98203-04-4

Basic information

• Product Name: 6-BROMO-5-NITROQUINOLINE
• Synonyms: 6-BROMO-5-NITROQUINOLINE
• CAS NO: 98203-04-4
• Molecular Formula: C₉H₅BrN₂O₂
• Molecular Weight: 253.1
• Mol File: 98203-04-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 130°C
• Appearance: /
• Density: 1.7693 (rough estimate)
• Refractive Index: 1.5140 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-BROMO-5-NITROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-5-NITROQUINOLINE(98203-04-4)
• EPA Substance Registry System: 6-BROMO-5-NITROQUINOLINE(98203-04-4)

Safety Data

• Hazardous Substances Data: 98203-04-4(Hazardous Substances Data)

Usage

General Description

6-Bromo-5-nitroquinoline, also known as 6-bromo-5-nitro-1H-quinolin-4-one, is a chemical compound with the molecular formula C9H5BrN2O2. It is a yellow crystalline solid and can be used as a starting material in chemical synthesis and in the production of pharmaceuticals. It has a wide range of applications, including as an intermediate in the synthesis of biologically active compounds, and as a reagent in organic chemistry. 6-BROMO-5-NITROQUINOLINE is also used as a building block in the synthesis of heterocyclic molecules and as a fluorescent probe in biological research. Its unique structure and properties make it a valuable tool in chemical and pharmaceutical research.

Upstream product

• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 5332-25-2 6-bromoquinoline 

Downstream Products

• 6623-91-2 6-methoxy-5-nitroquinoline 
• 50358-39-9 6-bromo-5-aminoquinoline 
• 42606-37-1 6-amino-5-nitroquinoline 
• 50358-38-8 5-amino-6-methoxyquinoline 
• 89-00-9 Pyridine-2,3-dicarboxylic acid 
• 14204-97-8 6-methylamino-5-nitroquinoline 

Relevant articles and documents

Activation of 6-bromoquinoline by nitration: Synthesis of morpholinyl and piperazinyl quinolones

Quinoline forms the key skeletal component of a number of important natural products and pharmacologically-Active compounds. Despite a tremendous amount of research pertaining to the derivatization of quinoline, very few general synthetic routes are described in the literature starting from quinoline or tetrahydroquinoline. A simple and convenient method for the polyfunctionalization of quinolines via nitration of bromoquinolines has been developed. This method represents a new synthetic approach to convert brominated nitroquinoline derivatives into useful cyclic amines via nucleophilic-substitution (SNAr) reaction. Formula parented.

A Mild and General Larock Indolization Protocol for the Preparation of Unnatural Tryptophans

A mild and general protocol for the Pd(0)-catalyzed heteroannulation of o-bromoanilines and alkynes is described. Application of a Pd(0)/P(tBu)3 catalyst system enables the efficient coupling of o-bromoanilines at 60 °C, mitigating deleterious side reactions and enabling access to a broad range of useful unnatural tryptophans. The utility of this new protocol is demonstrated in the highly convergent total synthesis of the bisindole natural product (-)-aspergilazine A.