Hydrolysis and Hydrazinolysis of Isatin-Based Ald- and Ketazines

Author:

Ibrahim Hany S.1,Abdelhadi Soha R.1,Abdel-Aziz Hatem A.23

Affiliation:

1. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Egyptian Russian University, Badr City, Cairo 11829, Egypt

2. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia

3. Department of Applied Organic Chemistry, National Research Centre, Dokki, Cairo 12622, Egypt

Abstract

The hydrolysis of isatin aldazine4a–dafforded the unexpected 3,3′-(hydrazine-1,2-diylidene)bis(indolin-2-one) (5) and 1,2-di(arylidene)hydrazines6a–dthrough dual hydrolysis of4a–d. A mechanism to explain the formation of5and6a–dwas proposed. In addition, the hydrazinolysis of4a–dyielded 3-hydrazonoindolin-2-one (2) and 1,2-di(arylidene)hydrazines6a–dinstead of hydrazones17a–d, while hydrazinolysis of isatin ketazine5gave the expected 3-hydrazonoindolin-2-one (2). These results indicated the ability of the title compounds for unusual hydrolysis and hydrazinolysis reactions.

Funder

King Saud University

Publisher

Hindawi Limited

Subject

General Chemistry

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