Sodium Hydroxide → 9-amino-3,4-dihydroacridin-1(2H)-one

HRID 344790Notes

Reaction equation

HRID 344790 reaction equation
Cl.[NH2:2][C:3]1[C:4]2[C:9]([N:10]=[C:11]3[C:16]=1[C:15](=[O:17])[CH2:14][CH2:13][CH2:12]3)=[CH:8][CH:7]=[CH:6][CH:5]=2.[OH-].[Na+]>O>[NH2:2][C:3]1[C:4]2[C:9]([N:10]=[C:11]3[C:16]=1[C:15](=[O:17])[CH2:14][CH2:13][CH2:12]3)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67742987HCID 67742987, compound

Product 1

HCID 1843619-amino-3,4-dihydroacridin-1(2H)-oneYield 100.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 9-amino-3,4-dihydro-1(2H)-acridinone hydrochloride (100 g) in water (800 mL) at 80°-85° C. is basified by the addition of 50% sodium hydroxide (33.8 g) until the pH of the solution is greater than 11. The resultant slurry of product free base is aged at 60° C. for 0.5 hour, filtered and dried in vacuo to give 85.4 g of 9-amino-3,4-dihydro-1(2H)-acridinone.

Workup

  1. filtrationfiltered
  2. customdried in vacuo

Sources & evidence

ORD record
ord-ec09df077b91446ba9948d7a1afc3dd9
Source dataset
uspto-grants-1991_10
Patent number
US05053513

Reaction notes

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