2-nitro-6,7-dihydrobenzo[b]thiophen-4(5H)-one → 2-amino-6,7-dihydrobenzo[b]thiophen-4(5H)-one

HRID 590512Notes

Reaction equation

HRID 590512 reaction equation
[N+:1]([C:4]1[S:8][C:7]2[CH2:9][CH2:10][CH2:11][C:12](=[O:13])[C:6]=2[CH:5]=1)([O-])=O>CN(C=O)C.[Pd]>[NH2:1][C:4]1[S:8][C:7]2[CH2:9][CH2:10][CH2:11][C:12](=[O:13])[C:6]=2[CH:5]=1

Participants

4

Reactant 1

HCID 7628782-nitro-6,7-dihydrobenzo[b]thiophen-4(5H)-one

Product 1

HCID 900704802-amino-6,7-dihydrobenzo[b]thiophen-4(5H)-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

2-Nitro-6,7-dihydrobenzo[b]thiophen-4(5H)-one (3.6 g, 18.2 mmol) was dissolved in DMF (50 mL) and stirred under an atmosphere of hydrogen (300 psi) for 18 hr with 10% palladium on carbon. The mixture was filtered through celite and used directly in the next step as a solution in DMF.

Workup

  1. filtrationThe mixture was filtered through celite

Sources & evidence

ORD record
ord-90e65dbcae674d169afaea76ac05320c
Source dataset
uspto-grants-2016_01
Patent number
US09233982B2

Reaction notes

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