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

HRID 1281767노트

반응식

HRID 1281767 반응식
[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]

참가 물질

5

반응물 2

HCID 18422317Ethyl 2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carboxylateHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-abbbe6be5c2544dba8439acd6cc7da9f
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06455521B1

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