Ammonium Acetate → HCID 10104952, compound

HRID 638206Notes

Reaction equation

HRID 638206 reaction equation
[C:1]([C:9]1[CH:10]=[CH:11][C:12](=[O:20])[NH:13][C:14]=1[CH:15]=[CH:16][N:17](C)C)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+]>CN(C)C=O>[C:2]1([C:1]2[N:17]=[CH:16][CH:15]=[C:14]3[C:9]=2[CH:10]=[CH:11][C:12](=[O:20])[NH:13]3)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 54059417HCID 54059417, compound

Product 1

HCID 10104952HCID 10104952, compoundYield 56.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture containing 13.4 g of 5-benzoyl-6-[2-(dimethylamino)ethenyl]-2(1H)-pyridinone, 100 ml of dimethylformamide and 12 g of ammonium acetate was heated with stirring on a steam bath for 7 hours and then concentrated on a rotary evaporator. The remaining solid residue was treated with 100 ml of water, the mixture filtered, the collected solid air-dried, recrystallized from ethanol and dried in a vacuum oven at 90°-95° C. to yield 6.3 g of 5-phenyl-1,6-naphthyridin-2(1H)-one, m.p. 261°-263° C.

Workup

  1. temperaturewas heated
  2. concentrationconcentrated on a rotary evaporator
  3. additionThe remaining solid residue was treated with 100 ml of water
  4. filtrationthe mixture filtered
  5. customthe collected solid air-dried
  6. customrecrystallized from ethanol
  7. customdried in a vacuum oven at 90°-95° C.

Sources & evidence

ORD record
ord-962a873b824649ae8a58105fc2385543
Source dataset
uspto-grants-1985_12
Patent number
US04560691

Reaction notes

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