Water → 2-Cyclopentyl-N-(2,6-dimethyl-4-nitro-phenyl)-acetamide

HRID 1820118

Reaktionsgleichung

Reaktionsgleichung von HRID 1820118
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([CH3:11])[C:3]=1[NH2:12].[CH:13]1([CH2:18][C:19](Cl)=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14]1.O>C(#N)C>[CH:13]1([CH2:18][C:19]([NH:12][C:3]2[C:2]([CH3:1])=[CH:7][C:6]([N+:8]([O-:10])=[O:9])=[CH:5][C:4]=2[CH3:11])=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 281592,6-Dimethyl-4-nitroanilineHCID 3485182Cyclopentylacetyl chloride

Produkt 1

HCID 687127672-Cyclopentyl-N-(2,6-dimethyl-4-nitro-phenyl)-acetamideAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

2,6-Dimethyl-4-nitro-phenylamine (0.98 g) and cyclopentylacetyl chloride (0.99 mL) were dissolved in acetonitrile (10 mL) and heated to 150° C. for 5 minutes in a sealed microwave process vial. Water (10 mL) was added to the reaction mixture, and the product was collected by filtration and washed with water (20 mL) and heptane (20 mL) to furnish 1.45 g (89% yield) of the title compound as a yellow solid. 1H NMR (500 MHz, DMSO-d6): 1.24 (m, 2H), 1.54 (m, 2H), 1.63 (m, 2H), 1.79 (m, 2H), 2.25 (s, 6H), 2.27 (m, 1H), 2.36 (d, 2H), 7.98 (s, 2H), 9.56 (s, 1H).

Aufarbeitung

  1. filtrationthe product was collected by filtration
  2. washwashed with water (20 mL) and heptane (20 mL)

Quellen und Nachweise

ORD-Eintrag
ord-4a398c3554bb4df49a1d0c78a5959536
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07601870B2

Verknüpfte Notizen

Wird geladen…