2-(Carboxymethyl)-5-nitrobenzoic acid → 7-Nitroisoquinoline-1,3(2H,4H)-dione

HRID 2245277Notes

Reaction equation

HRID 2245277 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:13][C:14]([OH:16])=O)=[C:8]([CH:12]=1)[C:9](O)=[O:10])([O-:3])=[O:2].O.[NH3:18]>>[N+:1]([C:4]1[CH:12]=[C:8]2[C:7]([CH2:13][C:14](=[O:16])[NH:18][C:9]2=[O:10])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 123034522-(Carboxymethyl)-5-nitrobenzoic acidHCID 12896473Azane;hydrate

Product 1

HCID 190488247-Nitroisoquinoline-1,3(2H,4H)-dione

Conditions

Temperature
150 °C

Procedure

230 mg of 5-nitro-2-carboxymethyl-benzoic acid was placed in a 10 ml flask followed by adding 1 mL of ammonia water. The resulting mixture was heated and fluxed for 30 min to evaporate the solvent. Then the system was heated to 150° C. under reduced pressure by oil pump, after progressed for 20 min the reaction was processed as follows: the solid is dissolved with acetone and applied on silica gel column (petroleum ether: acetic ether=1:1) to obtain 7-nitro-4H-isoquinoline-1,3-dione.

Workup

  1. temperatureThe resulting mixture was heated
  2. customto evaporate the solvent
  3. waitafter progressed for 20 min
  4. dissolutionthe solid is dissolved with acetone

Sources & evidence

ORD record
ord-9cf7f6a7d4854547b67b8f51cc8fb736
Source dataset
uspto-grants-2010_03
Patent number
US07683073B2

Reaction notes

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