Stannous Chloride → Ethyl (2-amino-6-methoxy-phenyl)-carbamate

HRID 33388

反応式

HRID 33388 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-])=O)[C:4]=1[NH:12][C:13](=[O:17])[O:14][CH2:15][CH3:16].Cl[Sn]Cl>CO>[NH2:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=1[NH:12][C:13](=[O:17])[O:14][CH2:15][CH3:16]

参加物

4

反応物 2

HCID 24479Stannous ChlorideHCID 86603972Ethyl (2-methoxy-6-nitrophenyl)carbamate

生成物 1

HCID 86603973Ethyl (2-amino-6-methoxy-phenyl)-carbamate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

25.0 g (0.104 mol) ethyl (2-methoxy-6-nitro-phenyl)-carbamate are dissolved in 400 mL methanol. 116.4 g (0.516 mol) SnCl2 2H2O are added and the mixture is refluxed for 3 hours. The reaction mixture is evaporated down, combined with sodium carbonate solution and filtered. The aqueous phase is repeatedly extracted with dichloromethane and the combined organic phases are washed with sodium chloride solution, dried and evaporated down. The residue that crystallises out on standing is stirred with isopropanol. Yield: 13.0 g (59%); mass spectroscopy: [M+H]+=211.

後処理

  1. temperaturethe mixture is refluxed for 3 hours
  2. customThe reaction mixture is evaporated down
  3. filtrationfiltered
  4. extractionThe aqueous phase is repeatedly extracted with dichloromethane
  5. washthe combined organic phases are washed with sodium chloride solution
  6. customdried
  7. customevaporated down
  8. customThe residue that crystallises out on standing

出典と根拠

ORDレコード
ord-0b62773a7e51420fbebb818a281d5476
出典データセット
uspto-grants-2008_09
特許番号
US07429583B2

関連ノート

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