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

HRID 127920

Reaction equation

HRID 127920 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-a885dba6cb6a4d0f9161773f58b06d57
Source dataset
uspto-grants-1981_03
Patent number
US04258049

Linked notes

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