HCID 21844923, compound → HCID 21844919, compound

HRID 618926Notes

Reaction equation

HRID 618926 reaction equation
[I:1][C:2]1[C:7]([NH:8][C:9](=[O:15])[CH2:10][O:11]C(=O)C)=[C:6]([I:16])[C:5]([C:17]([NH:19][CH2:20][CH:21]([O:27]C(=O)C)[CH2:22][O:23]C(=O)C)=[O:18])=[C:4]([I:31])[C:3]=1[NH:32][C:33]([NH:35][C:36]1[C:41]([I:42])=[C:40]([C:43]([NH:45][CH2:46][CH:47]([O:53]C(=O)C)[CH2:48][O:49]C(=O)C)=[O:44])[C:39]([I:57])=[C:38]([NH:58][C:59](=[O:65])[CH2:60][O:61]C(=O)C)[C:37]=1[I:66])=[O:34]>CO.[OH-].[Na+]>[I:1][C:2]1[C:7]([NH:8][C:9](=[O:15])[CH2:10][OH:11])=[C:6]([I:16])[C:5]([C:17]([NH:19][CH2:20][CH:21]([OH:27])[CH2:22][OH:23])=[O:18])=[C:4]([I:31])[C:3]=1[NH:32][C:33]([NH:35][C:36]1[C:41]([I:42])=[C:40]([C:43]([NH:45][CH2:46][CH:47]([OH:53])[CH2:48][OH:49])=[O:44])[C:39]([I:57])=[C:38]([NH:58][C:59](=[O:65])[CH2:60][OH:61])[C:37]=1[I:66])=[O:34]

Participants

4

Reactant 1

HCID 21844923HCID 21844923, compound

Product 1

HCID 21844919HCID 21844919, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

N,N'-bis[2,4,6-triiodo-3-(2-acetoxyacetamido)-5-(2,3-diacetoxypropylaminocarbonyl)phenyl]urea (0.88 g, 0.55 mmol) was dissolved in a mixture of methanol (10 ml) and 2M aqueous NaOH (2.5 ml). After stirring for 15 min at ambient temperature, pH was adjusted to 4 with a strongly acidic ion exchange resin, and, after filtration, evaporated to dryness. The residue was purified by preparative HPLC. Yield: 0.58 g (78%).

Workup

  1. filtrationafter filtration
  2. customevaporated to dryness
  3. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-30606c472b81480e9e0b4769dd5dc78b
Source dataset
uspto-grants-1999_09
Patent number
US05958376

Reaction notes

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