Synthesis, Crystal Structure and IR Spectrum Studies of 2-(4-Methyl-2-Phenyl-4,5-Dihydrooxazol-4-ylmethyl)-Isoindole-1,3-Dione: New Perspectives
Theory and Applications of Chemistry Vol. 4,
Page 23-33
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
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