Sodium Hydroxide → 4-(Ethylsulfonyl)benzenamine

HRID 2268771ノート

反応式

HRID 2268771 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 227954-(Ethylsulfonyl)benzenamine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-726266faa32f49eca04cf8bf01b8a877
出典データセット
uspto-grants-2001_12
特許番号
US06329366B1

反応ノート

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