The conversion of unbranched primary alkyl and arylalkyl amines to nitriles by means of lead tetraacetate

✍ Scribed by M. Lj. Mihailović; A. Stojiljković; V. Andrejević

• Book ID: 104223138
• Publisher: Elsevier Science
• Year: 1965
• Tongue: French
• Weight: 168 KB
• Volume: 6
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)89979-7

✦ Synopsis

The only amino compounds oxidized so far with lo-., tetroacetate were primary aromatic amines, which gave mainly the corresponding azo compounds /l/, and some tertiary aryldialkyl amines, which in glacial acetic acid in the presence of acetic acid anhydride underwent oxidative dealkylation with the formation of acetylated secondary amines /2/.c aPaper V in the series "Reactions with Lead Tetraacetate." bTo whom inquiries should be made. Full Address: Department of Chemistry, Faculty of Sciences, Studentslri trg 16, P.O. Box 550, aelgrade, Yugos1avi.a. 'Similarly to the fission of 1,2-glycols, primary and secondary 1,2-aminoalcohols are easily cleaved at the C-C bond when subjected to the action of lead tetraacetate in the 00la /3/, Twhile tertiary 1,2-aminoalcohols are decomposed only at higher temperatures /in acetic acid/, with rupture of the C-N bond, to give secondary amines and glycolaldehyde or Slyoxal /Y/.