Ammonia → Ethyl 5-(propan-2-yl)-1H-pyrazole-3-carboxylate

HRID 1827954Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1827954
[CH:1]([C:4]1[NH:8][N:7]=[C:6]([C:9]([OH:11])=[O:10])[CH:5]=1)([CH3:3])[CH3:2].O.N.[CH2:14](O)[CH3:15]>S(=O)(=O)(O)O>[CH2:14]([O:10][C:9]([C:6]1[CH:5]=[C:4]([CH:1]([CH3:3])[CH3:2])[NH:8][N:7]=1)=[O:11])[CH3:15]

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 702EthanolHCID 962WaterHCID 7764215-(propan-2-yl)-1H-pyrazole-3-carboxylic acid

Produkt 1

HCID 6422484Ethyl 5-(propan-2-yl)-1H-pyrazole-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

5-Isopropyl-1H-pyrazole-3-carboxylic acid (WO 03/035065, page. 485, example 17b) (1.00 g, 6.49 mmol) was dissolved in a mixture of concentrated sulphuric acid (1.5 mL) and ethanol (25 mL) and the reaction mixture heated at reflux for 3 hours. The reaction mixture was cooled, poured into water, basified with 0.88 ammonia then extracted with ethyl acetate. The ethyl acetate was washed with brine, dried over magnesium sulphate and concentrated in vacuo to yield the title product, 514 mg (43%).

Aufarbeitung

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux for 3 hours
  3. temperatureThe reaction mixture was cooled
  4. extractionthen extracted with ethyl acetate
  5. washThe ethyl acetate was washed with brine
  6. dry with materialdried over magnesium sulphate
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5456da4cd07443dd9ae26f4f0434d1ff
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07056934B2

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