Next Article in Journal
Phytochemical Composition, Antioxidant and Xanthine Oxidase Inhibitory Activities of Amaranthus cruentus L. and Amaranthus hybridus L. Extracts
Previous Article in Journal
Gene Therapy for the Treatment of Parkinson’s Disease: The Nature of the Biologics Expands the Future Indications
Pharmaceuticals 2012, 5(6), 591-612; doi:10.3390/ph5060591

a-Anilinoketones, Esters and Amides: A Chemical Study

1,2,*  and 1
1 Department of Medicinal Chemistry and Pharmacognosy, Faculty of Pharmacy, Jordan University of Science and Technology, Irbid 22110, Jordan 2 Pharmaceutical Sciences Department, College of Pharmacy, King Saud bin Abdulaziz University for Health Sciences, Riyadh 11426, Saudi Arabia
* Author to whom correspondence should be addressed.
Received: 14 May 2012 / Revised: 28 May 2012 / Accepted: 29 May 2012 / Published: 5 June 2012
View Full-Text   |   Download PDF [420 KB, uploaded 5 June 2012]   |   Browse Figures


A group of a-anilinoketones, 2-aminoalcohols, a-anilinoesters and a-anilinoamides were successfully synthesized and characterized by NMR spectroscopy and mass spectrometry. The yields were, in general, moderate to good (up to 75.4%), except for the a-anilinoesters (16.9–35.6%). The a-halocarbonyl starting materials showed different chemical reactivities. a-Haloketones and a-chloroacetates afforded monoalkylation, while small a-chloroamides afforded dialkylation. Finally, NMR spectroscopy revealed interesting structural features about the 2-aminoalcohols and diphenylamides.
Keywords: a-anilinoketones; 2-anilinoalcohols; a-anilinoesters; a-haloketones; intramolecular hydrogen bond a-anilinoketones; 2-anilinoalcohols; a-anilinoesters; a-haloketones; intramolecular hydrogen bond
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
MDPI and ACS Style

Qandil, A.M.; Fakhouri, L.I. a-Anilinoketones, Esters and Amides: A Chemical Study. Pharmaceuticals 2012, 5, 591-612.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


[Return to top]
Pharmaceuticals EISSN 1424-8247 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert