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

HRID 82014

反応式

HRID 82014 の反応式
[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

参加物

3

反応物 2

HCID 7918Acetic AnhydrideHCID 2779305-Methoxyanthranilic acid

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3819c297d3444699901c9320d2b76f5d
出典データセット
uspto-grants-2014_09
特許番号
US08846709B2

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