Potassium hydroxy sulfite → HCID 59676095, compound

HRID 2357181Notes

Reaction equation

HRID 2357181 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH3:16])[C:11]1[C:10]3[CH:17]=[CH:18][CH:19]=[CH:20][C:9]=3S[CH2:7][C:6]2=1.O[O:22][S:23]([O-:25])=O.[K+]>CO.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH3:16])[C:11]1[C:10]3[CH:17]=[CH:18][CH:19]=[CH:20][C:9]=3[S:23](=[O:25])(=[O:22])[CH2:7][C:6]2=1

Participants

5

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 44411728HCID 44411728, compound

Product 1

HCID 59676095HCID 59676095, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 8-methoxy-11-methyl-6,11-dihydro-5-thia-11-aza-benzo[a]fluorene in MeOH (3 mL) and H2O (5 mL) was added OXONE (1.68 g, 2.74 mmol). The reaction mixture was stirred overnight at 25° C. The solvent was removed in vacuo and the residue was then partitioned between saturated NaHCO3 aqueous solution and CH2Cl2, the aqueous layer was extracted with CH2Cl2 and the organic layers were dried and concentrated to yield crude product. The crude product was then purified by flash chromatography to yield the title compound as a white solid.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was then partitioned between saturated NaHCO3 aqueous solution and CH2Cl2
  3. extractionthe aqueous layer was extracted with CH2Cl2
  4. customthe organic layers were dried
  5. concentrationconcentrated
  6. customto yield crude product
  7. customThe crude product was then purified by flash chromatography

Sources & evidence

ORD record
ord-90a9911030a74816a291c85cfb628714
Source dataset
uspto-grants-2010_07
Patent number
US07759498B2

Reaction notes

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