Sodium Carbonate → HCID 66959212, compound

HRID 1360491Notes

Reaction equation

HRID 1360491 reaction equation
[CH2:1]([N:3]1[C:7]([CH:8]=[C:9]([CH3:11])[CH3:10])=[CH:6][C:5]([C:12]([NH2:14])=O)=[N:4]1)[CH3:2].P(Cl)(Cl)(Cl)=O.C(=O)([O-])[O-].[Na+].[Na+]>>[CH2:1]([N:3]1[C:7]([CH:8]=[C:9]([CH3:10])[CH3:11])=[CH:6][C:5]([C:12]#[N:14])=[N:4]1)[CH3:2]

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 66958825HCID 66958825, compound

Product 1

HCID 66959212HCID 66959212, compound

Conditions

Temperature
90 °C

Procedure

A mixture of 1-ethyl-5-(2-methylprop-1-enyl)-1H-pyrazole-3-carboxamide (5.0 g, 25.9 mmol) and phosphorous oxychloride (18.5 mL) was heated at 90° C. for 20 minutes. The reaction vessel was cooled in an ice bath and reaction mixture was poured over ice (100 mL). The quenched reaction mixture was made basic with 2 M aqueous sodium carbonate and was extracted with chloroform. The organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 1-ethyl-5-(2-methylprop-1-enyl)-1H-pyrazole-3-carbonitrile, all of which was used in the next step.

Workup

  1. temperatureThe reaction vessel was cooled in an ice bath
  2. customreaction mixture
  3. customThe quenched reaction mixture
  4. extractionwas extracted with chloroform
  5. dry with materialThe organic layers were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ffc34112a07a499f9e7b1ec07754f776
Source dataset
uspto-grants-2011_02
Patent number
US07879849B2

Reaction notes

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