Triethylamine → 3,5-Diethyl-1-(2,4,6-trimethylphenyl)-1H-pyrazole

HRID 725276Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 725276
Cl.[CH3:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([CH3:10])[C:4]=1[NH:11][NH2:12].[CH3:13][CH2:14][C:15](=O)[CH2:16][C:17](=O)[CH2:18][CH3:19].C(N(CC)CC)C>C(O)C>[CH2:14]([C:15]1[CH:16]=[C:17]([CH2:18][CH3:19])[N:11]([C:4]2[C:3]([CH3:2])=[CH:8][C:7]([CH3:9])=[CH:6][C:5]=2[CH3:10])[N:12]=1)[CH3:13]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 819233,5-HeptanedioneHCID 27748831-Mesitylhydrazine hydrochloride

Produkt 1

HCID 218373383,5-Diethyl-1-(2,4,6-trimethylphenyl)-1H-pyrazoleAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 7.46 g (0.04 mol) of 2,4,6-trimethylphenylhydrazine hydrochloride, 5.12 g (0.40 mol) of 3,5-heptanedione and 4.18 mL (0.60 mol) of triethylamine in 100 mL of absolute ethanol was refluxed overnight. The solvent was evaporated from the cooled reaction mixture and the residues were partitioned between water and ethyl acetate. The organic extracts were dried with brine and magnesium sulfate, and the solvent was evaporated to give the desired product in 95% yield. This compound was used in the subsequent reaction without further purification 1H-NMR (CDCl3): 0.11 (3H, t, J=7), 1.24 (3H, t, J=7), 1.90 (6H, s), 2.22 (2H, q, J-7), 2.28 (3H, s), 2.65 ) (2H, q, J=7), 5.96 (1H, s), 6.86 (2H, s).

Aufarbeitung

  1. customThe solvent was evaporated from the cooled reaction mixture
  2. customthe residues were partitioned between water and ethyl acetate
  3. dry with materialThe organic extracts were dried with brine and magnesium sulfate
  4. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-2886b1c7caa94998bbaa10383f0b9411
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05705646

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