Cyclopentylamine → 5-bromo-N-cyclopentyl-2-nitroaniline

HRID 2264362Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2264362
[CH:1]1([NH2:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.Br[C:8]1[CH:13]=[C:12]([Br:14])[CH:11]=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16]>C(O)CCC>[Br:14][C:12]1[CH:11]=[CH:10][C:9]([N+:15]([O-:17])=[O:16])=[C:8]([NH:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:13]=1

Komponenten

4

Edukt 2

HCID 2906CyclopentylamineHCID 123156462,4-Dibromo-1-nitrobenzene

Produkt 1

HCID 653413535-bromo-N-cyclopentyl-2-nitroaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Add cyclopentanamine (32 mL) to a solution of 2,4-dibromo-1-nitro-benzene (20 g) in 1-butanol (160 mL). Heat the mixture at 100° C. overnight. Remove the solvent under vacuum, add water and extract with EA. Wash the organic layer sequentially with an aqueous saturated solution of sodium bicarbonate and then water. Dry over magnesium sulfate and remove the solvent under vacuum to afford 22 g of the title compound. MS (ES+): m/z=286 (M+H)+.

Aufarbeitung

  1. customRemove the solvent under vacuum
  2. additionadd water
  3. extractionextract with EA
  4. washWash the organic layer sequentially with an aqueous saturated solution of sodium bicarbonate
  5. dry with materialDry over magnesium sulfate
  6. customremove the solvent under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a3fe5ae5977840999ea2a400945b6900
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07855211B2

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