Sulfuric Acid → HCID 18506076, compound

HRID 1357371Notes

Reaction equation

HRID 1357371 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[O:4][C:5]1[CH:6]=[C:7](C#N)[C:8](=[CH:11][CH:12]=1)[C:9]#[N:10].S(=O)(=O)(O)[OH:20].[C:24](=[O:27])([O-])O.[Na+]>O>[NH2:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:8](=[CH:11][CH:12]=1)[C:9](=[O:20])[NH:10][C:24]2=[O:27]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 18506202HCID 18506202, compound

Product 1

HCID 18506076HCID 18506076, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(2-Aminophenoxy)phthalonitrile (1.55 g, 6.6 mmol) was stirred with conc. sulphuric acid (9 ml) at room temperature for 15 hours. The mixture was purred into crushed ice and the pH was adjusted to 10 with diluted sodium hydrogencarbonate in water. The mixture was left for the weekend at room temperature. The resulting precipitate was filtered off and washed twice with water (2×50 ml). The crystals were dried to give yellow crystals of 5-(2-aminophenoxy)isoindole-1,3dione) (yield: 1.41 g (84%)). Mp: 211.6-211.9° C.

Workup

  1. custominto crushed ice
  2. waitThe mixture was left for the weekend at room temperature
  3. filtrationThe resulting precipitate was filtered off
  4. washwashed twice with water (2×50 ml)
  5. customThe crystals were dried

Sources & evidence

ORD record
ord-73e5f308f7f34d218d270ffea72d3bc5
Source dataset
uspto-grants-2003_07
Patent number
US06590118B1

Reaction notes

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