90562-35-9

Basic information

• Product Name: 7-Chloro-1,2,3,4-tetrahydroquinoline
• Synonyms: 7-Chloro-1,2,3,4-tetrahydroquinoline
• CAS NO: 90562-35-9
• Molecular Formula: C9H10ClN
• Molecular Weight: 167.6354
• Mol File: 90562-35-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 273.0±29.0 °C(Predicted)
• Appearance: /
• Density: 1.162±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 4.26±0.20(Predicted)
• CAS DataBase Reference: 7-Chloro-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Chloro-1,2,3,4-tetrahydroquinoline(90562-35-9)
• EPA Substance Registry System: 7-Chloro-1,2,3,4-tetrahydroquinoline(90562-35-9)

Safety Data

• Hazardous Substances Data: 90562-35-9(Hazardous Substances Data)

Usage

General Description

7-Chloro-1,2,3,4-tetrahydroquinoline is a chemical compound with a molecular formula C9H10ClN. It is a chlorinated derivative of tetrahydroquinoline, which is a bicyclic compound with a quinolone core. 7-Chloro-1,2,3,4-tetrahydroquinoline is a colorless, crystalline solid that is soluble in organic solvents. It is mainly used as a building block in the synthesis of pharmaceuticals and other organic compounds. It has also been studied for its potential biological and pharmacological activities, including its antimicrobial and anticancer properties. However, further research is needed to fully understand its potential applications and effects.

Upstream product

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Relevant articles and documents

Dehydrogenative and Redox-Neutral N-Heterocyclization of Aminoalcohols Catalyzed by Manganese Pincer Complexes

A new manganese catalyzed heterocyclization of aminoalcohols has been accomplished. A wide range of heterocycles were synthesized, including 1,2,3,4-tetrahydroquinolines, dihydroquinolinones, and 2,3,4,5-tetrahydro-1H-benzo[b]azepines. The reaction is performed under mild reaction conditions using air and moisture stable manganese catalysts. The desired heterocycles were obtained in good to excellent yields.

Boric acid catalyzed chemoselective reduction of quinolines

Boric acid promoted transfer hydrogenation of substituted quinolines to synthetically versatile 1,2,3,4-tetrahydroquinolines (1,2,3,4-THQs) was described under mild reaction conditions using a Hantzsch ester as a mild organic hydrogen source. This methodology is practical and efficient, where isolated yields are excellent and reducible functional groups are well tolerated in the N-heteroarene moiety. The reaction parameters and tentative mechanistic pathways are demonstrated by various control experiments and NMR studies. The present work can also be scaled up to obtain gram quantities and the utility of the developed process is illustrated by the transformation of 1,2,3,4-THQs into a series of biologically important molecules including the antiarrhythmic drug nicainoprol.

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.