Sodium Acetate → 2,6-Dibromo-4-methylbenzaldehyde (2-fluorophenyl)hydrazone

HRID 418782

반응식

HRID 418782 반응식
[Br:1][C:2]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([Br:11])[C:3]=1[CH:4]=O.Cl.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20][NH2:21].C([O-])(=O)C.[Na+]>CO>[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20][N:21]=[CH:4][C:3]1[C:2]([Br:1])=[CH:9][C:8]([CH3:10])=[CH:7][C:6]=1[Br:11]

참가 물질

5

반응물 3

HCID 517045Sodium AcetateHCID 2723910Hydrazine, (2-fluorophenyl)-, hydrochloride (1:1)HCID 129827482,6-Dibromo-4-methylbenzaldehyde

생성물 1

HCID 666488172,6-Dibromo-4-methylbenzaldehyde (2-fluorophenyl)hydrazone

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2,6-Dibromo-4-methylbenzaldehyde (600 g, 2.16 mmol), (2-fluorophenyl)hydrazine hydrochloride (351 mg, 2.16 mmol) and sodium acetate (180 mg, 2.19 mmol) were heated in methanol (15 mL) under reflux for 2 hours. The methanol was evaporated and the residue partitioned between dichloromethane (30 mL) and aqueous brine (30 mL). The organic phase was separated, combined with additional dichloromethane extracts (2×15 mL), washed with aqueous sodium bicarbonate (2×15 mL), passed through a hydrophobic frit and evaporated to the title compound (767 mg).

후처리

  1. temperatureunder reflux for 2 hours
  2. customThe methanol was evaporated
  3. customthe residue partitioned between dichloromethane (30 mL) and aqueous brine (30 mL)
  4. customThe organic phase was separated
  5. washwashed with aqueous sodium bicarbonate (2×15 mL)
  6. customevaporated to the title compound (767 mg)

출처 및 근거

ORD 기록
ord-ab513c41dbb045889368f01cd92e690b
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093281B2

연결된 노트

불러오는 중…