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Additionsreaktion von 3‐Dimethylamino‐2,2‐dimethyl‐2 H ‐azirin mit Phenylisothiocyanat
Author(s) -
Schmid Ursula,
Heimgartner Heinz,
Schmid Hans
Publication year - 1979
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.19790620125
Subject(s) - chemistry , azirine , phenyl isothiocyanate , isothiocyanate , medicinal chemistry , organic chemistry , ring (chemistry)
Reaction of 3‐Dimethylamino‐2,2‐dimethyl‐2 H ‐azirine with Phenyl Isothiocyanate In contrast to the reactions of 3‐dimethylamino‐2,2‐dimethyl‐2 H ‐azirine ( 1a ) with various isothiocyanates, leading to thiazoline derivatives, the reaction of 1a with phenyl isothiocyanate at room temperature gives 5,5‐dimethyl‐3‐phenyl‐Δ 1 ‐imidazolin‐4‐dimethyliminium‐2‐thiolate ( 9 , Scheme 2 ). The structure of 9 is deduced from spectral data and reactions of this zwitterionic compound ( Schemes 2 and 4 ).