The Use of 4-(3,4-Dichlorophenyl)-4-Oxo-2-(4-Antipyrinyl)-Butanoic Acid in the Preparation of Some New Heterocyclic Compounds With Expected Biological Activity

doi:10.3390/80300322

This article is

freely available
re-usable

Molecules 2003, 8(3), 322-332; doi:10.3390/80300322

Article

The Use of 4-(3,4-Dichlorophenyl)-4-Oxo-2-(4-Antipyrinyl)-Butanoic Acid in the Preparation of Some New Heterocyclic Compounds With Expected Biological Activity

G. H. Sayed * , A. A. Hamed, G. A. Meligi, W. E. Boraie and M. Shafik

Chemistry Department, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt

* Author to whom correspondence should be addressed.

Received: 18 December 2002; in revised form: 29 March 2003 / Accepted: 30 March 2003 / Published: 31 March 2003

Download PDF Full-Text [351 KB, uploaded 30 September 2008 19:38 CET]

Abstract: Reaction of 4-oxo-4-(3,4-dichlorophenyl)-2-butenoic acid (1) with antipyrin (2) gave the corresponding butanoic acid 3. Reaction of 3 with hydrazines gave the pyridazinone derivatives 5a,b. Compounds 5a,b were used to prepare the corresponding dithio derivatives. Reaction of 5a with POCl₃ unexpectedly gave the chloropyridazine derivative 7, which is used to prepare the corresponding thio derivative. The hitherto unknown reactions of this chloro derivative with 2-amino-3-carbethoxy-4,5-dimethylthiophene and 2-amino-3-carbethoxy tetrahydrobenzothiophene have now been described. The behaviour of the chloro derivative toward hydrazine hydrate, sodium azide and anthranilic acid was also studied. Some of the new compounds showed antimicrobial and antifungal activities .

Keywords: Substituted pyridazinones; chloropyridazine; substituted thiophenes

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

Sayed, G.H.; Hamed, A.A.; Meligi, G.A.; Boraie, W.E.; Shafik, M. The Use of 4-(3,4-Dichlorophenyl)-4-Oxo-2-(4-Antipyrinyl)-Butanoic Acid in the Preparation of Some New Heterocyclic Compounds With Expected Biological Activity. Molecules 2003, 8, 322-332.

AMA Style

Sayed G.H., Hamed A.A., Meligi G.A., Boraie W.E., Shafik M. The Use of 4-(3,4-Dichlorophenyl)-4-Oxo-2-(4-Antipyrinyl)-Butanoic Acid in the Preparation of Some New Heterocyclic Compounds With Expected Biological Activity. Molecules. 2003; 8(3):322-332.

Chicago/Turabian Style

Sayed, G. H.; Hamed, A. A.; Meligi, G. A.; Boraie, W. E.; Shafik, M. 2003. "The Use of 4-(3,4-Dichlorophenyl)-4-Oxo-2-(4-Antipyrinyl)-Butanoic Acid in the Preparation of Some New Heterocyclic Compounds With Expected Biological Activity." Molecules 8, no. 3: 322-332.

Molecules EISSN 1420-3049 Published by MDPI Publishing, Basel, Switzerland RSS E-Mail Table of Contents Alert