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A new and convenient method for the amination of 1,6‐ and 1,7‐naphthyridines using potassium amide/liquid ammonia/potassium permanganate

 

作者: M. Woźniak,   H. C. van der Plas,   M. Tomula,   A. van Veldhuizen,  

 

期刊: Recueil des Travaux Chimiques des Pays‐Bas  (WILEY Available online 1983)
卷期: Volume 102, issue 7‐8  

页码: 359-363

 

ISSN:0165-0513

 

年代: 1983

 

DOI:10.1002/recl.19831020705

 

出版商: WILEY‐VCH Verlag

 

数据来源: WILEY

 

摘要:

AbstractTreatment of 3‐nitro‐1,6‐naphthyridine, its 2‐chloro‐, 2‐ethoxy‐ and 2‐amino derivatives, with liquid ammonia, containing potassium permanganate, gave the corresponding 2‐X‐4‐amino‐3‐nitro‐1,6‐naphthyridines (X = H, Cl, OEt, NH2). From1H NMR spectroscopy sound evidence for the intermediacy of 2‐X‐4‐amino‐1,4‐dihydro‐3‐nitro‐1,6‐naphthyridine is obtained. Similarly, from 5,8‐dichloro(dibromo)‐1,7‐naphthyridine, the corresponding 2‐amino‐5,8‐dichloro‐(dibromo)‐1,7‐naphthyridines were formed on treatment with liquid ammonia/potassium amide/potassium permanganate.1H

 

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