8-Chloro-5-nitroisoquinoline → 8-Chloroisoquinolin-5-amine

HRID 1175750Notes

Reaction equation

HRID 1175750 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-])=O)=[C:6]2[C:11]=1[CH:10]=[N:9][CH:8]=[CH:7]2>C(O)(=O)C.[Zn]>[Cl:1][C:2]1[C:11]2[CH:10]=[N:9][CH:8]=[CH:7][C:6]=2[C:5]([NH2:12])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 534208768-Chloro-5-nitroisoquinoline

Product 1

HCID 534211578-Chloroisoquinolin-5-amine

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 8-chloro-5-nitroisoquinoline (1 mmol) in acetic acid, zinc dust (10 mmol) was added. Reaction mixture was refluxed for 5 hours. Reaction mixture was cooled to room temperature and filtered through celite bed. Filtrate was concentrated under vacuum to afford the desired compound.

Workup

  1. customReaction mixture
  2. temperaturewas refluxed for 5 hours
  3. customReaction mixture
  4. filtrationfiltered through celite bed
  5. concentrationFiltrate was concentrated under vacuum

Sources & evidence

ORD record
ord-ce7f29b1c3ea42e29db03bdd0479b84f
Source dataset
uspto-grants-2010_11
Patent number
US07842703B2

Reaction notes

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