Sulfuric Acid → 7-Chloro-4-methyl-8-nitroisoquinoline

HRID 223145Notes

Reaction equation

HRID 223145 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:12])=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[N+:18]([O-])([O-:20])=[O:19].[K+]>>[Cl:1][C:2]1[C:11]([N+:18]([O-:20])=[O:19])=[C:10]2[C:5]([C:6]([CH3:12])=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 1118Sulfuric Acid2×HCID 24434Potassium NitrateHCID 205232237-Chloro-4-methylisoquinoline

Product 1

HCID 205232187-Chloro-4-methyl-8-nitroisoquinoline

Procedure

A mixture of 17.7 g. (0.1 mole) of 7-chloro-4-methylisoquinoline and 100 ml. of concentrated sulfuric acid is treated with 10 g. (0.1 mole) of potassium nitrate dissolved in 150 ml. of concentrated sulfuric acid. The mixture is stirred for one hour, quenched on ice, made alkaline with ammonium hydroxide and filtered to yield 7-chloro-4-methyl-8-nitroisoquinoline.

Workup

  1. additionA mixture of 17.7 g
  2. customquenched on ice
  3. filtrationfiltered

Sources & evidence

ORD record
ord-153a648d1b2f46eea8d8e5555ee8287b
Source dataset
uspto-grants-1982_10
Patent number
US04352809

Reaction notes

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