Water → HCID 18429243, compound

HRID 383036Notes

Reaction equation

[CH3:1][C:2]1([CH3:38])[O:6][CH:5]([C:7]([NH:9][C:10]2[C:11]([I:37])=[C:12]([CH2:32][O:33][C:34](=[O:36])[CH3:35])[C:13]([I:31])=[C:14]([C:29]=2[I:30])[C:15]([NH:17][CH2:18][CH:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:20][O:21][C:22](=[O:24])[CH3:23])=[O:16])=[O:8])[CH2:4][O:3]1.C(=O)([O-])[O-].[C:43]([O:46][CH2:47][CH2:48]Br)(=[O:45])[CH3:44].O>CS(C)=O>[C:43]([O:46][CH2:47][CH2:48][N:9]([C:10]1[C:11]([I:37])=[C:12]([CH2:32][O:33][C:34](=[O:36])[CH3:35])[C:13]([I:31])=[C:14]([C:29]=1[I:30])[C:15]([NH:17][CH2:18][CH:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:20][O:21][C:22](=[O:24])[CH3:23])=[O:16])[C:7]([CH:5]1[CH2:4][O:3][C:2]([CH3:38])([CH3:1])[O:6]1)=[O:8])(=[O:45])[CH3:44]

Participants

Conditions

Temperature: 45 °C

Procedure

5-(2,2-Dimethyl-1,3-dioxolane-4-carboxamido)-3-acetoxymethyl-N-(2,3-diacetoxypropyl)-2,4,6-triiodobenzamide (0.44 g, 0.50 mmol) was dissolved in dimethylsulfoxide (3 ml) and cesmium carbonate (0.33 g, 1.0 mmol) was added. 2-Bromoethyl acetate (0.25 g, 2.5 mmol) was added dropwise. The mixture was stirred at 45° C. for 17 h then added slowly into water (50 ml). A precipitate was formed, filtered off and the filtercake was dissolved in chloroform (60 ml). The organic phase was washed with water (2×30 ml), then dried (Na2SO4) and evaporated to a solid product. Yield: 0.46 g (93%).

Workup

customA precipitate was formed
filtrationfiltered off
dissolutionthe filtercake was dissolved in chloroform (60 ml)
washThe organic phase was washed with water (2×30 ml)
dry with materialdried (Na2SO4)
customevaporated to a solid product

Sources & evidence

ORD record: ord-31b9ac3c54204f58814816820536dd7c
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06310243B1

Reaction notes

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