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Amidine als Zwischenprodukte bei Umamidierungsreaktionen. 9. Mitteilung über Umamidierungsreaktionen
Author(s) -
Heidelberger Christian,
Guggisberg Armin,
Stepha Euripides,
Hesse Manfred
Publication year - 1981
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19810640205
Subject(s) - chemistry , amidine , bicyclic molecule , ring (chemistry) , hydrolysis , medicinal chemistry , stereochemistry , organic chemistry
Amidines as Intermediates in Transamidation Reactions By loss of water in the presence of p ‐toluenesulfonic acid/xylole N ‐aminoalkyllactames form bicyclic amidines. The corresponding N ‐alkylaminoalkyl‐lactames' react to bicyclic amidinium salts or to transamidated products, ring‐enlarged by the N ‐alkylamino residue, respectively (s. Scheme 1 ). The bicyclic amidines and amidinium salts are partially hydrolyzed by KOH/H 2 O to lactames (s. Scheme 2 ). Which of the two possible isomeric lactames are formed is discussed.