7-nitro-3,4-dihydro-2H-1,4-benzoxazin-3-one → 7-amino-3,4-dihydro-2H-1,4-benzoxazin-3-one

HRID 641943

反応式

HRID 641943 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[NH:12][C:11](=[O:13])[CH2:10][O:9][C:8]=2[CH:14]=1)([O-])=O.[H][H]>CN(C=O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[NH:12][C:11](=[O:13])[CH2:10][O:9][C:8]=2[CH:14]=1

参加物

5

反応物 2

HCID 27638307-nitro-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 27641827-amino-3,4-dihydro-2H-1,4-benzoxazin-3-one

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

Into 500 mL 3-necked round bottom flask was added a solution of 7-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one (12 g, 61.86 mmol) in DMF (150 mL). To the mixture was added Pd/C (5 g) followed by addition of hydrogen gas. The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at room temperature. The reaction progress was monitored by TLC (ethyl acetate/petroleum ether=1:1). A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator. The product was precipitated by the addition of H2O. A filtration was performed. The filter cake was washed 3 times with 300 mL of hexane. This resulted in 7.3 g (68%) of 7-amino-2H-benzo[b][1,4]oxazin-3(4H)-one as a yellow solid.

後処理

  1. customto react
  2. filtrationA filtration
  3. concentrationThe filtrate was concentrated by evaporation under vacuum
  4. customa rotary evaporator
  5. customThe product was precipitated by the addition of H2O
  6. filtrationA filtration
  7. washThe filter cake was washed 3 times with 300 mL of hexane
  8. customThis resulted in 7.3 g (68%) of 7-amino-2H-benzo[b][1,4]oxazin-3(4H)-one as a yellow solid

出典と根拠

ORDレコード
ord-7a75ea99eb954f7386661d1c4dcd07e8
出典データセット
uspto-grants-2010_04
特許番号
US07696229B2

関連ノート

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