Ammonium Hydroxide → 4-Bromo-5-nitroisoquinoline

HRID 430615

Reaction equation

HRID 430615 reaction equation
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4][CH:3]=1.[N+:12]([O-])([O-:14])=[O:13].[K+].[OH-].[NH4+]>S(=O)(=O)(O)O>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[N+:12]([O-:14])=[O:13])[CH:5]=[N:4][CH:3]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 24434Potassium NitrateHCID 737434-Bromoisoquinoline

Product 1

HCID 2712804-Bromo-5-nitroisoquinoline

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

Add 11 g of 4-bromoisoquinoline to 45 ml of sulphuric acid, followed, dropwise, by a solution of 9.1 g of potassium nitrate in 45 ml of sulphuric acid whilst cooling in an ice-bath. The reaction mixture is stirred at room temperature for 2 hours 30, before being poured onto ice. After the resulting solution has been rendered basic with ammonium hydroxide, the crystals are filtered off, washed and dried to yield the expected product.

Workup

  1. additionbefore being poured onto ice
  2. filtrationthe crystals are filtered off
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-b2b2a7b55cf246a59559dfaa0a888bd2
Source dataset
uspto-grants-2001_11
Patent number
US06323217B2

Linked notes

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