Tetraethylammonium acetate → 2,4,6-Triiodoisophthalamide

To a solution of N,N'-bis[2-(acetyloxy)-1-[(acetyloxy)methyl]ethyl]-5-[2-(iodomethyl)-5-oxo-1-pyrrolidinyl]-2,4,6-triiodo-1,3-benzenedicarboxamide (12.00 g, 110 mmol) in acetonitrile (150 ml) was added tetraethylammonium acetate (5.74 g, 22 mmol) and the mixture stirred at 50° for 18 hours. Acetonitrile was removed in vacuo at 60°, the residue dissolved in ethyl acetate (200 ml), and the resulting solution washed with brine (2×100 ml) and with water (100 ml). The ethyl acetate layer was dried and removal of the solvent afforded the crude product as a colorless glassy solid. This material was purified by column chromatography over silica gel, using 20% hexane in ethyl acetate as eluent, to obtain N,N-bis-[2-(acetyloxy)-1-[(acetyloxy)methyl]ethyl]-5-[2-[acetyloxy)methyl)-5-oxo-1-pyrrolidinyl]-2,4,6-triiodo-1,3-benzenedicarboxamide as a colorless solid (9.4 g, 83.6% yield).

1. customAcetonitrile was removed in vacuo at 60°
2. dissolutionthe residue dissolved in ethyl acetate (200 ml)
3. washthe resulting solution washed with brine (2×100 ml) and with water (100 ml)
4. dry with materialThe ethyl acetate layer was dried
5. customremoval of the solvent
6. customafforded the crude product as a colorless glassy solid
7. customThis material was purified by column chromatography over silica gel

ORD 기록

ord-d693688f6df14d1595bd34c4e12925eb

출처 데이터셋

uspto-grants-1997_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05628980