Water → HCID 178456349, Verbindung

HRID 1619236Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1619236
[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[S:11][C:12]3[CH:18]=[C:17]([C:19]#[N:20])[CH:16]=[CH:15][C:13]=3[N:14]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].Cl.[NH2:22][OH:23].O.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[OH:23][NH:22][C:19]([C:17]1[CH:16]=[CH:15][C:13]2[N:14]=[C:10]([N:7]3[CH2:6][CH2:5][N:4]([CH:1]([CH3:2])[CH3:3])[CH2:9][CH2:8]3)[S:11][C:12]=2[CH:18]=1)=[NH:20]

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 237287892-(4-Isopropylpiperazin-1-yl)benzothiazole-6-carbonitrile

Produkt 1

HCID 178456349HCID 178456349, VerbindungAusbeute 71,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-(4-isopropylpiperazin-1-yl)benzothiazole-6-carbonitrile (5.0 g, 17.5 mmol) in ethanol (50 mL) was added hydroxylamine hydrochloride (3.6 g, 52.4 mmol), water (8 mL) and potassium carbonate (7.2 g, 52.4 mmol). The reaction mixture was heated overnight at reflux. The mixture was allowed to cool and then concentrated in vacuo. The residue was dissolved into THF (30 mL) and then filtered. The filtrate was concentrated in vacuo to give 4 g of crude N-hydroxy-2-(4-isopropylpiperazin-1-yl)benzothiazole-6-carboxamidine.

Aufarbeitung

  1. temperatureThe reaction mixture was heated overnight
  2. temperatureat reflux
  3. temperatureto cool
  4. concentrationconcentrated in vacuo
  5. dissolutionThe residue was dissolved into THF (30 mL)
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9c677b7b54c44bd2970b6a1a09cb9736
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772285B2

Notizen zur Reaktion

Wird geladen…