Tetrahydrofuran → 6-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

HRID 538038ノート

反応式

HRID 538038 の反応式
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].C1C[O:16][CH2:15]C1.ClC(Cl)(OC(=O)OC(Cl)(Cl)Cl)Cl>O>[CH3:12][O:11][C:8]1[CH:9]=[CH:10][C:2]2[NH:1][C:15](=[O:16])[O:5][C:4](=[O:6])[C:3]=2[CH:7]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 94429TriphosgeneHCID 2779305-Methoxyanthranilic acid

生成物 1

HCID 2944796-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione収率 96.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

To a solution of 2-amino-5-methoxy-benzoic acid (1.2 g, 7 mmol) in anhydrous THF (50 mL) triethylamine (1.0 mL, 7 mmol) was added and the mixture was cooled down to 0° C. Then triphosgene (2.0 g, 7 mmol) was added portion wise and the reaction allowed to reach room temperature and left stirring for 18 hours. 1 mL of H2O was carefully added to the mixture and the solvent was removed under reduced pressure. The residue was precipitated from H2O, affording 1.3 g of the titled compound (96% yield).

後処理

  1. customto reach room temperature
  2. waitleft
  3. customthe solvent was removed under reduced pressure
  4. customThe residue was precipitated from H2O

出典と根拠

ORDレコード
ord-7c7a062bdac74258ab0cac3740fa6835
出典データセット
uspto-grants-2014_10
特許番号
US08865704B2

反応ノート

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