First generation of pentazole (HN5, pentazolic acid), the final azole, and a zinc pentazolate salt in solution:: A new N-dearylation of 1-(p-methoxyphenyl) pyrazoles, a 2-(p-methoxyphenyl) tetrazole and application of the methodology to 1-(p-methoxyphenyl) pentazole

被引：101

作者：

Butler, RN ^{[1
]}

Stephens, JC

Burke, LA

机构：

[1] Natl Univ Ireland, Dept Chem, Galway, Ireland

[2] Rutgers State Univ, Dept Chem, Camden, NJ 08102 USA

来源：

CHEMICAL COMMUNICATIONS | 2003年 / 08期

关键词：

D O I：

10.1039/b301491f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ceric ammonium nitrate (CAN) in methanol-water gave a new N-dearylation of a series of substituted 1-(p-methoxyphenyl) pyrazoles and a 2-(p-methoxyphenyl)tetrazole producing p-benzoquinone and the parent azole in a mole for mole ratio. Application of this reaction to 1-(p-methoxyphenyl) pentazole at -40 degreesC produced p-benzoquinone. N-15 NMR spectra suggest that pentazole, HN5, was also produced and held in solution as N-5(-) with Zn2+ ion. The N-15 signal from N-5(-) was -10.0 +/- 2.0 ppm in agreement with calculated values.

引用

页码：1016 / 1017

页数：2

共 31 条

[21] OXIDATIVE N-DEARYLATION OF 2-AZETIDINONES - PARA-ANISIDINE AS A SOURCE OF AZETIDINONE NITROGEN [J].