Diethylenetriaminepentaacetic acid → DTPA dianhydride

HRID 1445294Notes

Reaction equation

HRID 1445294 reaction equation
[CH2:1]([N:12]([CH2:24][C:25]([OH:27])=[O:26])[CH2:13][CH2:14][N:15]([CH2:20][C:21]([OH:23])=O)[CH2:16][C:17]([OH:19])=[O:18])[CH2:2][N:3]([CH2:8][C:9]([OH:11])=[O:10])[CH2:4][C:5]([OH:7])=O.C(OC(=O)C)(=O)C>N1C=CC=CC=1>[CH2:20]1[N:15]([CH2:14][CH2:13][N:12]([CH2:24][C:25]([OH:27])=[O:26])[CH2:1][CH2:2][N:3]2[CH2:8][C:9](=[O:10])[O:11][C:5](=[O:7])[CH2:4]2)[CH2:16][C:17](=[O:19])[O:18][C:21]1=[O:23]

Participants

4

Reactant 2

HCID 3053Diethylenetriaminepentaacetic acidHCID 7918Acetic Anhydride

Product 1

HCID 100825DTPA dianhydrideYield 78%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

10.0 g (25 mmol) of DTPA was dispersed in 20 ml of pyridine. 18 g (0.18 mol) of acetic anhydride was added to the dispersion, and a reaction was allowed to take place at 65□ for 24 hrs with stirring. After the reaction was completed, the reaction mixture was filtered to recover generated material. The recovered compound was washed with acetic anhydride and diethyl ether several times, and dried under pressure for 24 hrs, thereby obtaining a DTPA anhydride at a yield of 78%.

Workup

  1. customfor 24 hrs
  2. filtrationthe reaction mixture was filtered
  3. customto recover
  4. washThe recovered compound was washed with acetic anhydride and diethyl ether several times
  5. customdried under pressure for 24 hrs

Sources & evidence

ORD record
ord-8d3cf3b836254aac92cd468afdacbbc1
Source dataset
uspto-grants-2010_02
Patent number
US07666390B2

Reaction notes

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