Acetic Anhydride → HCID 136199666, compound

HRID 1421953Notes

Reaction equation

HRID 1421953 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:12]3[CH:13]=[N+:14]([O-])[CH:15]=[CH:16][CH:17]=3)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OC(=O)C)(=[O:21])C>>[O:21]=[C:13]1[C:12]([C:9]2[S:10][CH:11]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:8]=2)=[CH:17][CH:16]=[CH:15][NH:14]1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 187071743-(4-phenylthiazol-2-yl)pyridine-N-oxide

Product 1

HCID 136199666HCID 136199666, compound

Procedure

In 25 ml of acetic anhydride was dissolved 2.8 g of 3-(4-phenylthiazol-2-yl)pyridine-N-oxide. The solution was refluxed for 6 hours with heating. The solvent was removed by distillation. The residue was treated with ammonia water and extracted with dichloromethane. The extract was water-washed, dried and subjected to solvent removal by distillation. The residue was mixed with a small amount of dichloromethane. The resulting crystals were collected by filtration and recrystallized from methanol to obtain 60 mg of 2-(2-oxopyridin-3-yl)4-phenylthiazole as light brown plate crystals.

Workup

  1. temperatureThe solution was refluxed for 6 hours
  2. temperaturewith heating
  3. customThe solvent was removed by distillation
  4. additionThe residue was treated with ammonia water
  5. extractionextracted with dichloromethane
  6. washwashed
  7. customdried
  8. customsubjected to solvent removal by distillation
  9. additionThe residue was mixed with a small amount of dichloromethane
  10. filtrationThe resulting crystals were collected by filtration
  11. customrecrystallized from methanol

Sources & evidence

ORD record
ord-ccc13fafc5fe424b94a25029bc740627
Source dataset
uspto-grants-2000_06
Patent number
US06080764

Reaction notes

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