Potassium Nitrate → 5-Bromo-8-nitroisoquinoline

HRID 887179Notes

Reaction equation

HRID 887179 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 recrystallization from methanol to provide the title compound (8.83 g).

Workup

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

Sources & evidence

ORD record
ord-98b88d7873f14393855130149bb6fff6
Source dataset
uspto-grants-2012_08
Patent number
US08247413B2

Reaction notes

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