Water → 6-amino-4-propargyl-2H-1,4-benzoxazin-3(4H)-one

HRID 235586ノート

反応式

HRID 235586 の反応式
[H-].[Na+].[NH2:3][C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH2:11][C:10](=[O:13])[NH:9][C:8]=2[CH:14]=1.[CH2:15](Cl)[C:16]#[CH:17].O>CN(C)C=O>[NH2:3][C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH2:11][C:10](=[O:13])[N:9]([CH2:17][C:16]#[CH:15])[C:8]=2[CH:14]=1

参加物

6

反応物 4

HCID 962WaterHCID 122213-Chloro-1-propyneHCID 24758Sodium hydrideHCID 27636816-amino-3,4-dihydro-2H-1,4-benzoxazin-3-one

生成物 1

HCID 136490056-amino-4-propargyl-2H-1,4-benzoxazin-3(4H)-one収率 58.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

Sodium hydride (0.08 g) was suspended in dry N,N-dimethylformamide (3 ml), and the suspension was cooled to 0° C. While stirring, 6-amino-2H-1,4-benzoxazin-3(4H)-one (0.5 g) was portionwise added to the suspension at 0° C., and the resultant mixture was stirred at the same tempeature for 30 minutes. To the mixture, propargyl chloride (0.25 g) was dropwise added, and the mixture was stirred at room temperature for 6 hours. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The extract was washed with water, dried and concentrated to give 6-amino-4-(2-propynyl)-2H-1,4-benzoxazin-3(4H)-one (0.36 g). m.p., 260.1° C.

後処理

  1. stirringthe mixture was stirred at room temperature for 6 hours
  2. extractionwas then extracted with ethyl acetate
  3. washThe extract was washed with water
  4. customdried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-ce73d69614134d8da3484c2afa87b6a0
出典データセット
uspto-grants-1987_02
特許番号
US04640707

反応ノート

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