NBD-Cl → 7-Chloro-2,1,3-benzoxadiazol-4-amine

HRID 966901

反応式

HRID 966901 の反応式
[Cl:1][C:2]1[C:7]2=[N:8][O:9][N:10]=[C:6]2[C:5]([N+:11]([O-])=O)=[CH:4][CH:3]=1>CC(O)=O.CCOC(C)=O.O.[Fe]>[NH2:11][C:5]1[C:6]2[C:7](=[N:8][O:9][N:10]=2)[C:2]([Cl:1])=[CH:3][CH:4]=1

参加物

6

反応物 1

HCID 25043NBD-Cl

生成物 1

HCID 218751677-Chloro-2,1,3-benzoxadiazol-4-amine収率 94%

試薬・触媒・溶媒 4

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A solution of 1.0 g (5.02 mmol) of 4-chloro-7-nitrobenzofurazan in 20 mL AcOH, 10 mL EtOAc and 2 mL H2O was heated at 50° C. and treated with iron powder (1.4 g, 251 mmol). The mixture was heated at 80° C. for 30 min and then allowed to cool to rt. The mixture was filtered through Celite eluting with EtOAc. The filtrate was washed with sat. aq. NaHCO3, dried over MgSO4, and concentrated under reduced pressure to give compound 258A (0.80 g, 94%) as a red solid.

後処理

  1. temperatureto cool to rt
  2. filtrationThe mixture was filtered through Celite
  3. washeluting with EtOAc
  4. washThe filtrate was washed with sat. aq. NaHCO3
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-26a2fc2eb88d4fbca4c90a503bb6f641
出典データセット
uspto-grants-2005_10
特許番号
US06953679B2

関連ノート

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