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6-Nitro-2,3-dihydrobenzofuran-5-amine → 2,3-Dihydrobenzofuran-5,6-diamine

HRID 629681
Notes
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Reaction equation

HRID 629681 reaction equation
[NH2:1][C:2]1[C:3]([N+:11]([O-])=O)=[CH:4][C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.[H][H]>CCO.[Pd]>[NH2:1][C:2]1[C:3]([NH2:11])=[CH:4][C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 130691876-Nitro-2,3-dihydrobenzofuran-5-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 534201162,3-Dihydrobenzofuran-5,6-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The product obtained in Step 5 (2.5 g, 13.9 mmol) and Pd/C (0.5 g) were dissolved in EtOH (50 mL), hydrogenated in a Parr hydrogenation apparatus at room temperature and a hydrogen pressure of 50 PSI for 12 h. The catalyst was removed by filtration, the ethanol solution of the product was directly used in the next step of reaction.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe ethanol solution of the product was directly used in the next step of reaction

Sources & evidence

ORD record
ord-02a7d3eeb73a4c6fbc41806e5940cffe
Source dataset
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09315513B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes