Water → HCID 22750088, compound

HRID 2164047Notes

Reaction equation

HRID 2164047 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].O.[C:7]([C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([O:20][CH2:21][CH3:22])=[N:12][CH:11]=1)([OH:9])=[O:8]>S(=O)(=O)(O)O>[C:7]([C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][C:18]=2[N+:1]([O-:4])=[O:2])[C:13]([O:20][CH2:21][CH3:22])=[N:12][CH:11]=1)([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 24434Potassium NitrateHCID 22750108HCID 22750108, compound

Product 1

HCID 22750088HCID 22750088, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

A solution of potassium nitrate (34.9 g) in sulphuric acid (density 1.83; 280 cc) is added dropwise to a solution, stirred and cooled by iced water, of 4-carboxy-1-ethoxyisoquinoline (69.5 g) in sulphuric acid (density 1.83; 420 cc), whilst keeping the temperature below 20° C. The reactants are kept in contact for 16 hours at a temperature of about 20° C. and the reaction solution is then poured onto crushed ice (7 kg). The fine yellow crystals which precipitate are filtered off and then washed with water until a neutral filtrate is obtained. After drying, crude 4-carboxy-1-ethoxy-5-nitroisoquinoline (84.5 g) is obtained.

Workup

  1. customthe temperature below 20° C
  2. additionthe reaction solution is then poured
  3. filtrationThe fine yellow crystals which precipitate are filtered off
  4. washwashed with water until a neutral filtrate
  5. customis obtained
  6. customAfter drying

Sources & evidence

ORD record
ord-66480a2f37cf464fa82f5d8845916fab
Source dataset
uspto-grants-1979_01
Patent number
US04137315

Reaction notes

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