1,2-Diamino-3-(4-aminophenyl)propane → Lanthanum acetate

HRID 1939601

Reaction equation

HRID 1939601 reaction equation
NCC(N)CC1C=CC(N)=CC=1.O.[C:14]([O-:17])(=[O:16])[CH3:15].[La+3:18].[C:19]([O-:22])(=[O:21])[CH3:20].[C:23]([O-:26])(=[O:25])[CH3:24]>CO>[C:14]([O-:17])(=[O:16])[CH3:15].[La+3:18].[C:19]([O-:22])(=[O:21])[CH3:20].[C:23]([O-:26])(=[O:25])[CH3:24]

Participants

4

Reactant 2

HCID 120537441,2-Diamino-3-(4-aminophenyl)propaneHCID 19933532Lanthanum(3+);triacetate;hydrate

Product 1

HCID 13511Lanthanum acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The 1,2-diamino-3-(4-aminophenyl)propane (1.0 mmol), is added dropwise, with stirring, to a reaction vessel containing lanthanum(III) acetate hydrate (0.343 g, 1.0 mmol) in 50 mL of anhydrous methanol. The resultant mixture is stirred at room temperature for 15 min; the dicarbonyl dipyridine-three-quarter-cycle (0.354 g, 1.0 mmol) is then added and the mixture is heated under reflux conditions for 14 hours. The orange colored solution thereby produced is filtered to remove any unreacted lanthanum acetate and is evaporated to dryness under reduced pressure at 60° C. in a rotary evaporator. The residue is worked up in diethylether to yield a solid product, which is purified by repeated crystallization from chloroform-diethylether, until the IR and NMR (1H and 13C) spectra show the presence of the pure macrocyclic complex.

Workup

  1. temperaturethe mixture is heated under reflux conditions for 14 hours
  2. customThe orange colored solution thereby produced
  3. filtrationis filtered
  4. customto remove any unreacted lanthanum acetate
  5. customis evaporated to dryness under reduced pressure at 60° C. in a rotary evaporator
  6. customto yield a solid product, which
  7. customis purified
  8. customcrystallization from chloroform-diethylether

Sources & evidence

ORD record
ord-e4eb4c5087024f3f899179e7e01dfbf1
Source dataset
uspto-grants-1997_12
Patent number
US05696240

Linked notes

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