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Hydrazine → 2-n-Butoxy-4-hydrazino-6-(morpholin-4-yl)pyrimidine

HRID 2262458
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2262458
[CH2:1]([O:5][C:6]1[N:11]=[C:10](Cl)[CH:9]=[C:8]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[N:7]=1)[CH2:2][CH2:3][CH3:4].[NH2:19][NH2:20]>O1CCOCC1>[CH2:1]([O:5][C:6]1[N:11]=[C:10]([NH:19][NH2:20])[CH:9]=[C:8]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[N:7]=1)[CH2:2][CH2:3][CH3:4]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 9321HydrazineHCID 220469264-(2-Butoxy-6-chloropyrimidin-4-yl)morpholine

Produkt 1

HCID 220469222-n-Butoxy-4-hydrazino-6-(morpholin-4-yl)pyrimidineAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

To a solution of 2-n-butoxy-4-chloro-6-(morpholin-4-yl)pyrimidine (1.38 g, 5.1 mmol) in dioxane (50 ml), anhydrous hydrazine (1.6 mL, 50 mmol) was added. The obtained reaction mixture was heated to 95° C., and stirred for 12 h under N2. After cooling to room temperature, the reaction mixture was quenched with ice-brine and extracted with EtOAc (200 mL). The organic extract was washed with brine, water, and dried over Na2SO4. The solvent was removed under reduced pressure. The crude residue was recrystallized from methanol to obtain 2-n-butoxy-4-hydrazino-6-(morpholin-4-yl)pyrimidine as white crystals (1.10 g, 81%).

Aufarbeitung

  1. customThe obtained reaction mixture
  2. temperatureAfter cooling to room temperature
  3. customthe reaction mixture was quenched with ice-brine
  4. extractionextracted with EtOAc (200 mL)
  5. extractionThe organic extract
  6. washwas washed with brine, water
  7. dry with materialdried over Na2SO4
  8. customThe solvent was removed under reduced pressure
  9. customThe crude residue was recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-0947510496f04e029c2b6ab9cdef6eb5
Quelldatensatz
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07851466B2

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