Urea nitrate and nitrourea: powerful and regioselective aromatic nitration agents

被引：37

作者：

Almog, Joseph ^{[1
]}

Klein, Asne

Sokol, Anat

Sasson, Yoel

Sonenfeld, Dana

Tamiri, Tsimov

机构：

[1] Hebrew Univ Jerusalem, Casali Inst Appl Chem, IL-91904 Jerusalem, Israel

[2] Israel Police Natl HQ, Div Identificat & Forens Sci, IL-91906 Jerusalem, Israel

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 49期

关键词：

D O I：

10.1016/j.tetlet.2006.10.027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Urea nitrate (UN) and nitrourea (NU), easily prepared from urea and nitric acid, convert deactivated aromatic compounds to the corresponding nitrated derivatives with a high yield and a high regioselectivity under very mild conditions. The performance of the two reagents is quite similar indicating that NU is an intermediate in the UN nitration process. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：8651 / 8652

页数：2

共 14 条

[1]

Almog J, 2005, J FORENSIC SCI, V50, P582

[2]

[Anonymous], 2005, ULLMANNS ENCY IND CH

[3] THE NITRATION OF BENZOIC AND PHENYLACETIC ACIDS AND PHENYLALANINE - THE CHEMICAL BASIS OF THE MOHLER AND KAPELLER-ADLER REACTIONS [J].

BEER, CT ;

DICKENS, F ;

SALMONY, D .

BIOCHEMICAL JOURNAL, 1951, 49 (05) :700-704

[4]

DAVIS TL, 1929, J AM CHEM SOC, V51, P1794

[5] VALUE OF UREA NITRATE AND UREA PHOSPHATE AS NITROGEN FERTILIZERS FOR GRASS AND BARLEY [J].

GASSER, JKR ;

PENNY, A .

JOURNAL OF AGRICULTURAL SCIENCE, 1967, 69 :139-&

[6] CRYSTAL STRUCTURE OF UREA NITRATE [J].

HARKEMA, S ;

FEIL, D .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL CRYSTALLOGRAPHY AND CRYSTAL CHEMISTRY, 1969, B 25 :589-&

[7]

MAJUMDAR MP, 1976, INDIAN J CHEM B, V14, P1012

[8] Regioselective synthesis of 4-halo ortho-dinitrobenzene derivatives [J].

Mundla, SR .

TETRAHEDRON LETTERS, 2000, 41 (22) :4277-4279

[9]

NABAR VB, 1977, INDIAN J CHEM B, V15, P89

[10] A new and facile method for the synthesis of nitrocarbazoles by urea nitrate [J].

Nagarajan, R ;

Muralidharan, D ;

Perumal, PT .

SYNTHETIC COMMUNICATIONS, 2004, 34 (07) :1259-1264

← 1 2 →