Hydrochloric Acid → HCID 10498716, compound

HRID 654780Notes

Reaction equation

HRID 654780 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]([O:25]CC)=[O:24])=[N:9]2)=[CH:4][CH:3]=1.[OH-].[Na+].O1CCOCC1.Cl>O1CCCC1.C(O)C.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:14]=[CH:15][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:17][CH:18]=3)=[CH:11][C:10]([C:23]([OH:25])=[O:24])=[N:9]2)=[CH:4][CH:3]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 10667996HCID 10667996, compound

Product 1

HCID 10498716HCID 10498716, compoundYield 100.4%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 1-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]pyrazole-3-carboxylate (4.4 g) and 4N sodium hydroxide (5.7 ml) in tetrahydrofuran (20 ml), ethanol (10 ml and dioxane 20 ml was stirred at ambient temperature overnight. Water (50 ml) was added, and the mixture was acidified with hydrochloric acid. The precipitates were filtered and washed with water to give colorless crystals of 1-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]pyrazole-3-carboxylic acid (4.1 g).

Workup

  1. filtrationThe precipitates were filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-7c0ddd25e9964c0a872eda2139c702c9
Source dataset
uspto-grants-1992_07
Patent number
US05134142

Reaction notes

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