Benzyl-(2-chloro-3-nitro-6-trifluoromethyl-pyridin-4-yl)-amine → N4-Benzyl-2-chloro-6-trifluoromethyl-pyridine-3,4-diamine

HRID 639619노트

반응식

HRID 639619 반응식
[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[N:12]=[C:11]([Cl:19])[C:10]=1[N+:20]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CC(O)=O.O.[Fe]>[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([C:15]([F:18])([F:16])[F:17])[N:12]=[C:11]([Cl:19])[C:10]=1[NH2:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 1

HCID 86614472Benzyl-(2-chloro-3-nitro-6-trifluoromethyl-pyridin-4-yl)-amine

생성물 1

HCID 86614471N4-Benzyl-2-chloro-6-trifluoromethyl-pyridine-3,4-diamine수율 100,764.102%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

Benzyl-(2-chloro-3-nitro-6-trifluoromethyl-pyridine-4-yl)-amine (345 mg, 1.0 mmol) was dissolved in a mixture of AcOH (18 ml) and water (2 ml). Fe powder (349 mg, 6.2 mmol) was added and the mixture was vigorously stirred at room temperature for 24 h. The reaction mixture was concentrated in vacuo and the residue was diluted with EtOAc (10 ml) and water (10 ml). The mixture was filtered through celite, washing through with EtOAc (20 ml). The layers were separated and the organic layer was washed with sat. NaHCO3 (aq) (2×10 ml) and brine (10 ml), dried over MgSO4 and concentrated in vacuo to give the title compound (304 g) as a pale yellow solid.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionthe residue was diluted with EtOAc (10 ml) and water (10 ml)
  3. filtrationThe mixture was filtered through celite
  4. washwashing through with EtOAc (20 ml)
  5. customThe layers were separated
  6. washthe organic layer was washed with sat. NaHCO3 (aq) (2×10 ml) and brine (10 ml)
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a7fde78db8554c5db0557ec9b6f396e9
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691877B2

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