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Diethyl Ether → Penconazole

HRID 637516
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 637516
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH2:16][CH2:17][CH3:18])[CH2:10][NH:11][NH:12][C:13](=O)C.C(OCC)C.[OH-].[Na+].[Cl-].[CH3:27][N:28](C)C=NC=[N+](C)C>C(O)C.Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH2:16][CH2:17][CH3:18])[CH2:10][N:11]1[CH:27]=[N:28][CH:13]=[N:12]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 11008255Gold's ReagentHCID 20257012HCID 20257012, Verbindung

Produkt 1

HCID 91693PenconazoleAusbeute 86,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric Acid
Lösungsmittel
HCID 702EthanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
170 °C

Versuchsvorschrift

5.1 g (0.017 mol) of 1-[2-(2,4-dichlorophenyl)pentyl]-2acetylhydrazine in 10 ml of ethanol and 10 ml of concentrated hydrochloric acid are stirred at 50° C. overnight. The reaction mixture is then distributed between diethyl ether and 2 N sodium hydroxide solution; and the residue after concentration by evaporation is refluxed in 50 ml of absolute ethanol with 5.75 g (0.035 mol) of [3-(dimethylamino)-2-aza-prop-2-en-1-ylidene]-dimethylammonium chloride for 3.5 hours. The reaction solution is then concentrated by evaporation; 50 ml of formamide are added, and the mixture is heated at 170° C. for 1.5 hours. The reaction mixture, to which water has been added, is extracted with diethyl ether, and the residue obtained after concentration by evaporation is chromatographed to yield 4.2 g (84% of theory) of 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole.

Aufarbeitung

  1. concentrationand the residue after concentration
  2. customby evaporation
  3. concentrationThe reaction solution is then concentrated by evaporation
  4. addition50 ml of formamide are added
  5. additionThe reaction mixture, to which water has been added
  6. extractionis extracted with diethyl ether
  7. customthe residue obtained
  8. concentrationafter concentration
  9. customby evaporation
  10. customis chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-dd1c2a732b684b0f9df747792417a6ca
Quelldatensatz
uspto-grants-1985_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04556717

Notizen zur Reaktion

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