Nitric Acid → HCID 85856638, compound

HRID 1394184Notes

Reaction equation

HRID 1394184 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][NH:2]1.S(=O)(=O)(O)O.[N+:15]([O-:18])([OH:17])=[O:16]>>[N+:15]([O-:18])([OH:17])=[O:16].[N+:15]([C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[CH2:3][NH:2][CH2:1]2)([O-:17])=[O:16]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 422478Isoindoline

Product 1

HCID 85856638HCID 85856638, compoundYield 46%

Procedure

Isoindoline (4 g, 33.1 mmol) was added to 95%. sulphuric acid, the reaction was treated carefully with fuming nitric acid (2.2 ml) at 0° C. and stirred for 1 hour, then the mixture was poured onto ice and the resulting precipitate was collected by filtration and dried in vacuo to afford the title compound (4.1 g, 46%); 1H NMR (DMSO-d6) 8.35 (1H, s), 8.35 (1H, d, 8.4 Hz), 7.70 (1H, d, 8.4 Hz), 4.64 (4H, s).

Workup

  1. additionthe mixture was poured onto ice
  2. filtrationthe resulting precipitate was collected by filtration
  3. customdried in vacuo

Sources & evidence

ORD record
ord-aacbda5ec27b494aa73e67d9f369c293
Source dataset
uspto-grants-2008_03
Patent number
US07348339B2

Reaction notes

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