Phosphorus pentachloride → HCID 10643405, compound

HRID 654781Notes

Reaction equation

HRID 654781 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=3)=[CH:11][C:10]([C:23]([OH:25])=O)=[N:9]2)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:27]>C1(C)C=CC=CC=1.O1CCCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=3)=[CH:11][C:10]([C:23]([Cl:27])=[O:25])=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 10498716HCID 10498716, compound

Product 1

HCID 10643405HCID 10643405, compoundYield 118.5%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]pyrazole-3-carboxylic acid (1.1 g) and phosphorus pentachloride (0.67 g) in toluene (16 ml) and tetrahydrofuran 9 ml) was stirred at ambient temperature for 2 hours. The insoluble material was filtered and the filtrate was concentrated to give an oil of 1-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]pyrazole-3-carbonyl chloride (1.37 g).

Workup

  1. filtrationThe insoluble material was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f6ce980e7821440ba0876151dbff6814
Source dataset
uspto-grants-1992_07
Patent number
US05134142

Reaction notes

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