반응 #4484

ord-8b455a0376424e3e96c5ad5aa252a94c

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도was heated
  2. 2
    온도under reflux for 12 hours
  3. 3
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure
  4. 4
    추출extracted with chloroform
  5. 5
    세척The chloroform layer was washed with water
  6. 6
    건조dried (MgSO4)
  7. 7
    workup.DISTILLATIONThe solvent was distilled off

실험 절차

A mixture of 2-imino-5-{4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl}-4-thiazolidinone (18.8 g), 2N-HCl (200 ml) and ethanol (200 ml) was heated under reflux for 12 hours. The solvent was distilled off under reduced pressure. The residue was neutralized with saturated aqueous solution of sodium hydrogen carbonate, and extracted with chloroform. The chloroform layer was washed with water and dried (MgSO4). The solvent was distilled off, whereby 5-{4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl}-2,4-thiazolidinedione (18.0 g, 95.7%) was obtained. Recrystallization from ethanol afforded colorless needles. m.p. 113°-114° C. Elemental Analysis for C22H20N2O4S, Calcd.: C, 64.69; H, 4.93; N, 6.86. Found: C, 64.48; H, 4.91; N, 6.75.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04725610uspto-grants-1988_02