4-Aminopyridine → HCID 12822543, compound

HRID 127283Notes

Reaction equation

HRID 127283 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][C:13](=[O:15])[O:12][C:10]2=O)=[CH:5][CH:4]=1.[NH2:16][C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1.C1(C)C(C)=CC=CC=1>O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:14][C:13](=[O:15])[N:16]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)[C:10]2=[O:12])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 17274-AminopyridineHCID 7237O-XyleneHCID 144728493-(4-Methoxy-phenyl)-dihydro-furan-2,5-dione

Product 1

HCID 12822543HCID 12822543, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting material is prepared as follows: The mixture of 57.9 g of 2-(p-methoxyphenyl)-succinic anhydride, 26.3 g of 4- aminopyridine and 500 ml of xylene is refluxed on a water separator while stirring for 6.5 hours. The hot solution is decanted off, cooled, filtered and the residue recrystallized from ethanol, to yield the 3-(p-methoxyphenyl)-1-(4-pyridyl)-pyrrolidin-2,5-dione melting at 179°-180°; its 3,4-dimethoxy-analog melts at 172°-174°.

Workup

  1. customThe starting material is prepared
  2. customThe hot solution is decanted off
  3. temperaturecooled
  4. filtrationfiltered
  5. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-136d7513cdc94deebb4a0c131ee16a9d
Source dataset
uspto-grants-1981_03
Patent number
US04255429

Reaction notes

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