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

HRID 1281767ノート

反応式

HRID 1281767 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:23]([O-])=O)=[C:6]([CH:22]=1)[NH:7][C:8]1[S:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[C:9]=1[C:17]([O:19][CH2:20][CH3:21])=[O:18].[H][H]>C(OCC)(=O)C.[C].[Pd]>[NH2:23][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:22][C:6]=1[NH:7][C:8]1[S:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[C:9]=1[C:17]([O:19][CH2:20][CH3:21])=[O:18]

参加物

5

反応物 2

HCID 18422317Ethyl 2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 18422159Ethyl 2-(2-amino-5-fluoroanilino)benzo[b]thiophene-3-carboxylate収率 52.7%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 8857Ethyl Acetate溶媒

実験手順

Ethyl 2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carboxylate (50.7 g) was dissolved in ethyl acetate (1000 ml) and 10% palladium-carbon (8.0 g) was added. The mixture was stirred with hydrogen (60 kg/cm2) at 55° C. for 5 hr. The reaction mixture was cooled and the catalyst was filtered off. The filtrate was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (chloroform) to give ethyl 2-(2-amino-5-fluoroanilino)benzo[b]thiophene-3-carboxylate (24.5 g).

後処理

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe catalyst was filtered off
  3. customThe filtrate was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (chloroform)

出典と根拠

ORDレコード
ord-abbbe6be5c2544dba8439acd6cc7da9f
出典データセット
uspto-grants-2002_09
特許番号
US06455521B1

反応ノート

読み込み中…