5443-78-7

Usage

Quinoline derivative

A compound based on the quinoline structure This refers to the fact that 2-(4-chlorophenyl)-3-nitroquinoline is derived from the quinoline core structure, with additional functional groups attached to it.

4-chlorophenyl group

A chlorine atom attached to a phenyl ring This is one of the substituents present in the compound, which consists of a chlorine atom attached to a phenyl group (a six-membered carbon ring with alternating single and double bonds).

Nitro group

A functional group with the formula -NO2 This is another substituent present in the compound, consisting of an oxygen-nitrogen-oxygen group that is known for its high electronegativity and reactivity.

Potential pharmaceutical applications

Possible use in medicine This indicates that 2-(4-chlorophenyl)-3-nitroquinoline may have potential applications in the pharmaceutical industry due to its pharmacological properties.

Pharmacological properties

Anti-malarial, anti-tumor, and anti-inflammatory activities These are some of the potential therapeutic effects that quinoline derivatives, including 2-(4-chlorophenyl)-3-nitroquinoline, have been investigated for.

Need for further research

In order to fully understand its properties and applications This highlights the fact that more research is needed to explore the compound's properties, potential applications, and safety concerns in various fields.

Upstream product

• 552-89-6 2-nitro-benzaldehyde 
• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 
• 16714-25-3 2-azidobenzaldehyde 
• 101671-01-6 1-nitro-2-(4-chlorophenyl)ethylene 
• 271-58-9 anthranil 
• 529-23-7 o-aminobenzaldehyde 
• 5468-33-7 1-(4-chlorophenyl)-2-nitroethan-1-one 

Downstream Products

• 1622312-55-3 2-(4-chlorophenyl)-3-fluoroquinoline 
• 5443-80-1 3-amino-2-(4'-chlorophenyl)quinoline 

Relevant academic research and scientific papers

Copper Catalyzed Synthesis of 3-Nitro-Quinolines from Nitro-Olefins and Anthranils: Its Application in the Synthesis of Quindoline

Copper-catalyzed routes have been achieved for the synthesis of 3-nitroquinolines from readily available nitroolefins and anthranils. This reaction proceeds via the [4+2] cycloaddition between anthranils and nitro-styrenes under mild reaction conditions to obtain biologically important heterocycles. A wide range of diversely substituted nitro-olefins and anthranils are successfully employed in this reaction to access a series of 3-nitro-quinolines in 81–93% yields. The synthetic utility of the present methodology is also illustrated in this manuscript. (Figure presented.).

Copper-Catalyzed Synthesis of 3-NO2 Quinolines from o-Azidobenzaldehyde and Nitro-olefins and its Application in the Concise Synthesis of Quindolines

An efficient copper-catalyzed cyclization of o-azidobenzaldehyde and nitro-olefins was developed. This reaction proceeds under solvent-free conditions and displays broad functional group compatibility and affords 3-nitroquinolines in good to excellent yields. The synthetic utility of this strategy is illustrated by the concise construction of quindolines in only three steps, which renders the reaction more practical. (Figure presented.).

An Investigation of the Reaction of 2-Aminobenzaldehyde Derivatives with Conjugated Nitro-olefins: An Easy and Efficient Synthesis of 3-Nitro-1,2-dihydroquinolines and 3-Nitroquinolines

2-Aryl-3-nitro-1,2-dihydroquinolines 3 were prepared from the reaction of β-nitrostyrenes 2 and 2-aminobenzaldehyde 1 in the presence of DABCO. Not only β-nitrostyrenes but other alkyl nitro olefins also can be used in this reaction as well. When DDQ or silica gel was added to a solution of 3-nitro-1,2-dihydroquinolines 3, 3-nitro-2-substituted-quinolines 4 were obtained. When 2-aminobenzaldehyde derivatives 7 and 12 were reacted with β-nitrostyrenes 2, unique rearrangement products were produced.