52601-65-7

Usage

Uses

Used in Pharmaceutical Industry:
Quinoline, 5,6,7,8-tetrahydro-6-methylis used as an intermediate in the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of drugs targeting a range of health conditions.
Used in Dye Industry:
Quinoline, 5,6,7,8-tetrahydro-6-methylis utilized as a key ingredient in the production of dyes. Its chemical properties enable it to impart vibrant colors to various materials, making it valuable in the dye industry.
Used in Pesticide Industry:
Quinoline, 5,6,7,8-tetrahydro-6-methylis employed in the formulation of pesticides. Its ability to act against pests and insects makes it a useful component in agricultural and pest control products.
Used as a Solvent:
Due to its solvent properties, Quinoline, 5,6,7,8-tetrahydro-6-methylis used in various chemical processes. It aids in dissolving other substances, facilitating reactions, and improving the efficiency of industrial processes.
Used in Organic Synthesis:
Quinoline, 5,6,7,8-tetrahydro-6-methylserves as a building block in the synthesis of other organic compounds. Its versatile structure allows it to be a valuable component in the creation of new chemical entities for various applications.
Used in Medicinal Chemistry:
Quinoline derivatives, including Quinoline, 5,6,7,8-tetrahydro-6-methyl-, have demonstrated potential as anti-cancer and anti-malarial agents. This makes the compound of significant interest in the field of medicinal chemistry, where it is studied for its therapeutic properties and potential applications in the development of new treatments.

Upstream product

• 52601-68-0 (+/-)-6t-methyl-(4ar,8at)-decahydro-quinoline 
• 91-62-3 6-methylquinoline 

Relevant academic research and scientific papers

STABILIZATION OF ACTIVE METAL CATALYSTS AT METAL-ORGANIC FRAMEWORK NODES FOR HIGHLY EFFICIENT ORGANIC TRANSFORMATIONS

Metal-organic framework (MOFs) compositions based on post?synthetic metalation of secondary building unit (SBU) terminal or bridging OH or OH2 groups with metal precursors or other post-synthetic manipulations are described. The MOFs provide a versatile family of recyclable and reusable single-site solid catalysts for catalyzing a variety of asymmetric organic transformations, including the regioselective boryiation and siiylation of benzyiic C—H bonds, the hydrogenation of aikenes, imines, carbonyls, nitroarenes, and heterocycles, hydroboration, hydrophosphination, and cyclization reactions. The solid catalysts can also be integrated into a flow reactor or a supercritical fluid reactor.

Single-Site Cobalt Catalysts at New Zr8(μ2-O)8(μ2-OH)4 Metal-Organic Framework Nodes for Highly Active Hydrogenation of Alkenes, Imines, Carbonyls, and Heterocycles

We report here the synthesis of robust and porous metal-organic frameworks (MOFs), M-MTBC (M = Zr or Hf), constructed from the tetrahedral linker methane-tetrakis(p-biphenylcarboxylate) (MTBC) and two types of secondary building units (SBUs): cubic M8(μ2-O)8(μ2-OH)4 and octahedral M6(μ3-O)4(μ3-OH)4. While the M6-SBU is isostructural with the 12-connected octahedral SBUs of UiO-type MOFs, the M8-SBU is composed of eight MIV ions in a cubic fashion linked by eight μ2-oxo and four μ2-OH groups. The metalation of Zr-MTBC SBUs with CoCl2, followed by treatment with NaBEt3H, afforded highly active and reusable solid Zr-MTBC-CoH catalysts for the hydrogenation of alkenes, imines, carbonyls, and heterocycles. Zr-MTBC-CoH was impressively tolerant of a range of functional groups and displayed high activity in the hydrogenation of tri- and tetra-substituted alkenes with TON > 8000 for the hydrogenation of 2,3-dimethyl-2-butene. Our structural and spectroscopic studies show that site isolation of and open environments around the cobalt-hydride catalytic species at Zr8-SBUs are responsible for high catalytic activity in the hydrogenation of a wide range of challenging substrates. MOFs thus provide a novel platform for discovering and studying new single-site base-metal solid catalysts with enormous potential for sustainable chemical synthesis.

Regiospecific Hydrogenation of Quinolines and Indoles in the Heterocyclic Ring

Quinolines, indoles, acridine and carbazole were hydrogenated using a large variety of heterogeneous catalysts in hydrocarbon solvents in an effort to achieve selective hydrogenation of the heterocyclic ring.When quinolines were hydrogenated using supported platinum, palladium, rhodium, ruthenium, or nickel metal catalysts in the presence of hydrogen sulfide, carbon disulfide, or carbon monoxide, there was exclusive hydrogenation of the heterocyclic ring to give only 1,2,3,4-tetrahydroquinolines.Use of iridium, rhenium, molybdenum(VI) oxide, tungsten(VI) oxide, chromium(III) oxide, iron(III) oxide, cobalt(II) oxide-molybdenum(VI) oxide, or copper chromite catalysts also caused exclusive hydrogenation of the heterocyclic ring even without addition of sulfur compounds or carbon monoxide.Hydrogenation of indoles using platinum, rhenium, or, in some cases, nickel catalysts (with or without sulfur compounds) occurred exclusively in the heterocyclic ring to give indolines, but conversions were affected by indole-indoline equilibria.

Selectivity in the Hydrogenation of 6- and 8-Substituted-quinolines

Quinoline (1) and the 6- or 8-substituted-quinolines (2)-(14) (R = Me, Pri, But, Ph, OMe, OH, CF3, or F) were hydrogenated catalytically on platinum under either weakly basic (solvent MeOH) or strongly acidic (solvent CF3CO2H) conditions.In methanol the only product was the corresponding 1,2,3,4-tetrahydro-compound.In trifluoroacetic acid, compounds hydrogenated in the benzene ring were isolated as major products; both electron-withdrawing and electron-donating substituents at C-6 or C-8 cause (sometimes drastic) reduction in yield.The products were characterized by their 1H and 13C n.m.r. spectra.