Available free online at www.medjchem.com Mediterranean Journal of Chemistry2019, 9(2), 116-124 *Corresponding author: Alami Anouar Received July 31, 2019 Email address: anouar.alami@usmba.ac.ma Accepted August 20, 2019 DOI: http://dx.doi.org/10.13171/mjc92190916245aa Published September 16,2019 Synthesis, Crystal Structure and IR Spectrum studies of 2-(4-Methyl-2-phenyl-4,5-dihydro-oxazol-4-ylmethyl)- isoindole-1,3-dione Khadim Dioukhane 1,2 , Anouar Alami 2,* , Younas Aouine 2,3 , Mohamed El Omari 4 , Lahcen El Ammari 5 , Mohamed Saadi 5 , Abderrazzak Assani 5 and Rachid Ouarsal 6 1 Doctoral Training “Bioactive Molecules, Health and Biotechnology”, Center of Doctoral Studies “Sciences and Technology”, Faculty of Sciences Dhar El Mahraz – Sidi Mohammed Ben Abdellah University, Fez 30000, Morocco 2 Organic Chemistry Laboratory, Faculty of Sciences Dhar El Mahraz – Sidi Mohammed Ben Abdellah University, Fez 30000, Morocco 3 Department of Chemistry, Faculty of Sciences, Ibn Zohr University, P.B 8106, Cité Dakhla, Agadir 80060, Morocco 4 Physico-Chemistry of Condensed Matter Team, Faculty of Sciences, Moulay Ismaïl University, P.B. 11201, Zitoune Meknes, Morocco 5 Laboratoire de Chimie Appliquée des Matériaux, Centre des Sciences des Matériaux, Faculty of Sciences, Mohammed V University in Rabat, Avenue Ibn Batouta, B.P. 1014, Rabat, Morocco 6 Laboratory of Engineering of Organometallic and Molecular Materials, Unit Associated with CNRST (URAC19), Faculty of Sciences Dhar El Mahraz – Sidi Mohammed Ben Abdellah University, Fez 30000, Morocco. Abstract: The organo-amino compound of title 2-(4-methyl-2-phenyl-4,5-dihydro-oxazol-4-ylmethyl)-isoindole- 1,3-dione was synthesized by the mixture of (4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl-4- methylbenzenesulfonate and isoindoline-1,3-dione in N,N-dimethylformamide with a yield of around 65%. The structural study of the compound, C19H16N2O3, is realized using single crystal X-Ray diffraction which shows that this compound crystallizes in the monoclinic system (P21/c, Z = 4) with the unit cell parameters: a = 14.3728 (13) Å, b = 9.6829 (10) Å, c = 11.8964 (12) Å and β = 107.384 (3). The refinement of the structure by the least-squares method with complete matrix leads to the following reliability factors R/Rw are 0.044/0.130. In the crystal, the molecules are linked together by hydrogen bonds and π…π interactions. The Infrared spectroscopic studies show the bands confirming the presence of the groups C=O, C-O, C-N, -CH3, -CH2 and =CH. Keywords: Oxazolinic precursors; isoindoline-1,3-dione; N-alkylation. 1. Introduction Heterocyclic compounds are known to possess useful properties, including antibacterial 1 , anti- inflammatory 2 , anticancer 3 , analgesic 4 , antitubercular 5 , antifungal 6 , antiviral 7 and antitumor 8 properties. Synthesis of heterocyclic compounds is critical in modern medicinal chemistry because of their structure and applications as antihypertensive, antiallergic, antibiotic and anticonvulsant agents 9-11 . The development of heterocyclic chemistry has mainly been associated with full scale of applications of these classes of compounds in medicine, biochemistry and agriculture estates 9-14 . Some heterocyclic compounds have been used both as anticancer and antimicrobial agents 15 . The corrosion inhibitors of mild steel are generally heterocyclic compounds containing nitrogen. Moreover, many N-heterocyclic compounds have been proved to be among the best known and the most studied inhibitors 16-26 . Moreover, isoindole-1,3-dione systems represent a talented group of bioactive compounds 27-29 . The synthesis of isoindole-1,3-dione fused to another heterocyclic compound has attracted particular attention due to their diverse applications. Prompted by these investigations, we reported the synthesis of 2-(4-methyl-2-phenyl-4,5-dihydro-oxazol-4-yl methyl)-isoindole-1,3-dione and its crystal structure.