CHICHIBABIN REACTION OF PURINES WITH POTASSIUM-AMIDE IN LIQUID-AMMONIA

被引：16

作者：

KOS, NJ ^{[1
]}

VANDERPLAS, HC ^{[1
]}

VANVELDHUIZEN, B ^{[1
]}

机构：

[1] AGR UNIV WAGENINGEN,ORGAN CHEM LAB,NL-6703 BC WAGENINGEN,NETHERLANDS

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 18期

关键词：

D O I：

10.1021/jo01332a010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of purine and 2-methyl-and 8-methylpurine with potassium amide in liquid ammonia leads to the formation of adenine and 2-methyl-and 8-methyladenine, respectively. 6-Methyl-and 6, 8-di-tert-butylpurine do not react. It was proven by applying 15N-labeled potassium amide that the amination reactions do not involve opening of the pyrimidine ring. Low temperature NMR spectroscopy showed that in solutions of purine and 2-methylpurine in potassium amide-liquid ammonia an anionic a complex at position 6 is formed. 8-Methylpurine on the contrary only showed the presence of a monoanion and a dianion. © 1979, American Chemical Society. All rights reserved.

引用

页码：3140 / 3143

页数：4

共 31 条

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