Direct nitration of 3-arylamino-2-chloro-1,4-naphthoquinones

Thida Win; Sarit Yerushalmi; Shmuel Bittner

doi:10.1055/s-2005-865327

Direct nitration of 3-arylamino-2-chloro-1,4-naphthoquinones

Thida Win, Sarit Yerushalmi, Shmuel Bittner

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

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.

Original language	English
Pages (from-to)	1631-1634
Number of pages	4
Journal	Synthesis
Issue number	10
DOIs	https://doi.org/10.1055/s-2005-865327
State	Published - 1 Jul 2005

Keywords

Aromatic amines
Michael additions
Nitrations
Nitroquinones
Quinones

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-2005-865327

Cite this

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title = "Direct nitration of 3-arylamino-2-chloro-1,4-naphthoquinones",

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.",

keywords = "Aromatic amines, Michael additions, Nitrations, Nitroquinones, Quinones",

author = "Thida Win and Sarit Yerushalmi and Shmuel Bittner",

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AU - Win, Thida

AU - Yerushalmi, Sarit

AU - Bittner, Shmuel

PY - 2005/7/1

Y1 - 2005/7/1

N2 - 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.

AB - 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.

KW - Aromatic amines

KW - Michael additions

KW - Nitrations

KW - Nitroquinones

KW - Quinones

UR - http://www.scopus.com/inward/record.url?scp=22244451989&partnerID=8YFLogxK

U2 - 10.1055/s-2005-865327

DO - 10.1055/s-2005-865327

M3 - Article

AN - SCOPUS:22244451989

SN - 0039-7881

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JO - Synthesis

JF - Synthesis

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ER -

Direct nitration of 3-arylamino-2-chloro-1,4-naphthoquinones

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

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