Hydrazine hydrate (1:1) → 5-amino-3-((4-(dimethylamino)phenyl)amino)-1H-pyrazole-4-carboxamide

HRID 527255Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 527255
[C:1]([C:3](=[C:7]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]([CH3:19])[CH3:18])=[CH:13][CH:12]=1)SC)[C:4]([NH2:6])=[O:5])#[N:2].O.[NH2:21][NH2:22]>C(O)C>[NH2:2][C:1]1[NH:22][N:21]=[C:7]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH3:19])[CH3:18])=[CH:13][CH:12]=2)[C:3]=1[C:4]([NH2:6])=[O:5]

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 867018642-Cyano-3-((4-(dimethylamino)phenyl)amino)-3-(methylthio)acrylamide

Produkt 1

HCID 867018655-amino-3-((4-(dimethylamino)phenyl)amino)-1H-pyrazole-4-carboxamideAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

2-cyano-3-((4-(dimethylamino)phenyl)amino)-3-(methylthio)acrylamide (0.997 g) was suspended in 10 mL of ethanol and hydrazine hydrate (337 μL, 1.5 eq.) was added drop wise to the reaction. The reaction was then heated at 75° C. until the starting material was no longer present and confirmed via HPLC. Once starting material was absent (18 hrs), reaction was brought to room temperature and filtered to obtain 5-amino-3-((4-(dimethylamino)phenyl)amino)-1H-pyrazole-4-carboxamide as an off white to yellow powder. The product was allowed to dry under vacuum for 1 hr (900 mg, 72% yield).

Aufarbeitung

  1. customwise to the reaction
  2. custom(18 hrs), reaction
  3. customwas brought to room temperature
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-7cdf89a1a21145109f12115af893ffb0
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09346792B2

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