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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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