A convenient synthesis of 2-amino-5-methyl-3-nitrobenzenethiol and its conversion into phenothiazines via a smiles rearrangement

Article abstract of DOI:10.1080/10426509908031619

The synthesis of some substituted 3-methyl-1-nitro phenothiazines via a Smiles rearrangement is reported. 2-Amino-5-methyl 3-nitrobenzenethiol was prepared by alkaline hydrolysis of 2-amino-6-methyl-4-nitrobenzothiazole and condensed with o-halonitrobenzenes to obtain diaryl sulphides. They were converted by formic acid into formyl derivatives which by a Smiles rearrangement give the corresponding phenothiazines.

Full text of DOI:10.1080/10426509908031619

This article was downloaded by: [UNAM Ciudad Universitaria]
On: 23 December 2014, At: 22:20
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954
Registered office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH,
UK
Phosphorus, Sulfur, and Silicon
and the Related Elements
Publication details, including instructions for
authors and subscription information:
http://www.tandfonline.com/loi/gpss20
A CONVENIENT SYNTHESIS
2-AMINO-5-METHYL-3-
NITROBENZENETHIOL AND
ITS CONVERSION INTO
PHENOTHIAZINES VIA A SMILES
REARRANGEMENT
K. G. Ojha a , Priyanka Mathur a , Neera Jaisinghani a
& Purnima Adwani a
a Department of Applied Chemistry , M.D.S.
University , Ajmer, 305 001, INDIA
Published online: 24 Sep 2006.
To cite this article: K. G. Ojha , Priyanka Mathur , Neera Jaisinghani & Purnima
Adwani (1999) A CONVENIENT SYNTHESIS 2-AMINO-5-METHYL-3-NITROBENZENETHIOL
AND ITS CONVERSION INTO PHENOTHIAZINES VIA A SMILES REARRANGEMENT,
Phosphorus, Sulfur, and Silicon and the Related Elements, 152:1, 77-81, DOI:
10.1080/10426509908031619
To link to this article: http://dx.doi.org/10.1080/10426509908031619
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the
information (the “Content”) contained in the publications on our platform.
However, Taylor & Francis, our agents, and our licensors make no
representations or warranties whatsoever as to the accuracy, completeness,
or suitability for any purpose of the Content. Any opinions and views
expressed in this publication are the opinions and views of the authors, and

are not the views of or endorsed by Taylor & Francis. The accuracy of the
Content should not be relied upon and should be independently verified with
primary sources of information. Taylor and Francis shall not be liable for any
losses, actions, claims, proceedings, demands, costs, expenses, damages,
and other liabilities whatsoever or howsoever caused arising directly or
indirectly in connection with, in relation to or arising out of the use of the
Content.
This article may be used for research, teaching, and private study purposes.
Any substantial or systematic reproduction, redistribution, reselling, loan,
sub-licensing, systematic supply, or distribution in any form to anyone is
expressly forbidden. Terms & Conditions of access and use can be found at
http://www.tandfonline.com/page/terms-and-conditions