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Hydrazine → 6-Nitro-1H-indazol-3-amine

HRID 1163370
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1163370
F[C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH2:13][NH2:14]>C(O)(C)C>[NH2:5][C:4]1[C:3]2[C:2](=[CH:9][C:8]([N+:10]([O-:12])=[O:11])=[CH:7][CH:6]=2)[NH:14][N:13]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 9321HydrazineHCID 27590482-Fluoro-4-nitrobenzonitrile

Produkt 1

HCID 534045076-Nitro-1H-indazol-3-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 2-fluoro-4-nitrobenzonitrile (10 mmol) in isopropanol (30 mL) was added aqueous hydrazine (4 mL). The resulting solution was heated at 80° C. for 12 h. The reaction mixture was then concentrated, water (30 mL) was added, and the solution was extracted with ethyl acetate (2×25 mL). The combined organics were washed with water (30 mL) and brine (30 mL) and dried over anhydrous sodium sulfate. The volatiles were removed in vacuo yielding 3-amino-6-nitroindazole as an orange solid, which was utilized for further transformation without further purification.

Aufarbeitung

  1. concentrationThe reaction mixture was then concentrated
  2. additionwater (30 mL) was added
  3. extractionthe solution was extracted with ethyl acetate (2×25 mL)
  4. washThe combined organics were washed with water (30 mL) and brine (30 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe volatiles were removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-108f43d122d944afa490bc413464fec5
Quelldatensatz
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07820821B2

Notizen zur Reaktion

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