Bromhydrol → HCID 9942980, compound

HRID 985402Notes

Reaction equation

HRID 985402 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([C:12]1[CH:13]=[CH:14][C:15](=[O:18])[NH:16][N:17]=1)(=[O:11])=[O:10].[Br-].[Br-].[Br-].[Al+3]>O>[OH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([C:12]1[CH:13]=[CH:14][C:15](=[O:18])[NH:16][N:17]=1)(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 166749BromhydrolHCID 22506970HCID 22506970, compound

Product 1

HCID 9942980HCID 9942980, compoundYield 61.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 6-(2-methoxy-benzenesulfonyl)-2H-pyridazin-3-one (100 mg) and aluminum tri-bromide (2 g) was prepared and heated at 100° C. for two hours. The reaction mixture was cooled and water (10 mL) was added. The mixture was then extracted with chloroform. The organic extract was washed with water (2×10 mL), dried over anhydrous sodium sulfate and evaporated. The resulting residue was triturated with isopropyl ether and the resulting solid was collected by filtration to afford the title compound (61%, 58 mg), 1HNMR (CDCl3, 300 MHz), δ 7.0 (m, 3H), 7.6 (m, 2H), 7.8 (d, 1H).

Workup

  1. customwas prepared
  2. temperatureThe reaction mixture was cooled
  3. extractionThe mixture was then extracted with chloroform
  4. extractionThe organic extract
  5. washwas washed with water (2×10 mL)
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated
  8. customThe resulting residue was triturated with isopropyl ether
  9. filtrationthe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-5f6147d3822349919ca10b7c2db4a044
Source dataset
uspto-grants-2005_03
Patent number
US06872722B2

Reaction notes

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