Hydrazine hydrate (1:1) → HCID 178507275, Verbindung

HRID 1452762Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1452762
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=O)[CH2:9][C:10]#[N:11].O.[NH2:14][NH2:15]>CCO>[NH2:11][C:10]1[NH:15][N:14]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Br:1])[CH:9]=1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 107043343-(2-Bromophenyl)-3-oxopropanenitrile

Produkt 1

HCID 178507275HCID 178507275, VerbindungAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 3-(2-bromo-phenyl)-3-oxo-propionitrile (1.8 g, 8.03 mmol) in absolute EtOH (25 mL) was added hydrazine hydrate (2.3 mL, 48.2 mmol). The reaction mixture was refluxed for 23 hours, then cooled and purified directly on silica gel with 0-10% MeOH in CH2Cl2 as eluent to provide 1.33 g (70% yield) of 5-amino-3-(2-bromophenyl)pyrazole as a sticky oil. 1H-NMR (d6-DMSO) δ: 11.7 (broad m, 1H, tautomers), 7.20-7.70 (broad m, 4H), 5.76 (broad m, 1H), 5.03 (broad s, 1H), 4.60 (broad s, 1H); HPLC/MS m/z: 238.0, 240.0 [MH]+.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for 23 hours
  2. temperaturecooled
  3. custompurified directly on silica gel with 0-10% MeOH in CH2Cl2 as eluent

Quellen und Nachweise

ORD-Eintrag
ord-cf2a90acd4ae4546a4e7a39e4b0f4390
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07473783B2

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