Synthesis 2005(10): 1631-1634  
DOI: 10.1055/s-2005-865327
PAPER
© Georg Thieme Verlag Stuttgart · New York

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

Thida Wina,b, Sarit Yerushalmib, 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

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.

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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.