Methanol → HCID 178504887, compound

HRID 1977227Notes

Reaction equation

HRID 1977227 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:22])[C:7]3[C:15](=[O:16])[N:14]([CH2:17][CH2:18]SC)[N:13]=[C:12]([OH:21])[C:8]=3[NH:9][C:10]=2[CH:11]=1.O[O:24][S:25]([O-:27])=O.[K+].[CH3:29]O>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:22])[C:7]3[C:15](=[O:16])[N:14]([CH2:17][CH2:18][S:25]([CH3:29])(=[O:27])=[O:24])[N:13]=[C:12]([OH:21])[C:8]=3[NH:9][C:10]=2[CH:11]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 23707502Potassium hydroxy sulfiteHCID 178503807HCID 178503807, compound

Product 1

HCID 178504887HCID 178504887, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 7-Chloro-4-hydroxy-2-(2-methylthioethyl)-1,2,5,10-tetrahydropyridazino[4,5-b]quinoline-1,10-dione (0.11 g, 0.33 mM) in methanol (5 mL) stirred at room temperature, was added OXONE, a monopersulfate compound (250 mg, 1.0 mM) dissolved in water (1 mL). The resulting mixture was stirred at room temperature for 17 hours. Water (10 mL) was added and the reaction mixture was filtered. The crude product was again stirred with warm water to completely remove the oxidant. Filtration and vacuum drying yielded the product analytically pure as a white solid. Isolated 95 mg, 75%.

Workup

  1. filtrationthe reaction mixture was filtered
  2. stirringThe crude product was again stirred with warm water
  3. customto completely remove the oxidant
  4. filtrationFiltration and vacuum
  5. customdrying
  6. customyielded the product analytically pure as a white solid
  7. customIsolated 95 mg, 75%

Sources & evidence

ORD record
ord-15dea55cac9d44d6b0e6b81a57088746
Source dataset
uspto-grants-2001_05
Patent number
US06232313B1

Reaction notes

Loading…