Sulfuryl chloride → HCID 57647079, compound

HRID 2370724Notes

Reaction equation

HRID 2370724 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N:7][CH:6]=[CH:5]2.S(Cl)([Cl:15])(=O)=O>>[Cl:15][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([F:1])[CH:3]=2)[CH:8]=[N:7][CH:6]=1

Participants

3

Reactant 2

HCID 24648Sulfuryl chlorideHCID 218898476-Fluoroisoquinoline

Product 1

HCID 57647079HCID 57647079, compound

Procedure

A solution of 1.5 g 6-fluoro-isoquinoline (5) in 4.5 ml sulfuryl chloride was heated to 60° C. in a microwave reactor (CEM Discovery) for 8 h. After cooling to room temperature the mixture was poured on ice and extracted three times with CHCl3. After drying over Na2SO4 the solvent was distilled off and the crude product was purified by flash chromatography to yield 930 mg of 9. Rt=1.37 min (Method #1). Detected mass: 182.0 (M+H+).

Workup

  1. additionwas poured on ice
  2. extractionextracted three times with CHCl3
  3. dry with materialAfter drying over Na2SO4 the solvent
  4. distillationwas distilled off
  5. customthe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-eefd358b285f48269e3811ae133630cb
Source dataset
uspto-grants-2014_04
Patent number
US08710228B2

Reaction notes

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