HCID 18422189, compound → HCID 18422339, compound

HRID 649908Notes

Reaction equation

HRID 649908 reaction equation
[N+:1]([C:4]1[CH:24]=[CH:23][CH:22]=[CH:21][C:5]=1[NH:6][C:7]1[S:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[C:8]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17])([O-])=O.[H][H]>C(OCC)(=O)C.[C].[Pd]>[NH2:1][C:4]1[CH:24]=[CH:23][CH:22]=[CH:21][C:5]=1[NH:6][C:7]1[S:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[C:8]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

5

Reactant 2

HCID 18422189HCID 18422189, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18422339HCID 18422339, compoundYield 78.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Ethyl 2-(2-nitroanilino)benzo[b]thiophene-3-carboxylate (4.9 g) was dissolved in ethyl acetate (200 ml) and 10% palladium-carbon (0.5 g) was added. The mixture was stirred with hydrogen (60 kg/cm2) at 60° C. for 5 hr. The reaction mixture was cooled and the catalyst was filtered off. The filtrate was evaporated under reduced pressure to give ethyl 2-(2-aminoanilino)benzo[b]thiophene-3-carboxylate (3.5 g).

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe catalyst was filtered off
  3. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-aefd7d37a60141ae971d1bb960c6dc0c
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

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