D. Ginsburg
1967
Citations
0
Influential Citations
0
Citations
Journal
Journal name not available for this finding
Abstract
This chapter discusses the syntheses of heterocyclic amines. Pyrroles may be obtained by reaction of 1,4-dicarbonyl compounds with ammonium carbonate. Pyrrole may also be prepared from 2-butyne-l,4-diol by treatment with ammonia. Indoles may be synthesized by the Fischer indole synthesis. The phenylhydrazones of suitable carbonyl compounds are heated under acidic conditions. Indole is prepared by heating the phenylhydrazone of pyruvic acid in the presence of zinc chloride. The indole α-carboxylic acid is then decarboxylated. Pyridine is obtained from coal tar as well as certain of its methyl derivatives, which are known as picolines. β-Picoline may be oxidized to nicotinic acid, the decarboxylation of which gives pyridine. Pyridines may be synthesized from aliphatic compounds and ammonia. The chapter describes the Skraup synthesis. Quinolines are obtained by the Skraup synthesis. This involves heating aniline or a substituted aniline with glycerol in the presence of sulfuric acid, ferrous sulfate, and nitrobenzene. The reaction is complex. It involves the dehydration of glycerol by means of sulfuric acid to give acrolein.