Potassium Nitrate → 7-Nitro-3,4-dihydroisoquinolin-1(2H)-one

HRID 1450273Notes

Reaction equation

HRID 1450273 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].[C:6]1(=[O:16])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8][NH:7]1>S(=O)(=O)(O)O>[N+:1]([C:13]1[CH:14]=[C:15]2[C:10]([CH2:9][CH2:8][NH:7][C:6]2=[O:16])=[CH:11][CH:12]=1)([O-:4])=[O:2]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 1508963,4-dihydroisoquinolin-1(2H)-one

Product 1

HCID 131528427-Nitro-3,4-dihydroisoquinolin-1(2H)-oneYield 76%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a cold solution consisting of potassium nitrate (8.2 g, 81.6 mmol) in sulfuric acid (40 mL) was added 1,2,3,4-tetrahydroisoquinolin-1-one (10 g, 68mmol) dropwise over a period of five minutes. The reaction mixture was stirred overnight at room temperature and then poured into ice. The solution was filtered. After washing with water several times, the solid was dried to yield the title compound (9.85 g, 76%).

Workup

  1. additionpoured into ice
  2. filtrationThe solution was filtered
  3. washAfter washing with water several times
  4. customthe solid was dried

Sources & evidence

ORD record
ord-baa332c1bed846e78c6fcc12f7e64da8
Source dataset
uspto-grants-1997_02
Patent number
US05602145

Reaction notes

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