Acetic Anhydride → HCID 178432602, compound

HRID 483173Notes

Reaction equation

HRID 483173 reaction equation
C([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5](=[O:13])[CH:4]=1)=O.[C:14]([NH:17][CH2:18][C:19]([OH:21])=[O:20])(=O)[CH3:15].C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C>O>[O:13]=[C:5]1[CH2:4][C:3](=[C:18]2[C:19](=[O:20])[O:21][C:14]([CH3:15])=[N:17]2)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6]1

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 10972AcetylglycineHCID 2854772-oxo-1,2-dihydroquinoline-4-carbaldehydeHCID 517045Sodium Acetate

Product 1

HCID 178432602HCID 178432602, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

17 Grams of 4-formylcarbostyril, 18 g of N-acetylglycine, 7 g of anhydrous sodium acetate and 100 ml of acetic anhydride were heated at 110° C. to make a homogeneous solution, further the solution was refluxed for 1.5 hours. After cooled the reaction mixture, the reaction mixture was poured in a cold water and the crystals precipitated were collected by filtration. The crystals were washed with cold water, then recrystallized from ethanol-chloroform to obtain 10 g of 4-(1,2-dihydro-2-oxo-4-quinolyliden)-2-methyl-5-oxazolone.1/2-hydrate.

Workup

  1. temperaturefurther the solution was refluxed for 1.5 hours
  2. temperatureAfter cooled the reaction mixture
  3. customthe crystals precipitated
  4. filtrationwere collected by filtration
  5. washThe crystals were washed with cold water
  6. customrecrystallized from ethanol-chloroform

Sources & evidence

ORD record
ord-cd099bf5b91543b68833e0d1c3d54b33
Source dataset
uspto-grants-1986_03
Patent number
US04578381

Reaction notes

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