Hydrochloric Acid → 9-Aminoacridine

HRID 1859212Notes

Reaction equation

HRID 1859212 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+].[CH3:21][C:22]#[N:23]>O>[CH:4]1[CH:5]=[C:21]2[C:22]([NH2:23])=[C:8]3[C:3](=[N:2][C:7]2=[CH:8][CH:3]=1)[CH:4]=[CH:5][CH:6]=[CH:7]3

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 6342Acetonitrile2×HCID 62648Ammonium Persulfate

Product 1

HCID 70199-Aminoacridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

HCl (1.0 g) was dissolved in CH3CN (50 ml). To the suspension was added aniline (0.42 g) in CH3CN (10 ml), followed by water (50 ml). The solution was stirred at room temperature for 2 hours, but the solution did not become homogeneous. The solution was heated for 1 hour and then cooled to room temperature. To the solution was added ammonium persulphate (1.2 g) in water (10 ml) and the resulting mixture was stirred for 20 hours.

Workup

  1. temperatureThe solution was heated for 1 hour
  2. temperaturecooled to room temperature
  3. stirringthe resulting mixture was stirred for 20 hours

Sources & evidence

ORD record
ord-ba1cd2267fd24709ac5ad1d66013f3a8
Source dataset
uspto-grants-2000_11
Patent number
US06153726

Reaction notes

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