Potassium Nitrate → 5-Bromo-8-nitroisoquinoline

HRID 1791280Notes

Reaction equation

HRID 1791280 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2.[N+:12]([O-])([O-:14])=[O:13].[K+]>[OH-].[NH4+]>[Br:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 7364875-Bromoisoquinoline

Product 1

HCID 8169835-Bromo-8-nitroisoquinoline

Reagents, catalysts & solvents 1

HCID 14923Ammonium HydroxideSolvent

Procedure

The diethyl ether solution from Example 57A was treated with potassium nitrate (10.1 g, 100 mmol). After stirring for one hour, The mixture was poured onto ice and neutralized with concentrated ammonium hydroxide (˜300 ml). The crude product was collected by filtration, dried, and recrystalization from methanol to provide the title compound (8.83 g).

Workup

  1. filtrationThe crude product was collected by filtration
  2. customdried
  3. customrecrystalization from methanol

Sources & evidence

ORD record
ord-e82ad2e910d1448f86a850a6cac03894
Source dataset
uspto-grants-2006_07
Patent number
US07074805B2

Reaction notes

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