Synthesis, Crystal Structure and IR Spectrum studies of 2-(4-Methyl-2-phenyl-4,5-dihydro-oxazol-4-ylmethyl)- isoindole-1,3-dione

Abstract

<jats:p>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. </jats:p>

4,4-Bis(hydroxymethyl)-2-phenyl-2-oxazoline

“…The asymmetric unit contains one molecule 4,4-bis(hydroxymethyl)-2-phenyl-2-oxazoline (Figure 2). All C-C, C=C, C-N, C=N, and C-O bond lengths are in the normal range and are comparable to those in related compounds [17,[25][26][27]. In the oxazoline ring, the C7-N1 and C10-N1 bond lengths are 1.269 Å and 1.480 Å, respectively.…”