What is the method of synthesis of quinoline?
What is the method of synthesis of quinoline?
Skraup synthesis
Quinolines may be obtained by the Skraup synthesis. This involves heating aniline or a substituted aniline with glycerol in the presence of sulphuric acid, ferrous sulphate and nitrobenzene. The reaction is complex. It involves dehydration of glycerol by means of sulphuric acid to give acrolein.
Which one is the starting material used in quinoline synthesis?
The Combes quinoline synthesis is a chemical reaction, which was first reported by Combes in 1888. It involves the condensation of unsubstituted anilines (1) with β-diketones (2) to form substituted quinolines (4) after an acid-catalyzed ring closure of an intermediate Schiff base (3).
How quinoline is synthesis by Skraup?
The Skraup synthesis is a chemical reaction used to synthesize quinolines. In the archetypal Skraup reaction, aniline is heated with sulfuric acid, glycerol, and an oxidizing agent such as nitrobenzene to yield quinoline. In this example, nitrobenzene serves as both the solvent and the oxidizing agent.
What is the chemical name of quinoline?
C9H7N
Quinoline is a heterocyclic aromatic organic compound with the chemical formula C9H7N. It is a colorless hygroscopic liquid with a strong odor….CHEBI:17362 – quinoline.
| ChEBI Name | quinoline |
|---|---|
| Supplier Information | ChemicalBook:CB2331254, eMolecules:483237, MolPort-000-883-590, ZINC000000896153 |
How many cyclic rings are present in quinoline?
quinoline, any of a class of organic compounds of the aromatic heterocyclic series characterized by a double-ring structure composed of a benzene and a pyridine ring fused at two adjacent carbon atoms.
What is the role of FeSO4 in Skraup synthesis of quinoline?
Ferrous sulphate (FeSO4) or boric acid (H3BO3) is generally added to make the reaction less violent because skraup synthesis is a highly exothermic reaction.
How many cyclic rings are in the quinoline?
What is the best method to synthesize quinoline?
Going clockwise from top these are: Combes quinoline synthesis using anilines and β-di ketones. Conrad-Limpach synthesis using anilines and β-ketoesters. Doebner-Miller reaction using anilines and α,β-unsaturated carbonyl compounds. Skraup synthesis using ferrous sulfate, glycerol, aniline, nitrobenzene, and sulfuric acid.
How do you make quinolines from aniline?
Quinolines may be obtained by the Skraup synthesis. This involves heating aniline or a substituted aniline with glycerol in the presence of sulphuric acid, ferrous sulphate and nitrobenzene. The reaction is complex. It involves dehydration of glycerol by means of sulphuric acid to give acrolein.
What is the reduction of quinoline with sodium borohydride?
The reduction of quinoline with sodium borohydride in the presence of acetic acid is known to produce Kairoline A. (C.f. Kairine ) Quinoline has several anti-malarial derivatives, including quinine, chloroquine, amodiaquine, and primaquine .
What is the chemical formula for quinoline?
Quinoline is a heterocyclic aromatic organic compound with the chemical formula C 9 H 7 N. It is a colorless hygroscopic liquid with a strong odor. Aged samples, especially if exposed to light, become yellow and later brown.