Phosphorus oxide (P4O10) → HCID 178494649, compound

HRID 719288Notes

Reaction equation

HRID 719288 reaction equation
[CH3:1][O:2][CH2:3][C:4]([NH:6][C:7]1[C:8]([CH3:18])=[N:9][NH:10][C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>P(Cl)(Cl)(Cl)=O>[CH3:1][O:2][CH2:3][C:4]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[C:11]2[NH:10][N:9]=[C:8]([CH3:18])[C:7]=2[N:6]=1

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 178496401HCID 178496401, compound

Product 1

HCID 178494649HCID 178494649, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Conditions

Temperature
120 °C

Procedure

To a suspension of 320 mg of 2-methoxy-N-(3-methyl-5-phenyl-1H-pyrazol-4-yl)-acetamide in 6 mL of phosphorous oxychloride was added 2.70 g of phosphorous pentoxide and the resulting suspension was heated at 120° C. for 5 h. The reaction mixture was cooled to rt and quenched with the addition of ice and water and then neutralized with solid sodium carbonate. The aqueous mixture was extracted with ethyl acetate and the combined organic extracts were washed with brine, dried (magnesium sulfate) and concentrated under reduced pressure. The residue was purified by recrystallisation from ethyl acetate. The title compound was obtained as a reddish, tan solid.

Workup

  1. temperatureThe reaction mixture was cooled to rt
  2. customquenched with the addition of ice and water
  3. extractionThe aqueous mixture was extracted with ethyl acetate
  4. washthe combined organic extracts were washed with brine
  5. dry with materialdried (magnesium sulfate)
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by recrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-51a2314d366145d08efed83231388af3
Source dataset
uspto-grants-2006_11
Patent number
US07132428B2

Reaction notes

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