Phosphorus oxychloride → HCID 22909703, compound

HRID 1379099Notes

Reaction equation

HRID 1379099 reaction equation
P(Cl)(Cl)(Cl)=O.[C:6]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:19]([C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=O)=O)=[CH:22][CH:21]=3)=[CH:18][C:17]([CH:30]([F:32])[F:31])=[N:16]2)=[CH:11][CH:10]=1)(=O)[NH2:7]>CN(C)C=O>[C:6]([C:9]1[CH:10]=[CH:11][C:12]([N:15]2[C:19]([C:20]3[CH:25]=[CH:24][C:23]([S:26][CH3:29])=[CH:22][CH:21]=3)=[CH:18][C:17]([CH:30]([F:32])[F:31])=[N:16]2)=[CH:13][CH:14]=1)#[N:7]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 22909689HCID 22909689, compound

Product 1

HCID 22909703HCID 22909703, compoundYield 114.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
5 °C

Procedure

A solution of phosphorus oxychloride (1.7 g) in N,N-dimethylformamide (20 ml) was stirred at 5° C. for 30 minutes. To the solution was added 1-(4-carbamoylphenyl)-3-(difluoromethyl)-5-[4-(methylsulfonyl)phenyl]pyrazole (2 g). The resulting mixture was stirred at 5° C. for 2 hours, poured into ice-water, and extracted with a mixture of tetrahydrofuran and ethyl acetate. The extract was washed with water, dried, and evaporated to give an oil of 1-(4-cyanophenyl)-3-(difluoromethyl)-5-[4-(methylthio)phenyl]pyrazole (2.0 g).

Workup

  1. extractionextracted with a mixture of tetrahydrofuran and ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-9b7a0b95c018428b877f8f42c20be9e8
Source dataset
uspto-grants-1997_09
Patent number
US05670533

Reaction notes

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