Sodium Hydroxide → HCID 20400767, compound

HRID 1980811Notes

Reaction equation

HRID 1980811 reaction equation
[C:1]([C:3]1[C:4](=[O:17])[NH:5][C:6]2[CH2:7][CH2:8][C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[C:11]=2[CH:12]=1)#[N:2].[OH-:18].[Na+]>S(=O)(=O)(O)O>[CH:12]1[C:11]2[C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[CH2:8][CH2:7][C:6]=2[NH:5][C:4](=[O:17])[C:3]=1[C:1]([NH2:2])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20400737HCID 20400737, compound

Product 1

HCID 20400767HCID 20400767, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Heat 5.5 gm 2-cyano-5,6-dihydrobenzo[f]quinolin-3(4H)one in 50 ml of 90% sulfuric acid at 100° for 11/2 hours. Cool the reaction mixture, pour into ice water and basify the aqueous mixture with 50% sodium hydroxide to give a tan precipitate. Filter the mixture and recrystallize the solid (dimethylformamide:acetonitrile) to give the title compound.

Workup

  1. temperatureCool the reaction mixture
  2. customto give a tan precipitate
  3. filtrationFilter the mixture
  4. customrecrystallize the solid (dimethylformamide:acetonitrile)

Sources & evidence

ORD record
ord-92c4af93c1ae4321a64f32fc78c9385a
Source dataset
uspto-grants-1985_04
Patent number
US04511569

Reaction notes

Loading…