Phosphorus sulfide (P2S5) → HCID 22623153, compound

HRID 840371Notes

Reaction equation

HRID 840371 reaction equation
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:15][CH:14]([CH3:16])[C:13](=O)[NH:12][C:11]=3[CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:20]>N1C=CC=CC=1.O>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:15][CH:14]([CH3:16])[C:13](=[S:20])[NH:12][C:11]=3[CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 12192067HCID 12192067, compound

Product 1

HCID 22623153HCID 22623153, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

1.62 g of 6-phenyl-2-methyl-1,4-benzoxazin-3-one is heated with 0.5 g of phosphorus pentasulfide in 6 ml of pyridine p.a. The product is diluted with water, extracted 3 times with ethyl acetate, the organic phase is washed with brine and dried with magnesium sulfate. It is concentrated by evaporation. The crude product corresponds to a yield of 100%. Column chromatography with a hexane/ethyl acetate mixture yields pure product.

Workup

  1. extractionextracted 3 times with ethyl acetate
  2. washthe organic phase is washed with brine
  3. dry with materialdried with magnesium sulfate
  4. concentrationIt is concentrated by evaporation
  5. customColumn chromatography with a hexane/ethyl acetate mixture yields pure product

Sources & evidence

ORD record
ord-7dc28831f82a426d9190ac9bd5a2c9b4
Source dataset
uspto-grants-2002_04
Patent number
US06365736B1

Reaction notes

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