Hydrochloric Acid → HCID 18429355, compound

HRID 1280126Notes

Reaction equation

HRID 1280126 reaction equation
C([O:4][CH2:5][C:6]([N:8]([CH2:31][CH:32]1[CH2:36][O:35]C(C)(C)[O:33]1)[C:9]1[C:10]([I:30])=[C:11]([C:17]([I:29])=[C:18]([NH:21][C:22](=[O:28])[CH2:23][O:24]C(=O)C)[C:19]=1[I:20])CCC([O-])=O)=[O:7])(=O)C.[OH-:39].[Na+].Cl.[CH3:42]O>O>[OH:4][CH2:5][C:6]([N:8]([CH2:31][CH:32]([OH:33])[CH2:36][OH:35])[C:9]1[C:10]([I:30])=[C:11]([C:17]([I:29])=[C:18]([NH:21][C:22](=[O:28])[CH2:23][OH:24])[C:19]=1[I:20])[CH2:42][OH:39])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 18429184HCID 18429184, compound

Product 1

HCID 18429355HCID 18429355, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N,N′-Bis(acetoxyacetyl)-N-[(2,2-dimethyl-1,3-dioxolane-4-yl)-methyl]-3,5-diamino-2,4,6-triiodobenzylacetate (36 mg, 0.042 mmol) was dissolved in a mixture of methanol (3 ml) and water (4 ml) and the pH was adjusted to 12 using a 1 M aqueous solution of NaOH. After stirring for 2 h, pH was adjusted to 1 using 1 M aqueous HCl and stirring was continued for 16 h. The solution was neutralized with an aqueous NaH2PO4 buffer, the solvents were removed by evaporation and the residue was purified by preparative HPLC to give 24 mg (81%) of the pure product.

Workup

  1. stirringstirring
  2. waitwas continued for 16 h
  3. customthe solvents were removed by evaporation
  4. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-e744440b80774cca83e745f39dcdcbfa
Source dataset
uspto-grants-2002_09
Patent number
US06448442B1

Reaction notes

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