Ethanol → 3-Benzoylamino-5-chloro-2-pyridone

HRID 66360노트

반응식

HRID 66360 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-])=O)[C:5](=[O:8])[NH:6][CH:7]=1.[CH2:12]([OH:14])[CH3:13]>[Pd].C(O)(=O)C>[C:12]([NH:9][C:4]1[C:5](=[O:8])[NH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)(=[O:14])[C:13]1[CH:5]=[CH:4][CH:3]=[CH:2][CH:7]=1

참가 물질

5

반응물 2

HCID 702EthanolHCID 2480485-Chloro-2-hydroxy-3-nitropyridine

생성물 1

HCID 227548073-Benzoylamino-5-chloro-2-pyridone

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

실험 절차

5-Chloro-3-nitro-2-pyridone (5.3 g.) was hydrogenated in 225 ml. of ethanol and 6 ml. of acetic acid in the presence of 0.6 g. of 5% palladium-on-carbon. The catalyst was removed by filtration and the filtrate was concentrated to dryness. The residue was dissolved in 75 ml. of pyridine, cooled in ice and treated over 15 minutes with 4.8 g. of benzoyl chloride. The ice bath and reaction mixture were allowed to warm to room temperature spontaneously. The mixture was poured onto 200 g. of ice. On dilution with 500 ml. of water an oil separated which on washing with water solidified (4 g.). The crude 3-benzoylamino-5-chloro-2-pyridone was used directly in the next step.

후처리

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated to dryness
  3. dissolutionThe residue was dissolved in 75 ml
  4. temperatureof pyridine, cooled in ice
  5. additiontreated over 15 minutes with 4.8 g
  6. customThe ice bath and reaction mixture
  7. additionThe mixture was poured onto 200 g
  8. customof water an oil separated which
  9. washon washing with water

출처 및 근거

ORD 기록
ord-a2a3f5321ff149b786150afa01585929
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04131677

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