Synthesis of substitute 2-oxazolidinone derivatives

In this work, we aimed to synthesize 3-aryloxy-1,2-propanediols and substituted 2-oxazolidinones which were not previously synthesized in the literature. 3-Aryloxy-1,2-propanediols were synthesized by the reaction of various phenols with 3-chloro-1,2-propanediol. The obtained 3-aryloxy-1,2-propanediols and urea were reacted in polyalkylene glycol to give 2-oxazolidinones. The obtained compounds were purified and their work was elucidated by spectroscopic methods such as IR, 1H NMR and 13C NMR, and melting points were determined. The structures of 3-aryloxy-1,2-propanediols synthesized in this work are given below. R1 R2 R3 R4 R5 1) H CH3 H CH3 H 2) H CH3 CH3 H H 3) Br H Cl H H 4) Cl H Br H H 5) Cl H H H H 6) H Cl H H H 7) H H Cl H H 8) Cl Cl H H H 9) Cl H Cl H H 10) H H Br H H 11) H H OCH3 H H 12) H H CH(CH3)2 H H 13) H CH3 Cl H H 14) H C2H5 Cl H H 15) H H OC2H5 H H 16) H H OCH2Ph H H 17) H H C(CH3)3 H H 18) OCH3 H H H H The synthesized 2-oxazolidinones are given below. R1 R2 R3 R4 R5 1) H CH3 H CH3 H 2) H CH3 CH3 H H 3) Br H Cl H H 4) Cl H Br H H 5) Cl H H H H 6) H Cl H H H 7) H H Cl H H 8) Cl Cl H H H 9) Cl H Cl H H 10) H H Br H H 11) H H OCH3 H H 12) H H CH(CH3)2 H H 13) H CH3 Cl H H 14) H C2H5 Cl H H 15) H H OC2H5 H H 16) H H OCH2Ph H H 17) H H C(CH3)3 H H 18) OCH3 H H H H