50741-36-1

Basic information

• Product Name: 1,2,3,4-Tetrahydroquinoline-6-carbonitrile
• Synonyms: 1,2,3,4-Tetrahydroquinoline-6-carbonitrile;6-Cyano-1,2,3,4-tetrahydroquinoline;1,2,3,4-Tetrahydro-6-quinolinecarbonitrile
• CAS NO: 50741-36-1
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.1998
• Mol File: 50741-36-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 77-79 °C
• Boiling Point: 322.9±31.0 °C(Predicted)
• Appearance: /
• Density: 1.14±0.1 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.76±0.20(Predicted)
• CAS DataBase Reference: 1,2,3,4-Tetrahydroquinoline-6-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-Tetrahydroquinoline-6-carbonitrile(50741-36-1)
• EPA Substance Registry System: 1,2,3,4-Tetrahydroquinoline-6-carbonitrile(50741-36-1)

Safety Data

• Hazardous Substances Data: 50741-36-1(Hazardous Substances Data)

Usage

General Description

1,2,3,4-Tetrahydroquinoline-6-carbonitrile is a chemical compound that belongs to the class of quinoline derivatives. It is commonly used as a building block in organic synthesis, and its structure consists of a quinoline ring with a carbonitrile group at position 6. 1,2,3,4-Tetrahydroquinoline-6-carbonitrile has various potential applications in medicinal chemistry, as it has been investigated for its potential as a drug candidate, particularly for its antitumor and anti-inflammatory properties. Additionally, 1,2,3,4-Tetrahydroquinoline-6-carbonitrile has also been studied for its potential use as a corrosion inhibitor in metal protection, as well as its role in the development of new materials for industrial and pharmaceutical purposes. Overall, 1,2,3,4-Tetrahydroquinoline-6-carbonitrile is a versatile compound with wide-ranging applications in both chemical and biological fields.

Upstream product

• 23395-72-4 quinoline-6-carbonitrile 
• 22190-35-8 6-bromo-1,2,3,4-tetrahydroquinoline 
• 557-21-1 dicyanozinc 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 544-92-3 copper(I) cyanide 

Downstream Products

• 23395-72-4 quinoline-6-carbonitrile 
• 1384850-27-4 3-(6-carbamoyl-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid 
• 1384850-56-9 methyl 3-(6-cyano-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylate 
• 1384850-25-2 3-(6-cyano-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid 
• 787631-77-0 C₁₇H₁₅BrN₂ 
• 853021-78-0 4-{1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-oyl}morpholine 
• 853021-75-7 N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide 
• 853021-76-8 ethyl 1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-8-carboxylate 
• 853021-77-9 1-{N-[4-(4-methoxyphenyl)but-1-yl]aminoethyl}-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-8-carboxylic acid 
• 853021-72-4 ethyl 8-(3,5-dimethylphenyl)ethynyl-1,2,3,4-tetrahydroquinoline-6-carboxylate 
• 853021-65-5 ethyl 2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-8-carboxylate 
• 853021-71-3 6-cyano-8-(3,5-dimethylphenyl)ethynyl-1,2,3,4-tetrahydroquinoline 
• 5382-49-0 1,2,3,4-tetrahydroquinoline-6-carboxylic acid 

Relevant articles and documents

Method for selective catalytic hydrogenation of aromatic heterocyclic compounds in non-hydrogen participation manner

The invention discloses a method for selective catalytic hydrogenation of aromatic heterocyclic compounds in a non-hydrogen participation manner. The method comprises the following steps: by taking 1, 5-cyclooctadiene iridium chloride dimer as a catalyst and phenylsilane as a hydrogen source, carrying out stirring reaction under mild conditions without adding a ligand, namely catalytically hydrogenating the aromatic heterocyclic compounds to obtain hydrogenated products of the aromatic heterocyclic compounds. The method has the advantages of low cost, mild reaction conditions, high selectivity and the like, and special equipment such as a high-pressure kettle and the like and high-temperature conditions which are required when hydrogen is used are avoided.

Simple manganese carbonyl catalyzed hydrogenation of quinolines and imines

Manganese-catalyzed hydrogenation of unsaturated molecules has made tremendous progresses recently benefiting from non-innocent pincer or bidentate ligands for manganese. Herein, we describe the hydrogenation of quinolines and imines catalyzed by simple manganese carbonyls, Mn2(CO)10 or MnBr(CO)5, thus eliminating the prerequisite pincer-type or bidentate ligands.

Homogeneous Hydrogenation with a Cobalt/Tetraphosphine Catalyst: A Superior Hydride Donor for Polar Double Bonds and N-Heteroarenes

The development of catalysts based on earth abundant metals in place of noble metals is becoming a central topic of catalysis. We herein report a cobalt/tetraphosphine complex-catalyzed homogeneous hydrogenation of polar unsaturated compounds using an air- and moisture-stable and scalable precatalyst. By activation with potassium hydroxide, this cobalt system shows both high efficiency (up to 24 000 TON and 12 000 h-1 TOF) and excellent chemoselectivities with various aldehydes, ketones, imines, and even N-heteroarenes. The preference for 1,2-reduction over 1,4-reduction makes this method an efficient way to prepare allylic alcohols and amines. Meanwhile, efficient hydrogenation of the challenging N-heteroarenes is also furnished with excellent functional group tolerance. Mechanistic studies and control experiments demonstrated that a CoIH complex functions as a strong hydride donor in the catalytic cycle. Each cobalt intermediate on the catalytic cycle was characterized, and a plausible outer-sphere mechanism was proposed. Noteworthy, external inorganic base plays multiple roles in this reaction and functions in almost every step of the catalytic cycle.