YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Studies in Stereochemistry. XIX
Synthesis of dl-2-Monoalkylaminocyclohexanethiols by N-Alkylation of dl-2-Phenyl-4, 5-cyclohexanothiazolines
Masaharu Kojima
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JOURNAL FREE ACCESS

1959 Volume 79 Issue 1 Pages 20-24

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Abstract
In accordance with N-alkylation of dl-2-methyl-4, 5-cyclohexanothiazoline, alkyl iodide was applied to dl-2-phenyl-4, 5-cyclohexanothiazoline and corresponding thia-zolinium salt was obtained, which was derived to dl-2-monoalkylaminocyclohexane-thiol. The reaction did not progress in both cis and trans compounds when methyl or ethyl iodide was used, while the alkylation did not proceed with isopropyl iodide due to steric hindrance and decomposition of the iodide itself preceded. Acyl migration of N-benzoylated compound of dl-2-monoalkylaminocyclohexanethiols was also examined.
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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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