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Ammonium Hydroxide → 3-(Trifluoromethyl)-1,2,4-triazolo(4,3-a)pyrazine

HRID 718117
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 718117
[F:1][C:2]([F:14])([F:13])[C:3]([NH:5][NH:6][C:7]1[CH:12]=[N:11][CH:10]=[CH:9][N:8]=1)=O.[NH4+].[OH-]>O>[F:1][C:2]([F:14])([F:13])[C:3]1[N:8]2[CH:9]=[CH:10][N:11]=[CH:12][C:7]2=[N:6][N:5]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14923Ammonium HydroxideHCID 597837742,2,2-trifluoro-N'-(pyrazin-2-yl)acetohydrazide

Produkt 1

HCID 299234623-(Trifluoromethyl)-1,2,4-triazolo(4,3-a)pyrazineAusbeute 32 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

To title compound 477 (3.12 g, 15.14 mmol) was added PPA (15 mL). The mixture was heated to 150° C. for 1 h then poured over water. The aqueous was basified with conc. NH4OH (exotherm) at 0° C. Water was added until everything was dissolved. The mixture was extracted with ethyl acetate (×4). The organics were washed with brine, died over Na2SO4, filtered and concentrated to a brown paste. The residue was purified by flash chromatography (0% to 70% ethyl acetate in hexanes) to afford title compound 478 (0.9 g, 32%) as a brown solid. MS (m/z): 189.1 (M+H).

Aufarbeitung

  1. dissolutionwas dissolved
  2. extractionThe mixture was extracted with ethyl acetate (×4)
  3. washThe organics were washed with brine
  4. filtrationfiltered
  5. concentrationconcentrated to a brown paste
  6. customThe residue was purified by flash chromatography (0% to 70% ethyl acetate in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-8a7153c7457a4ae1be5c63b75d1fefce
Quelldatensatz
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09193749B2

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