Direct Nitration of 3-Arylamino-2-chloro-1,4-naphthoquinones

Thida Win; Sarit Yerushalmi; Shmuel Bittner

doi:10.1055/s-2005-865327

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Synthesis 2005(10): 1631-1634
DOI: 10.1055/s-2005-865327

PAPER

Direct Nitration of 3-Arylamino-2-chloro-1,4-naphthoquinones

Thida Win^a,b, Sarit Yerushalmi^b, Shmuel Bittner*^b
^a Department of Chemistry, University of Mandalay, Mandalay, Myanmar
^b Department of Chemistry, Ben Gurion University of the Negev, Beer Sheva, 84105, Israel
e-Mail: bittner@bgumail.bgu.ac.il;

Further Information

Publication History

Received 15 December 2004
Publication Date:
19 April 2005 (online)

Abstract
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Abstract

A convenient two-step synthesis of mononitro and dinitro derivatives of the title compounds is reported. The Michael type addition of aromatic amines to 2,3-dichloro-1,4-naphthoquinone, is followed by mixed acids nitration to yield nitro aromatic quinones hard to get or unattainable before.

Key words

quinones - Michael additions - aromatic amines - nitrations - nitroquinones

References

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Crystallographic data were deposited at Cambridge Crystallographic data Centre, 12 Union Road, Cambridge CB2 IEZ, UK and are available from there under the deposition number CCDC 255861.