Acetic acid, gadolinium(3+) salt (3:1) → HCID 10940760, compound

HRID 343263Notes

Reaction equation

HRID 343263 reaction equation
[Na].[C:2]([C:5]1[N:10]=[C:9]([P:11](=[O:30])([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([OH:29])=[O:28])[N:22]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([OH:20])=[O:19])[N:13]=2)[CH:8]=[CH:7][CH:6]=1)([OH:4])=[O:3].C([O-])(=O)C.[Gd+3:35].C([O-])(=O)C.C([O-])(=O)C>O>[Gd:35].[C:27]([C:23]1[N:22]=[C:21]([P:11](=[O:30])([C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([C:2]([OH:4])=[O:3])[N:10]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([OH:20])=[O:19])[N:13]=2)[CH:26]=[CH:25][CH:24]=1)([OH:29])=[O:28]

Participants

4

Reactant 2

HCID 159771Acetic acid, gadolinium(3+) salt (3:1)HCID 86753611HCID 86753611, compound

Product 1

HCID 10940760HCID 10940760, compoundYield 28.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
90 °C

Procedure

A reaction flask was equipped with a reflux condenser, agitator, addition finnel, nitrogen source and heating bath. The tris(6-carboxy-2-pyridyl)phosphine oxide sodium salt (310 mg, 0.65 mmol, MW 479) from Example 11 was dissolved warm demineralized water (10 mL) and the resultant solution was filtered and charged to reaction flask. Gadolinium (III) acetate (250 mg, 0.62 mmol, MW 406 for tetrahydrate) was dissolved in warm demineralized water (10 mL) and the resultant solution was filtered and charged to the addition funnel. The bath was heated to 90° C. and the gadolinium acetate solution was added dropwise with agitation over 30 min. Once the addition was complete, the reaction was cooled to ambient temperature and the white solids were isolated by filtration and washed with demineralized water. The solids were dried in vacuo to afford 100 mg of white solids (367 mg theoretical yield for anhydrous complex), and which following structural formula: ##STR15##

Workup

  1. customA reaction flask was equipped with a reflux condenser
  2. additionagitator, addition finnel, nitrogen source
  3. temperatureheating bath
  4. filtrationthe resultant solution was filtered
  5. additioncharged to reaction flask
  6. filtrationthe resultant solution was filtered
  7. additioncharged to the addition funnel
  8. additionthe gadolinium acetate solution was added dropwise with agitation over 30 min
  9. additionOnce the addition
  10. temperaturethe reaction was cooled to ambient temperature
  11. customthe white solids were isolated by filtration
  12. washwashed with demineralized water
  13. customThe solids were dried in vacuo

Sources & evidence

ORD record
ord-c01832489839463d93b0254cccc34a8a
Source dataset
uspto-grants-1999_01
Patent number
US05861140

Reaction notes

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