4-Aminopyridine → HCID 12701049, compound

HRID 127271Notes

Reaction equation

HRID 127271 reaction equation
[C:1]1(=[O:7])O[C:4](=[O:5])[CH2:3][CH2:2]1.[NH2:8][C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1>C1(C)C(C)=CC=CC=1>[N:12]1[CH:13]=[CH:14][C:9]([N:8]2[C:4](=[O:5])[CH2:3][CH2:2][C:1]2=[O:7])=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 17274-AminopyridineHCID 7922Succinic anhydride

Product 1

HCID 12701049HCID 12701049, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

The starting material is prepared as follows: The mixture of 20 g of succinic anhydride, 19 g of 4-amino-pyridine, and 450 ml of xylene is refluxed for 24 hours with stirring. It is allowed to cool to room temperature and the solids are collected. They are extracted 3 times with 200 ml of methylene chloride at reflux and the combined extracts are evaporated and the residue recrystallized from ethanol, to yield the 1-(4-pyridyl)-pyrrolidin-2,5-dione.

Workup

  1. customThe starting material is prepared
  2. temperatureis refluxed for 24 hours
  3. customthe solids are collected
  4. extractionThey are extracted 3 times with 200 ml of methylene chloride
  5. temperatureat reflux
  6. customthe combined extracts are evaporated
  7. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-0290b300cc2045c0ab74a28e2e59b206
Source dataset
uspto-grants-1981_03
Patent number
US04255429

Reaction notes

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