Sodium Hydroxide → 4-(Ethylsulfonyl)benzenamine

HRID 2268771노트

반응식

HRID 2268771 반응식
O.O.[Sn](Cl)Cl.[CH2:6]([S:8]([C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=1)(=[O:10])=[O:9])[CH3:7].[OH-].[Na+]>C(O)C>[CH2:6]([S:8]([C:11]1[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=1)(=[O:10])=[O:9])[CH3:7]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 24591461-(ethylsulfonyl)-4-nitrobenzene

생성물 1

HCID 227954-(Ethylsulfonyl)benzenamine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Tin (II) chloride dihydrate (51.89 g, 0.230 mol) was added to 1-(ethylsulfonyl)-4-nitrobenzene (10 g, 0.046 mol) in ethanol (250 ml) then heated under reflux for 16 h. The mixture was cooled to room temperature and treated with aqueous sodium hydroxide (2N, 100 ml). The product was then extracted into ethyl acetate (3×150 ml). The organic extracts were combined, dried (MgSO4) and concentrated in vacuo. The residue was then purified by chromatography column over silica (50% ethyl acetate/50% petroleum ether) to afford 4-(ethylsulfonyl)-benzene amine. δ(1H NMR, DMSO, ppm): 1.00 (3H, t), 2.95 (2H, q), 5.95 (2H, s), 6.55 (2H, d), 7.35(2H, d).

후처리

  1. temperaturethen heated
  2. temperatureunder reflux for 16 h
  3. extractionThe product was then extracted into ethyl acetate (3×150 ml)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe residue was then purified by chromatography column over silica (50% ethyl acetate/50% petroleum ether)

출처 및 근거

ORD 기록
ord-726266faa32f49eca04cf8bf01b8a877
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329366B1

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