Hydrochloric Acid → HCID 19800070, compound

HRID 1646881Notes

Reaction equation

HRID 1646881 reaction equation
[ClH:1].[NH2:2][C:3]1[C:4]2[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=2[S:6][C:7]=1[N+:8]([O-])=O>C(O)C.[Pd]>[ClH:1].[NH2:8][C:7]1[S:6][C:5]2[CH:11]=[CH:12][CH:13]=[CH:14][C:4]=2[C:3]=1[NH2:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 32732623-Amino-2-nitro-benzo[b]thiophene

Product 1

HCID 19800070HCID 19800070, compoundYield 101.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Fuming hydrochloric acid (1.92 ml, 24 mmol) was added to a suspension of 3-amino-2-nitrobenzo[b]thiophene (4.66 g, 24 mmol) (G. Van Zyl et al., Can. J. Chem., 44, 2283 (1966)) in 500 ml of 96% ethanol, and the mixture was hydrogenated in a Parr hydrogenation apparatus for 7 h at 40 psi and room temperature in the presence of 1 g of 5% palladium on carbon. The catalyst was filtered off under nitrogen, and the filtrate was evaporated to dryness to give 4.89 g (100%) of 2,3-diaminobenzo[b]thiophene hydrochloride, which was used in the next step without further purification.

Workup

  1. filtrationThe catalyst was filtered off under nitrogen
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-0bac824f99ea43d8993245ed79641a4e
Source dataset
uspto-grants-1993_01
Patent number
US05182279

Reaction notes

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