Nitric Acid → HCID 57753207, compound

HRID 225686Notes

Reaction equation

HRID 225686 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[C:11](=[O:15])[NH:10][C:9]2=[O:16]>OS(O)(=O)=O.O=S(=O)=O>[F:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][C:14]=1[N+:1]([O-:4])=[O:2])[C:11](=[O:15])[NH:10][C:9]2=[O:16]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 108990385-Fluoroisoindoline-1,3-dione

Product 1

HCID 57753207HCID 57753207, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 24681Fuming sulfuric acidSolvent

Procedure

To 753 mmol fuming nitric acid at 0° C. was added dropwise 150 ml 20% oleum. 150.6 mmol 5-fluoro-isoindole-1,3-dione was then added portionwise and the resulting suspension was allowed to warm to room temperature over 4 hours and then stirred for a further 16 h at room temperature and finally was heated at 50° C. for 3 h. The reaction mixture was poured onto ice and the resulting mixture was filtered and the filter cake dried in vacuo to afford the title compound as a yellow solid (68% yield). MS (m/e): 209.1 ([M−H]−, 100%).

Workup

  1. temperaturefinally was heated at 50° C. for 3 h
  2. additionThe reaction mixture was poured onto ice
  3. filtrationthe resulting mixture was filtered
  4. customthe filter cake dried in vacuo

Sources & evidence

ORD record
ord-ed728841202543b4a9281bf872b1a6ee
Source dataset
uspto-grants-2009_07
Patent number
US07557114B2

Reaction notes

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