• CAS DataBase Reference: 6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE(103796-41-4)
• EPA Substance Registry System: 6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE(103796-41-4)

Safety Data

• Hazardous Substances Data: 103796-41-4(Hazardous Substances Data)

Usage

General Description

6''-Amino-1,2,3,4-tetrahydroquinoline is a chemical compound that belongs to the family of tetrahydroquinolines. It consists of a quinoline ring with an amino group located at the 6th position. 6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE is commonly used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and functional materials. Its structure and properties make it suitable for use in the development of new drugs and other biologically active compounds. Additionally, 6''-amino-1,2,3,4-tetrahydroquinoline has been studied for its potential biological and pharmacological activities, including its antimicrobial and anticancer properties. Overall, this compound has important applications in the chemical and pharmaceutical industries due to its versatile nature and potential therapeutic benefits.

Upstream product

• 580-15-4 6-aminoquinoline 
• 613-50-3 6-nitroquinoline 
• 14026-45-0 6-nitro-1,2,3,4-tetrahydroquinoline 
• 7647-01-0 hydrogenchloride 
• 4169-19-1 1-acetyl-1,2,3,4-tetrahydroquinoline 
• 580-16-5 6-hydroxyquinoline 

Downstream Products

• 580-15-4 6-aminoquinoline 
• 138814-50-3 6-(acetylamino)-7-nitro-N-<6-<(tert-butyldiphenylsilyloxy)methyl>-2-naphthobenzyl>-1,2,3,4-tetrahydroquinoline 
• 138814-20-7 6-(acetylamino)-7-nitro-N-<4-<sulfonyl>benzyl>-1,2,3,4-tetrahydroquinoline 
• 138814-48-9 6-(acetylamino)-7-nitro-N-<4-<<4-(benzoyloxy)phenyl>sulfonyl>benzyl>-1,2,3,4-tetrahydroquinoline 
• 138814-29-6 6-amino-7-nitro-N-<4-(L-glutamocarbonyl)benzyl>-1,2,3,4-tetrahydroquinoline diethyl ester 
• 138814-31-0 2-amino-N⁵-<4-(L-glu5tamocarbonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline diethyl ester 
• 138814-30-9 6,7-diamino-N-<4-(L-glutamocarbonyl)benzyl>-1,2,3,4-tetrahydroquinoline diethyl ester 
• 138814-52-5 6-(acetylamino)-7-nitro-N-<4-(morpholinosulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline 
• 138814-15-0 2-amino-N⁵-<4-(L-glutamocarbonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline 
• 138814-26-3 6-(methylacetylamino)-7-nitro-N-<4-<(4-methoxyphenyl)sulfonyl>benzyl>-1,2,3,4-tetrahydroquinoline 
• 138814-49-0 6-(acetylamino)-7-nitro-N-<4-<(4-methoxyphenyl)sulfonyl>benzyl>-1,2,3,4-tetrahydroquinoline 
• 138814-43-4 2-amino-N⁵-<4-(piperazinylsulfonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline 
• 138814-46-7 2-amino-N⁵-<4-(morpholinosulfonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline 
• 138814-41-2 6-amino-7-nitro-N-<4-(morpholinosulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Uncoordinated Amine Groups of Metal-Organic Frameworks to Anchor Single Ru Sites as Chemoselective Catalysts toward the Hydrogenation of Quinoline

Here we report a precise control of isolated single ruthenium site supported on nitrogen-doped porous carbon (Ru SAs/N-C) through a coordination-assisted strategy. This synthesis is based on the utilization of strong coordination between Ru3+ and the free amine groups (-NH2) at the skeleton of a metal-organic framework, which plays a critical role to access the atomically isolated dispersion of Ru sites. Without the assistance of the amino groups, the Ru precursor is prone to aggregation during the pyrolysis process, resulting in the formation of Ru clusters. The atomic dispersion of Ru on N-doped carbon can be verified by the spherical aberration correction electron microscopy and X-ray absorption fine structure measurements. Most importantly, this single Ru sites with single-mind N coordination can serve as a semihomogeneous catalyst to catalyze effectively chemoselective hydrogenation of functionalized quinolones.

Chemoselective reduction of heteroarenes with a reduced graphene oxide supported rhodium nanoparticle catalyst

Rhodium nanoparticles immobilized on reduced graphene oxide were obtained from the microwave-induced thermal decomposition of Rh6(CO)16 in the ionic liquid [bmim][BF4] (bmim = 1-butyl-3-methylimidazolium cation) in the absence of additional stabilizing agents. The resulting rhodium nanoparticles are 99%, without interfering with other reducible groups, and with high conversions. Related catalysts prepared using conventional thermal heating were prepared for comparison purposes and were found to be considerably less active.

Metal-Free Hydrogen Atom Transfer from Water: Expeditious Hydrogenation of N-Heterocycles Mediated by Diboronic Acid

A hydrogenation of N-heterocycles mediated by diboronic acid with water as the hydrogen atom source is reported. A variety of N-heterocycles can be hydrogenated with medium to excellent yields within 10 min. Complete deuterium incorporation from stoichiometric D2O onto substrates further exemplifies the H/D atom sources. Mechanism studies reveal that the reduction proceeds with initial 1,2-addition, in which diboronic acid synergistically activates substrates and water via a six-membered ring transition state.

A Rhodium Nanoparticle-Lewis Acidic Ionic Liquid Catalyst for the Chemoselective Reduction of Heteroarenes

We describe a catalytic system composed of rhodium nanoparticles immobilized in a Lewis acidic ionic liquid. The combined system catalyzes the hydrogenation of quinolines, pyridines, benzofurans, and furan to access the corresponding heterocycles, important molecules present in fine chemicals, agrochemicals, and pharmaceuticals. The catalyst is highly selective, acting only on the heteroaromatic ring, and not interfering with other reducible functional groups.

Heterogeneous Hydrogenation of Quinoline Derivatives Effected by a Granular Cobalt Catalyst

We communicate a convenient method for the pressure hydrogenation of quinolines in aqueous solution by using a particulate cobalt-based catalyst that is prepared in situ from simple Co(OAc)2 4H2O through reduction with abundant zinc powder. This catalytic protocol permits a brisk and atom-efficient access to a variety of 1,2,3,4-tetrahydroquinolines thereby relying solely on easy-to-handle reagents that are all readily obtained from commercial sources. Both the reaction setup assembly and the autoclave charging procedure are conducted on the bench outside an inert-gas-operated containment system, thus rendering the overall synthesis time-saving and operationally very simple.