2-Acetylbutyrolactone → 3-((E)-1-[3-Methyl-1-(2,4,6-trichlorophenyl)-1H-5-pyrazolyl]aminoethylidene)tetrahydro-2-furanone

HRID 584799

Reaktionsgleichung

Reaktionsgleichung von HRID 584799
[NH2:1][C:2]1[N:3]([C:8]2[C:13]([Cl:14])=[CH:12][C:11]([Cl:15])=[CH:10][C:9]=2[Cl:16])[N:4]=[C:5]([CH3:7])[CH:6]=1.[C:17]([CH:20]1[CH2:25][CH2:24][O:23][C:21]1=[O:22])(=O)[CH3:18]>C(O)C>[CH3:7][C:5]1[CH:6]=[C:2]([NH:1]/[C:17](=[C:20]2/[C:21](=[O:22])[O:23][CH2:24][CH2:25]/2)/[CH3:18])[N:3]([C:8]2[C:13]([Cl:14])=[CH:12][C:11]([Cl:15])=[CH:10][C:9]=2[Cl:16])[N:4]=1

Komponenten

4

Edukt 2

HCID 106012-AcetylbutyrolactoneHCID 20600323-Methyl-1-(2,4,6-trichlorophenyl)-1H-pyrazol-5-amine

Produkt 1

HCID 222495073-((E)-1-[3-Methyl-1-(2,4,6-trichlorophenyl)-1H-5-pyrazolyl]aminoethylidene)tetrahydro-2-furanoneAusbeute 49,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

3-Amino-2-(2,4,6-trichlorophenyl)-5-methylpyrazole (1 g, 3.62 mmol) was dissolved in ethanol (10 mL). α-Acetyl-γ-butyrolactone (0.409 mL, 3.80 mmol) was added, followed by heating under reflux for two days. After ethanol was evaporated, the residue was purified by silica gel column chromatography (10% ethyl acetate/hexane), to give the title compound (700 mg, 1.80 mmol) as a pale yellow oil.

Aufarbeitung

  1. temperatureby heating
  2. temperatureunder reflux for two days
  3. customAfter ethanol was evaporated
  4. customthe residue was purified by silica gel column chromatography (10% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-4292ad0939fb4d62ac96d72b1903d65a
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06927221B2

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