Hydrochloric Acid → HCID 9943009, compound

HRID 985395Notes

Reaction equation

HRID 985395 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([C:11]1[N:12]=[N:13][C:14]([O:17]C)=[CH:15][CH:16]=1)(=[O:10])=[O:9].Cl.[OH-].[Na+]>O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([C:11]1[CH:16]=[CH:15][C:14](=[O:17])[NH:13][N:12]=1)(=[O:9])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11521858HCID 11521858, compound

Product 1

HCID 9943009HCID 9943009, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-(2-fluoro-benzenesulfonyl)-6-methoxy-pyridazine (200 mg) and concentrated hydrochloric acid (2 mL) was prepared and refluxed for one hour. The reaction mixture was cooled and diluted with water (20 mL). Sufficient 40% aqueous sodium hydroxide was then added to adjust the pH of the mixture to 3 and the mixture was extracted with ethyl acetate (2×20 mL). The ethyl acetate extract portions were collected and combined, dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated to obtain the title compound as a white solid (45%, 80 mg), mp, 173-176° C.; NMR, 7.06 (d, 1H), 7.23 (m, 1H), 7.3 (m, 1H), 7.89 (d, 1H), 8.02 (m, 2H) and 11.66 (s, 1H).

Workup

  1. customwas prepared
  2. temperaturerefluxed for one hour
  3. temperatureThe reaction mixture was cooled
  4. extractionthe mixture was extracted with ethyl acetate (2×20 mL)
  5. extractionThe ethyl acetate extract portions
  6. customwere collected
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-e95015adb2ae4c2681dc73b8c3ab3c08
Source dataset
uspto-grants-2005_03
Patent number
US06872722B2

Reaction notes

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