Triethylamine → (2,5-dimethyl-4-nitro-2H-pyrazol-3-yl)(3-imidazol-1-yl-propyl)amine

HRID 431402

Reaktionsgleichung

Reaktionsgleichung von HRID 431402
Cl[C:2]1[N:6]([CH3:7])[N:5]=[C:4]([CH3:8])[C:3]=1[N+:9]([O-:11])=[O:10].C(N(CC)CC)C.[N:19]1([CH2:24][CH2:25][CH2:26][NH2:27])[CH:23]=[CH:22][N:21]=[CH:20]1>CN(C)C=O>[CH3:7][N:6]1[C:2]([NH:27][CH2:26][CH2:25][CH2:24][N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)=[C:3]([N+:9]([O-:11])=[O:10])[C:4]([CH3:8])=[N:5]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 787361H-Imidazole-1-propanamineHCID 2795155-Chloro-1,3-dimethyl-4-nitro-1H-pyrazole

Produkt 1

HCID 18760943(2,5-dimethyl-4-nitro-2H-pyrazol-3-yl)(3-imidazol-1-yl-propyl)amineAusbeute 56,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

0.88 g of 5-chloro-1,3-dimethyl-4-nitro-1H-pyrazole (Aldrich), 1 molar equivalent of triethylamine, 1.1 molar equivalents of 3-imidazol-1-ylpropylamine and 5 ml of N,N-dimethylformamide were introduced into a 25 ml three-necked round-bottomed flask equipped with a magnetic stirrer, a thermometer and a condenser. The reaction medium was maintained at a temperature of about 105° C. for 6 hours. The solvent was evaporated off under vacuum. A black liquid was obtained, which was purified by chromatography on silica gel (ethyl acetate/methanol=4/1). 0.75 g of (2,5-dimethyl-4-nitro-2H-pyrazol-3-yl)(3-imidazol-1-yl-propyl)amine was obtained in the form of white crystals in a yield of 56.7%.

Aufarbeitung

  1. customequipped with a magnetic stirrer
  2. customThe solvent was evaporated off under vacuum
  3. customA black liquid was obtained
  4. customwhich was purified by chromatography on silica gel (ethyl acetate/methanol=4/1)

Quellen und Nachweise

ORD-Eintrag
ord-1b0976bebc2c494899ef9c1d73b51824
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06660046B1

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