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

HRID 1381642노트

반응식

HRID 1381642 반응식
[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

참가 물질

4

반응물 2

HCID 176Acetic Acid2회HCID 140535322,4-Dinitro-5-fluorophenoxyacetonitrile

생성물 1

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

시약·촉매·용매 1

HCID 23925Iron촉매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-44f7f73e1cc840abbb0f249a85da62d4
출처 데이터셋
uspto-grants-1989_02
특허 번호
US04803270

반응 노트

불러오는 중…