Nitration of pyridine compounds.: The reaction of N-nitro-1,4-dihydro-4-pyridinesulfonic acid

被引:8
作者
Bakke, JM [1 ]
Riha, J [1 ]
机构
[1] Norwegian Univ Sci & Technol, Organ Chem Labs, N-7034 Trondheim, Norway
来源
ACTA CHEMICA SCANDINAVICA | 1999年 / 53卷 / 05期
关键词
D O I
10.3891/acta.chem.scand.53-0356
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The reactions of N-nitropyridinium nitrate (1) and 2,6-dideuterio-N-nitropyridium nitrate (2.6-d(2)-1) with SO(2)xH(2)O-HSO3- have been studied. The results are consistent with a reaction scheme in which the formed N-nitro-1,.4-dihydro-4-pyridinesulfonic acid (2) did not react directly to give 3-nitropyridine but existed in equilibrium with 1 and 2,6-d(2)-1 from which N-nitro-1,2-dihydro-2-pyridinesulfonic acid (3) was formed. From 3, 3-nitropyridine was formed by a [1,5] sigmatropic shift of the nitro group.
引用
收藏
页码:356 / 359
页数:4
相关论文
共 5 条
[1]   Nitration of pyridine by dinitrogen pentoxide, a study of the reaction mechanism [J].
Bakke, JM ;
Ranes, E .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (10) :1919-1923
[2]  
BAKKE JM, IN PRESS J CHEM S P2
[3]  
HARRIS AD, 1967, INORG SYNTH, V9, P83
[4]   Some unconventional pathways in aromatic nitration [J].
Ridd, JH .
ACTA CHEMICA SCANDINAVICA, 1998, 52 (01) :11-22
[5]  
WHITE WN, 1980, MECHANSMS MOL MIGRAT, V3, pCH15