Hydrochloric Acid → 2-Chloro-5-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzoic acid

HRID 2274013Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2274013
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([C:15]2[N:19]([CH3:20])[N:18]=[C:17]([C:21]([F:27])([F:26])[C:22]([F:25])([F:24])[F:23])[C:16]=2[C:28]([F:31])([F:30])[F:29])=[O:14])=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([C:15]2[N:19]([CH3:20])[N:18]=[C:17]([C:21]([F:27])([F:26])[C:22]([F:25])([F:23])[F:24])[C:16]=2[C:28]([F:29])([F:30])[F:31])=[O:14])=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86660079methyl 2-chloro-5-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzoate

Produkt 1

HCID 462196652-Chloro-5-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

5.75 g (11.9 mmol) of methyl 2-chloro-5-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzoate are dissolved in 30 ml of methanol p.A., and 15.0 ml (30.0 mmol) of 2 N aqueous sodium hydroxide solution are then added. The reaction mixture is stirred at room temperature for 16 hours. The reaction solution is acidified carefully with 6 N hydrochloric acid, and the aqueous phase is then extracted three times with ethyl acetate. The combined organic phases are washed once with saturated sodium chloride solution, dried over sodium sulphate and filtered. The solvent is removed under reduced pressure on a rotary evaporator. This gives 5.57 g of 2-chloro-5-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzenecarboxylic acid as a colourless solid.

Aufarbeitung

  1. extractionthe aqueous phase is then extracted three times with ethyl acetate
  2. washThe combined organic phases are washed once with saturated sodium chloride solution
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customThe solvent is removed under reduced pressure on a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-01fbd53a8616444ba4e080893ec11ecc
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09126945B2

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