Sodium Hydroxide → HCID 86754862, compound

HRID 383033Notes

Reaction equation

HRID 383033 reaction equation
C([O:4][CH2:5][CH2:6][N:7]([C:15]1[C:16]([I:42])=[C:17]([CH2:37][O:38]C(=O)C)[C:18]([I:36])=[C:19]([C:34]=1[I:35])[C:20]([NH:22][CH2:23][CH:24]([O:30]C(=O)C)[CH2:25][O:26]C(=O)C)=[O:21])[C:8](=[O:14])[CH2:9][O:10]C(=O)C)(=O)C.[OH-].[Na+]>CO>[OH:4][CH2:5][CH2:6][N:7]([C:15]1[C:16]([I:42])=[C:17]([CH2:37][OH:38])[C:18]([I:36])=[C:19]([C:34]=1[I:35])[C:20]([NH:22][CH2:23][CH:24]([OH:30])[CH2:25][OH:26])=[O:21])[C:8](=[O:14])[CH2:9][OH:10]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86754863HCID 86754863, compound

Product 1

HCID 86754862HCID 86754862, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-[N′-(2-acetoxyethyl)-acetoxyacetamido]-3-acetoxymethyl-N-(2,3-diacetoxypropyl)-2,4,6-triiodobenzamide (2.76 g, 2.96 mmol) was dissolved in methanol (4 ml) at room temperature. An aqueous solution of sodium hydroxide (2M, 11.1 ml) was slowly added with efficient stirring. After 30 minutes, the pH of the solution was adjusted to 6 by the addition of a strongly acidic ion exchange resin (Amberlyst 15). The resin was filtered off and the solution was evaporated to a crystalline residue. The product was purified by preparative HPLC. Yield: 1.80 g (84%).

Workup

  1. additionthe pH of the solution was adjusted to 6 by the addition of a strongly acidic ion exchange resin (Amberlyst 15)
  2. filtrationThe resin was filtered off
  3. customthe solution was evaporated to a crystalline residue
  4. customThe product was purified by preparative HPLC

Sources & evidence

ORD record
ord-cd99e6fd93864eb7acf97fae687d2439
Source dataset
uspto-grants-2001_10
Patent number
US06310243B1

Reaction notes

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