[Scope and limitations of the analytical use of dansyl chloride, I: The reaction of aromatic sulfonyl chlorides with aliphatic tertiary amines: the microanalytical aspects of the Hinsberg test (author's transl)].
Contrary to the present understanding of the Hinsberg test, aliphatic tertiary amines (N,N-dimethylethylamine, bufotenin, hordenine, tropan alkaloids) are shown generally to react with aromatic sulfonyl chlorides yielding the N-substituted sulfonamide derivatives of the monodealkylated amines as the result of oxidative dealkylation of the aliphatic tertiary amines. Possible errors resulting from the indiscriminate use of either dansyl chloride, bansyl chloride or other aromatic sulfonyl chlorides for the direct analytical determination of secondary amines, secondary amino acids, noralkaloids etc., are pointed out.
D000588:Amines; D055598:Chemical Phenomena; D002621:Chemistry; D003619:Dansyl Compounds; D013058:Mass Spectrometry; D008722:Methods; D013329:Structure-Activity Relationship; D013451:Sulfonic Acids
D000588:Amines; D003619:Dansyl Compounds; D013451:Sulfonic Acids
Grenzen und Möglichkeiten bei der Analytik mit Dansylchlorid, I. Reaktion von aromatischen Sulfonylchloriden mit aliphatischen tertiären Aminen: Der Hinsberg-Test unter mikroanalytischen Gesichtspunkten.