Acetic Anhydride → 6-methoxy-2-methyl-4H-benzo[d][1,3]oxazin-4-one

HRID 82014노트

반응식

HRID 82014 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:7]([C:8]([OH:10])=[O:9])[C:6]([NH2:12])=[CH:5][CH:4]=1.[C:13](OC(=O)C)(=O)[CH3:14]>>[CH3:13][C:14]1[O:9][C:8](=[O:10])[C:7]2[CH:11]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=2[N:12]=1

참가 물질

3

반응물 2

HCID 7918Acetic AnhydrideHCID 2779305-Methoxyanthranilic acid

생성물 1

HCID 6055556-methoxy-2-methyl-4H-benzo[d][1,3]oxazin-4-one수율 71%

실험 절차

A solution of 5-methoxyanthranilic acid (Lancaster) (41.8 g, 0.25 mol) was refluxed in acetic anhydride (230 ml) for 3.5 h before being concentrated under reduced pressure. The crude compound was then concentrated twice in the presence of toluene before being filtered and washed twice with ether to yield to the title compound (33.7 g, 71% yield) as a brown solid; LC/MS (Method D): m/z 192 [M+H]+, Rt 1.69 min.

후처리

  1. concentrationbefore being concentrated under reduced pressure
  2. concentrationThe crude compound was then concentrated twice in the presence of toluene
  3. filtrationbefore being filtered
  4. washwashed twice with ether

출처 및 근거

ORD 기록
ord-3819c297d3444699901c9320d2b76f5d
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846709B2

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