Phosphorus oxychloride → HCID 5295472, compound

HRID 1440745Notes

Reaction equation

HRID 1440745 reaction equation
O[C:2]1[N:6]([CH3:7])[N:5]=[C:4]([CH:8]([CH3:10])[CH3:9])[CH:3]=1.P(Cl)(Cl)([Cl:13])=O>>[Cl:13][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([CH:8]([CH3:10])[CH3:9])[CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178439467HCID 178439467, compound

Product 1

HCID 5295472HCID 5295472, compound

Conditions

Temperature
10 °C

Procedure

The 5-hydroxy-3-isopropyl-1-methylpyrazole (20.5 g) was added in small portions over five minutes to 60 ml of phosphorus oxychloride cooled at 10° C. No significant exotherm resulted and after five minutes the cooling bath was removed. After stirring for one hour, the reaction was heated to 70° C. overnight and then 90° C. for four hours. The cooled reaction was cautiously added to 500 g of ice. The desired product was extracted with two 200 ml portions of ethyl acetate and the combined extracts were concentrated under reduced pressure to yield 13.7 g of the desired product as an oil.

Workup

  1. customNo significant exotherm resulted and after five minutes the cooling bath
  2. customwas removed
  3. temperaturethe reaction was heated to 70° C. overnight
  4. wait90° C. for four hours
  5. customThe cooled reaction
  6. extractionThe desired product was extracted with two 200 ml portions of ethyl acetate
  7. concentrationthe combined extracts were concentrated under reduced pressure

Sources & evidence

ORD record
ord-1919815c4e124aa797c17c0b3ef07ecf
Source dataset
uspto-grants-1996_03
Patent number
US05500405

Reaction notes

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