Reaction #465938

ord-49056de4ad264aea8378e2cf8f8cc990

Reaction equation

O=C1Nc2ccccc2C1=O
isatin
Cl
HCl
→
c1ccc2nc3ccccc3cc2c1
acridine acid

Reactants

O=C1Nc2ccccc2C1=O
isatin
—
ice
Cl
HCl

Reagents

None

Solvents

[K+].[OH-]
KOH
O
water

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe dark green mixture was cooled
  2. 2
    WashThe solid was washed with water
  3. 3
    Otherair-dried

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/5 M 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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06296787B1uspto-grants-2001_10