Hydrochloric Acid → Acridine

HRID 369525

Reaction equation

HRID 369525 reaction equation
[NH:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=O)[C:2]1=O.Cl>[OH-].[K+].O>[CH:4]1[CH:2]=[C:2]2[CH:4]=[C:6]3[C:11](=[N:1][C:8]2=[CH:7][CH:6]=1)[CH:10]=[CH:9][CH:8]=[CH:7]3

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 7054Isatin

Product 1

HCID 9215Acridine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14797Potassium HydroxideSolvent

Procedure

The isatin product was refluxed in 110 mL of 10% KOH solution in water over night. The dark green mixture was cooled and acidified with 400 mL of 1:1 ice/5M HCl. The solid was washed with water and air-dried yielding the acridine acid. 1H NMR (DMSO-d6) δ 7.81-7.94 (m, 4H), 8.31-8.36 (m, 2H).

Workup

  1. temperatureThe dark green mixture was cooled
  2. washThe solid was washed with water
  3. customair-dried

Sources & evidence

ORD record
ord-5c84b6e6fadf4bc3a55ced04ab90b4ed
Source dataset
uspto-grants-2000_10
Patent number
US06139782

Linked notes

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