Water → HCID 12822539, compound

HRID 127279Notes

Reaction equation

HRID 127279 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH2:8][C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1.C1(C)[C:16]([CH3:21])=[CH:17][CH:18]=[CH:19][CH:20]=1.[OH2:23]>>[N:12]1[CH:13]=[CH:14][C:9]([N:8]2[C:5](=[O:7])[CH2:6][C:16]3([CH2:17][CH2:18][CH2:19][CH2:20]3)[C:21]2=[O:23])=[CH:10][CH:11]=1

Participants

5

Reactant 4

HCID 962WaterHCID 17274-AminopyridineHCID 7237O-XyleneHCID 7918Acetic Anhydride

Product 1

HCID 12822539HCID 12822539, compound

Procedure

The starting material is prepared as follows: The mixture of 21.8 g of tetramethylenesuccinic anhydride (prepared from the diacid by refluxing with acetic anhydride), 12.1 g of 4-aminopyridine and 300 ml of xylene is refluxed on a water separator for 9 hours. The hot solution is filtered, cooled to 5° and the residue recrystallized from ethanol, to yield the 2-(4-pyridyl)-2-azaspiro[4,4]nonan-1,3-dione melting at 100°-103°.

Workup

  1. customThe starting material is prepared
  2. filtrationThe hot solution is filtered
  3. temperaturecooled to 5°
  4. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-b3aaacade8764ffc820cb3d1edd751fe
Source dataset
uspto-grants-1981_03
Patent number
US04255429

Reaction notes

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