Synthesis of 4-aryloxy-7-nitrobenzofurazan derivatives from 4-chloro-7-nitrobenzofurazan and various phenoxide anions (including pharmaceuticals) in the presence of crown ethers-Reference-Cited by-同舟云学术

Synthesis of 4-aryloxy-7-nitrobenzofurazan derivatives from 4-chloro-7-nitrobenzofurazan and various phenoxide anions (including pharmaceuticals) in the presence of crown ethers

Published:2003-09-01 Issue:3 Volume:1 Page:260-276
ISSN:2391-5420
Container-title:Open Chemistry
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Author:

Bem Marioara¹,Caproiu Miron²,Stoicescu Dan³,Constantinescu Titus¹,Balaban Alexandru⁴

Affiliation:

1. 1Laboratory of Supramolecular Chemistry and Interphase Processes, Institute “I.G. Murgulescu” of Physical Chemistry, Roumanian Academy, Splaiul Independentei 202, 77208, Bucharest, Roumania

2. 2Institute “C.D. Nenitzescu” of Organic Chemistry, Roumanian Academy, Splaiul Independentei 202 B, Bucharest, Roumania

3. 3SINDAN SRL Pharmaceutical Company, Ion Mihalache Blvd. 11, 781681, Bucharest, Roumania

4. 4Texas A&M University at Galveston, 5007 Ave. U, 77553-1675, Galveston, TX, USA

Abstract

Abstract4-Chloro-7-nitrobenzofurazan reacts by nucleophilic substitution with phenoxide anions derived from estriol (2c), ethynylestradiol (2d), phenol (3e), guaiacol (3f), 2,6-dimethoxyphenol (3g), eugenol (3h), isoeugenol (3i), the cytostatic Etoposide (4), and Reichardt’s betaine (5) in the presence of crown ethers affording the corresponding 4-aryloxy-7-nitrobenzofurazan derivatives 6c, 6d, 7e-7i, 8, and 9. The structure of these compounds was confirmed by NMR spectra. Hydrophobicity/hydrophilicity parameters were investigated by reverse phase thin-layer chromatography.

Publisher

Walter de Gruyter GmbH

Subject

Materials Chemistry,General Chemistry

Link

http://link.springer.com/content/pdf/10.2478/BF02476228.pdf

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