Acetic acid, gadolinium(3+) salt (3:1) → HCID 86753609, compound

HRID 343264Notes

Reaction equation

HRID 343264 reaction equation
[Na].[C:2]([C:5]1[N:10]=[C:9]([P:11]([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+3:34].C([O-])(=O)C.C([O-])(=O)C>O>[Gd:34].[C:27]([C:23]1[N:22]=[C:21]([P:11]([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 86753610HCID 86753610, compound

Product 1

HCID 86753609HCID 86753609, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
90 °C

Procedure

A reaction flask was equipped with a reflux condenser, agitator, addition funnel, nitrogen source and heating bath. The tris(6-carboxy-2-pyridyl)phosphine sodium salt (310 mg, 0.67 mmol, MW 463) from Example 9 was dissolved warm demineralized water (10 mL) and the resultant solution was filtered and charged to reaction flask. Gadolinium (III) acetate (260 mg, 0.64 mmol, MW 406 for tetrahydrate, 1 equiv) 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 130 mg of white solids (369 mg theoretical yield for anhydrous complex, 93% by HPLC area %), and having the structural formula shown below: ##STR14##

Workup

  1. customA reaction flask was equipped with a reflux condenser
  2. additionagitator, addition funnel, 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-45e874d557fb4036abff65a4fe1edb62
Source dataset
uspto-grants-1999_01
Patent number
US05861138

Reaction notes

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