Acetic Acid → 7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one

HRID 1381642ノート

反応式

HRID 1381642 の反応式
[N+]([C:4]1[CH:13]=[C:12]([N+:14]([O-])=O)[C:11]([F:17])=[CH:10][C:5]=1[O:6][CH2:7][C:8]#[N:9])([O-])=O.C(O)(=[O:20])C>[Fe]>[F:17][C:11]1[C:12]([NH2:14])=[CH:13][C:4]2[NH:9][C:8](=[O:20])[CH2:7][O:6][C:5]=2[CH:10]=1

参加物

4

反応物 2

HCID 176Acetic Acid2 回HCID 140535322,4-Dinitro-5-fluorophenoxyacetonitrile

生成物 1

HCID 103133897-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one収率 71.7%

試薬・触媒・溶媒 1

HCID 23925Iron触媒

実験手順

Iron powder (5.6 g) was suspended in 5% acetic acid (112 g), and a solution of 2,4-dinitro-5-fluorophenoxyacetonitrile (2.4 g) in acetic acid (48 g) was dropwise added thereto under reflux, followed by refluxing for an additional 1 hour. The reaction mixture was filtered, and the filtrate was extracted with ethyl acetate. The extract was concentrated, and the precipitated crystals were collected by filtration and washed with a mixture of hexane and ether to give 7-fluoro-6-amino-2H-1,4-benzoxazin-3-(4H)-one (1.3 g; yield, 71.7%).

後処理

  1. temperatureunder reflux
  2. temperatureby refluxing for an additional 1 hour
  3. filtrationThe reaction mixture was filtered
  4. extractionthe filtrate was extracted with ethyl acetate
  5. concentrationThe extract was concentrated
  6. filtrationthe precipitated crystals were collected by filtration
  7. washwashed with a mixture of hexane and ether

出典と根拠

ORDレコード
ord-44f7f73e1cc840abbb0f249a85da62d4
出典データセット
uspto-grants-1989_02
特許番号
US04803270

反応ノート

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