Water → Ethyl 2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carboxylate

HRID 649894

反応式

HRID 649894 の反応式
[NH2:1][C:2]1[S:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12].F[C:17]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=1[N+:24]([O-:26])=[O:25].C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[F:23][C:21]1[CH:20]=[CH:19][C:18]([N+:24]([O-:26])=[O:25])=[C:17]([CH:22]=1)[NH:1][C:2]1[S:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 679672,4-DifluoronitrobenzeneHCID 699464Ethyl 2-amino-1-benzothiophene-3-carboxylate

生成物 1

HCID 18422317Ethyl 2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carboxylate収率 44.9%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

Ethyl 2-aminobenzo[b]thiophene-3-carboxylate (69.3 g) and 2,4-difluoronitrobenzene (50 g) were dissolved in dimethyl sulfoxide (550 ml) and heated to 50° C. Thereto was added potassium carbonate (63 g) and the mixture was stirred at 100° C. for 70 min. After cooling, the reaction mixture was allowed to cool to 70° C. and poured into water (2.5 L). The reaction mixture was allowed to stand still, and filtered. The filtrated orange crystals were washed with ethyl acetate to give ethyl 2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carboxylate (50.7 g).

後処理

  1. temperatureAfter cooling
  2. temperatureto cool to 70° C.
  3. filtrationfiltered
  4. washThe filtrated orange crystals were washed with ethyl acetate

出典と根拠

ORDレコード
ord-81c6691c52ce497596d581f65bc3fe64
出典データセット
uspto-grants-2001_08
特許番号
US06271225B1

関連ノート

読み込み中…