New and Facile Synthesis of 2-Chloro-1,3-diketones

Mahmoud N. M. Yousif; Ahmed ElRashedy; Nabil M. Yousif

doi:https://www.doi.org/10.56201/ijccp.v8.no1.2022.pg28.33

📄 Download Paper

New and Facile Synthesis of 2-Chloro-1,3-diketones

Mahmoud N. M. Yousif, Ahmed ElRashedy, Nabil M. Yousif

Abstract

Background: Development of new methods for preparation of organic compounds is one of our major interests. Aims: we aim to develop a new synthetic procedure to prepare previously reported compounds and novel compounds. Methods: The methods that we used in this manuscript are novel. Results: 1,1-Dichoro-actone reacts with different aliphatic and aromatic aldehydes namely acetaldehyde, decanal, benzaldehyde, p-chlorobenzaldehyde, p-flourobenzaldehyde, naphthaldehyde, 5-methylfuran-2-carbaldehyde, thiophene-2-carbaldehyde, and nicotinaldehyde. The reaction is in alkaline media using potassium hydroxide. Conclusion: The synthesized compounds were structurally elucidated using mass spectroscopy, infrared spectroscopy, 1H & 13C NMR.

Keywords

2-chloro-13-diketone; facile synthesis; reactions.

References

1- Concellon, J. M., Rodríguez-Solla, H., Concellón, C., Diaz, P. (2006). Synthesis of E-?,?- Unsaturated Ketones with Complete Stereoselectivity via Sequential Aldol-Type/Elimination Reactions Promoted by Samarium -Diiodide or Chromium Dichloride. Synlett, 6, 837-840. doi: 10.1055/s-2006-933146 2- Peppe, C., Das Chagas, R. P. (2006). Indium(I) Bromide Mediated Coupling of ?,?- Dichloroketones with Carbonyl Compounds in Aqueous Media: The Preparation of 2-Chloro-3- hydroxy-propan-1-one Derivatives. Synlett, 4, 605-609. doi: 10.1055/s-2006-932479 3- Peppe, C., das chagas, R. P. (2004). Indium(I) Bromide-Mediated Reductive Coupling of ?,?- Dichloroketones to 1-Aryl-butane-1,4-diones. Synlett, 7, 1187-1190. doi: 10.1055/s-2004- 825591 4- Judith, M., Merino, I., Fanjul-Mosteirín, N., Mendoza-Meroño, R., García-Granda, S., Concellón, C., del Amo, V. (2019). Unraveling the Role of Supramolecular Additives in a Proline-Catalyzed Reaction. European Journal of Organic Chemistry, 2019 (1), 188-198. doi: 10.1002/ejoc.201801509 5- Fraser, R. R., Kong, F. (1988). The Chlorination of Ketones Using Trimeihylchlorosilane and Dimetwylsulfoxide With Bromide Ion Catalysis. Synthetic Communications, 18 (10), 1071– 1078. doi: 10.1080/00397918808060892 6- Yawer, M. A., Hussain, I., Reim, S., Ahmed, Z. , Ullah, E., Iqbal, I. , Fischer, C., Reinke, H., Gorls, H. and Langer, P. (2007). Regioselective synthesis of 4-chlorophenols, 10-chloro-7- hydroxy-6H-benzo[c]chromen-6-ones, and 4-chloro-1-hydroxy9H-fluoren-9-ones based on [3D3] cyclizations of 1,3-bis(silyloxy)-1,3-dienes with 2-chloro-3-silyloxy-2-en-1-ones. Tetrahedron, 63, 12562-12575. doi:10.1016/j.tet.2007.10.027 7- Yousif, M. N. M., El-Gazzar, A. B. A., Fayed, A. A., El-Manawaty, M. A., Yousif, N. M. (2020). Synthesis and cytotoxic evaluation of novel chromenes and chromene(2,3-d)pyrimidines. Journal of Applied Pharmaceutical Science, 10 (12), 35-43. doi: 10.7324/JAPS.2020.101205

New and Facile Synthesis of 2-Chloro-1,3-diketones

Abstract

Keywords

References

More Articles from INTERNATIONAL JOURNAL OF CHEMISTRY AND CHEMICAL PROCESSES