Hydrazine → 4-Hydrazino-2-(trifluoromethyl)quinazoline

HRID 2063590

Reaktionsgleichung

Reaktionsgleichung von HRID 2063590
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:12]([F:15])([F:14])[F:13])[N:3]=1.[NH2:16][NH2:17].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[F:13][C:12]([F:15])([F:14])[C:4]1[N:3]=[C:2]([NH:16][NH2:17])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1

Komponenten

5

Edukt 3

HCID 9321HydrazineHCID 11430Potassium CarbonateHCID 14754354-chloro-2-(trifluoromethyl)quinazoline

Produkt 1

HCID 14754644-Hydrazino-2-(trifluoromethyl)quinazolineAusbeute 56,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4-chloro-2-(trifluoromethyl)quinazoline (2.0 g, 8.6 mmol) and hydrazine (0.27 mL, 8.6 mmol) in 20 mL of tetrahydrofuran was added 1.8 g (13 mmol) of potassium carbonate. The resultant suspension was stirred at ambient temperature for 2 hours. The reaction mixture was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate and the combined organics were dried over magnesium sulfate. After filtration, the organics were concentrated in vacuo to yield a yellow solid that was recrystallized in ethyl acetate:hexanes. 1.1 g (56%) of yellow needle-like crystals were isolated.

Aufarbeitung

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. extractionThe aqueous layer was extracted with ethyl acetate
  3. dry with materialthe combined organics were dried over magnesium sulfate
  4. filtrationAfter filtration
  5. concentrationthe organics were concentrated in vacuo
  6. customto yield a yellow solid
  7. customthat was recrystallized in ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-393a81e8894d48a09d519c362141752b
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08288398B2

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