3033-82-7

Usage

Chemical Properties

white to light yellow crystal powder

InChI:InChI=1/C10H8ClN/c1-7-5-6-8-3-2-4-9(11)10(8)12-7/h2-6H,1H3

Upstream product

• 107-21-1 ethylene glycol 
• 95-51-2 o-chloroaniline 
• 75-07-0 acetaldehyde 
• 74-86-2 acetylene 
• 123-73-9 crotonaldehyde 
• 123-63-7 paracetaldehyde 
• 123-73-9 trans-Crotonaldehyde 
• 64-17-5 ethanol 
• 1298100-95-4 8-chloro-2-methyl-1,2,3,4-tetrahydroquinoline 
• 18826-95-4 1.3-butanediol 
• 1318193-41-7 N-(2-(8-chloroquinolin-2-yl)-1-phenylethyl)-4-methylbenzenesulfonamide 

Downstream Products

• 478548-99-1 2-methyl-8-(diphenylphosphino)quinoline 
• 1232498-79-1 8-(methylphenylphosphanyl)quinoline 
• 1386231-75-9 potassium (2-methylquinolin-8-yl)trifluoroborate 
• 1403820-86-9 C₁₇H₁₂ClNO₂ 
• 1346504-62-8 8-chloro-2-[(1E)-2-phenylethenyl]quinoline 
• 1446451-46-2 2,2'-(2-phenylpropane-1,3-diyl)bis(8-chloroquinoline) 
• 826-81-3 2-methyl-8-quinolinol 

Relevant academic research and scientific papers

Quinolines synthesis by reacting 1,3-butanediol with anilines in the presence of iron catalysts

2-, 4-, 6-, 7-, and 8-substituted quinolines were synthesized in 78–95% yield by the reaction of 1,3- butanediol with anilines in the presence of iron catalysts in carbon tetrachloride.

Quinoline Synthesis by the Reaction of Anilines with 1,2-diols Catalyzed by Iron Compounds

The synthesis of quinoline derivatives by cyclocondensation of anilines with 1,2-ethanediol, 1,2-propanediol, and 1,2-butanediol in the presence of iron-containing catalysts was performed for the first time.

A Convenient Procedure for the Oxidative Dehydrogenation of N-Heterocycles Catalyzed by FeCl2/DMSO

A convenient catalytic procedure has been developed for the oxidative dehydrogenations of N-heterocycles. Combining catalytic FeCl2 with DMSO yields a catalyst that promotes the dehydrogenation of tetrahydroquinolines and related heterocycles under 1 bar of O2, affording the corresponding N-heteroaromatic products in moderate yields.

Synthesis and Characterization of Iron-Nitrogen-Doped Graphene/Core-Shell Catalysts: Efficient Oxidative Dehydrogenation of N-Heterocycles

An important goal for nanocatalysis is the development of flexible and efficient methods for preparing active and stable core-shell catalysts. In this respect, we present the synthesis and characterization of iron oxides surrounded by nitrogen-doped-graphene shells immobilized on carbon support (labeled FeOx@NGr-C). Active catalytic materials are obtained in a simple, scalable and two-step method via pyrolysis of iron acetate and phenanthroline and subsequent selective leaching. The optimized FeOx@NGr-C catalyst showed high activity in oxidative dehydrogenations of several N-heterocycles. The utility of this benign methodology is demonstrated by the synthesis of pharmaceutically relevant quinolines. In addition, mechanistic studies prove that the reaction progresses via superoxide radical anions (·O2-).

Synthesis of substituted quinolines by the reaction of anilines with alcohols and CCl4 in the presence of Fe-containing catalysts

Substituted quinolines were synthesized by the reaction of aniline derivatives with aliphatic alcohols and CCl4 upon the action of the FeCl3·6H2O catalyst.

A catalyst-free benzylic C-H bond olefination of azaarenes for direct mannich-like reactions

A highly efficient synthesis of trans-alkenylazaarene under catalyst-free conditions was developed via the addition of methylazaarenes to N-sulfonyl aldimines and a subsequent C-N elimination in situ. A one-pot procedure for this addition-elimination was also developed. The reaction could tolerate a broad substrate scope and give the corresponding alkenylazaarenes in high yields.

Synthesis of quinaldines and lepidines by a Doebner-Miller reaction under thermal and microwave irradiation conditions using phosphotungstic acid

A simple and efficient method has been developed for the synthesis of quinaldines and lepidines by a one-pot reaction of anilines with crotonaldehyde or methyl vinyl ketone using phosphotungstic acid, a Keggins-type heteropoly acid, under both thermal and microwave irradiation conditions.

Preparation of quinolines

Quinoline and substituted quinolines are prepared by reacting aniline or a substituted aniline with an α, β-monounsaturated aldehyde in a high-boiling mineral oil by a method in which the high-boiling mineral oil is replaced when it becomes enriched with by-products, and the said mineral oil enriched with by-products is removed.

Novel quinoline derivatives

A compound of the formula STR1 wherein R1 represents a hydrogen atom or a lower alkyl group; R2 and R5, independently from each other, represent a hydrogen atom, a halogen atom or a lower alkyl group; one of R3 and R4 represents an imido group of the formula STR2 in which Y represents a 1,2-phenylene, 1,2-naphthylene, 2,3-naphthylene or 1,8-naphtylene group optionally containing at least one substituent, and the other represents a hydrogen atom, a halogen atom or a lower alkyl group; R6 represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group; and X represents a halogen atom; with the proviso that when R3 represents the imido group, R2 represents a hydrogen or halogen atom. This compound can be prepared by reacting a corresponding quinaldine derivative with a tetrahalophthalic acid or a reactive derivative thereof. A yellow organic pigment comprising this compound as a coloring ingredient is useful for coloring polymeric materials.