Phosphorus sulfide (P2S5) → HCID 19075074, compound

HRID 965002Notes

Reaction equation

HRID 965002 reaction equation
O[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:15]>N1C=CC=CC=1>[CH3:13][O:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2](=[S:15])[CH:3]=[CH:4][NH:5]2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 178487715HCID 178487715, compound

Product 1

HCID 19075074HCID 19075074, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Hydroxy-7-methoxyquinoline (2.3 g, 13 mmol) dissolved in pyridine (30 ml) was added with phosphorus pentasulfide (2.9 g, 13 mmol) and refluxed for an hour. The reaction mixture was allowed to cool to room temperature and the solvent was removed under reduced pressure. The residues were added with water (80 ml) and stood at 0° C. for about 30 minutes. The resulting precipitates were collected by filtration, washed with water and recrystallized from mixed solvent (about 60 ml) of ethanol with water (2 : 1) to obtain 1.7 g (68%) of the titled orange compound.

Workup

  1. temperaturerefluxed for an hour
  2. customthe solvent was removed under reduced pressure
  3. additionThe residues were added with water (80 ml)
  4. customThe resulting precipitates
  5. filtrationwere collected by filtration
  6. washwashed with water
  7. customrecrystallized
  8. additionfrom mixed solvent (about 60 ml) of ethanol with water (2 : 1)
  9. customto obtain 1.7 g (68%) of the titled orange compound

Sources & evidence

ORD record
ord-54d5bb7d350242d49817463c165e9ede
Source dataset
uspto-grants-1998_06
Patent number
US05773449

Reaction notes

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