Hydrolysis and Hydrazinolysis of Isatin-Based Ald- and Ketazines

The hydrolysis of isatin aldazine 4a–d afforded the unexpected 3,3′-(hydrazine-1,2-diylidene)bis(indolin-2-one) (5) and 1,2-di(arylidene)hydrazines 6a–d through dual hydrolysis of 4a–d. A mechanism to explain the formation of 5 and 6a–d was proposed. In addition, the hydrazinolysis of 4a–d yielded...

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Main Authors: Hany S. Ibrahim, Soha R. Abdelhadi, Hatem A. Abdel-Aziz
Format: Article
Language:English
Published: Wiley 2015-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2015/826489
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author Hany S. Ibrahim
Soha R. Abdelhadi
Hatem A. Abdel-Aziz
author_facet Hany S. Ibrahim
Soha R. Abdelhadi
Hatem A. Abdel-Aziz
author_sort Hany S. Ibrahim
collection DOAJ
description The hydrolysis of isatin aldazine 4a–d afforded the unexpected 3,3′-(hydrazine-1,2-diylidene)bis(indolin-2-one) (5) and 1,2-di(arylidene)hydrazines 6a–d through dual hydrolysis of 4a–d. A mechanism to explain the formation of 5 and 6a–d was proposed. In addition, the hydrazinolysis of 4a–d yielded 3-hydrazonoindolin-2-one (2) and 1,2-di(arylidene)hydrazines 6a–d instead of hydrazones 17a–d, while hydrazinolysis of isatin ketazine 5 gave the expected 3-hydrazonoindolin-2-one (2). These results indicated the ability of the title compounds for unusual hydrolysis and hydrazinolysis reactions.
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institution Kabale University
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publishDate 2015-01-01
publisher Wiley
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series Journal of Chemistry
spelling doaj-art-db3d41736f634fe3a3e419db2ec7ee672025-02-03T05:46:50ZengWileyJournal of Chemistry2090-90632090-90712015-01-01201510.1155/2015/826489826489Hydrolysis and Hydrazinolysis of Isatin-Based Ald- and KetazinesHany S. Ibrahim0Soha R. Abdelhadi1Hatem A. Abdel-Aziz2Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Egyptian Russian University, Badr City, Cairo 11829, EgyptDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Egyptian Russian University, Badr City, Cairo 11829, EgyptDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaThe hydrolysis of isatin aldazine 4a–d afforded the unexpected 3,3′-(hydrazine-1,2-diylidene)bis(indolin-2-one) (5) and 1,2-di(arylidene)hydrazines 6a–d through dual hydrolysis of 4a–d. A mechanism to explain the formation of 5 and 6a–d was proposed. In addition, the hydrazinolysis of 4a–d yielded 3-hydrazonoindolin-2-one (2) and 1,2-di(arylidene)hydrazines 6a–d instead of hydrazones 17a–d, while hydrazinolysis of isatin ketazine 5 gave the expected 3-hydrazonoindolin-2-one (2). These results indicated the ability of the title compounds for unusual hydrolysis and hydrazinolysis reactions.http://dx.doi.org/10.1155/2015/826489
spellingShingle Hany S. Ibrahim
Soha R. Abdelhadi
Hatem A. Abdel-Aziz
Hydrolysis and Hydrazinolysis of Isatin-Based Ald- and Ketazines
Journal of Chemistry
title Hydrolysis and Hydrazinolysis of Isatin-Based Ald- and Ketazines
title_full Hydrolysis and Hydrazinolysis of Isatin-Based Ald- and Ketazines
title_fullStr Hydrolysis and Hydrazinolysis of Isatin-Based Ald- and Ketazines
title_full_unstemmed Hydrolysis and Hydrazinolysis of Isatin-Based Ald- and Ketazines
title_short Hydrolysis and Hydrazinolysis of Isatin-Based Ald- and Ketazines
title_sort hydrolysis and hydrazinolysis of isatin based ald and ketazines
url http://dx.doi.org/10.1155/2015/826489
work_keys_str_mv AT hanysibrahim hydrolysisandhydrazinolysisofisatinbasedaldandketazines
AT soharabdelhadi hydrolysisandhydrazinolysisofisatinbasedaldandketazines
AT hatemaabdelaziz hydrolysisandhydrazinolysisofisatinbasedaldandketazines