Potassium Carbonate → HCID 22506953, compound

HRID 1581485Notes

Reaction equation

HRID 1581485 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[SH:9].Cl[N:11]1[CH:16]=[CH:15][CH:14]=[C:13](Cl)[NH:12]1.[C:18](=O)([O-])[O-:19].[K+].[K+]>CC(C)=O>[Br:8][C:6]1[CH:5]=[CH:4][C:3]([S:9][C:16]2[N:11]=[N:12][C:13]([O:19][CH3:18])=[CH:14][CH:15]=2)=[C:2]([F:1])[CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 22028949HCID 22028949, compoundHCID 225069554-Bromo-2-fluorobenzene-1-thiol

Product 1

HCID 22506953HCID 22506953, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2-fluoro-4-bromothiophenol (300 mg), 2,6-dichloro-pyridazine (149 mg), potassium carbonate (400 mg) and acetone (6 mL) was prepared and refluxed for two hours. The acetone from the mixture was evaporated and the resulting residue was dissolved in a solution of methanol (3 mL) and sodium metal (166 mg). The resulting solution was refluxed for 1 hour. Evaporation of methanol afforded 3-(4-bromo-2-fluoro-phenylsulfanyl)-6-methoxy-pyridazine, which was not isolated but was immediately used in Step 2.

Workup

  1. customwas prepared
  2. temperaturerefluxed for two hours
  3. customThe acetone from the mixture was evaporated
  4. dissolutionthe resulting residue was dissolved in a solution of methanol (3 mL) and sodium metal (166 mg)
  5. temperatureThe resulting solution was refluxed for 1 hour
  6. customEvaporation of methanol

Sources & evidence

ORD record
ord-c6e11644cf75409c9a739a953b702b14
Source dataset
uspto-grants-2004_05
Patent number
US06730674B2

Reaction notes

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