Ring‐transformations in reactions of heterocyclic halogeno compounds with nucleophiles (VI): A tracer study of the conversion of 4‐chloro‐2‐phenylpyrimidine into 4‐methyl‐2‐phenyl‐s‐triazine
作者:
H. W. van Meeteren,
H. C. van der Plas,
期刊:
Recueil des Travaux Chimiques des Pays‐Bas
(WILEY Available online 1967)
卷期:
Volume 86,
issue 1
页码: 15-25
ISSN:0165-0513
年代: 1967
DOI:10.1002/recl.19670860103
出版商: WILEY‐VCH Verlag
数据来源: WILEY
摘要:
AbstractBy treating 4‐chloro‐2‐phenylpyrimidine‐4‐14C with potassium amide in liquid ammonia, labelled 4‐methyl‐2‐phenyl‐s‐triazine was obtained. By degradation of thiss‐triazine derivative by acid hydrolysis, the14C‐label was found to be present in one position only,viz. position 4. This result strongly indicates that in this ring‐transformation no bicyclic intermediates are involved and that the opening of the pyrimidine ring occurs by fission of the C(5)C(6)bond and not of the C(4)C(5)bond. The mechanism
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