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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1429446Erstellt: 26. Oktober 2026

Water → 1-methyl-1H-indazol-6-ol

https://huagongshe.com/reaction/1429446

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium BicarbonateHCID 516892—
Edukt1-methyl-1H-indazol-6-amineHCID 840433—
EduktSodium NitriteHCID 23668193—
LösungsmittelSulfuric acid hydrate (1:1)HCID 21910475—
Produkt1-methyl-1H-indazol-6-olHCID 135503223—

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

To a solution of 1-methyl-1H-indazol-6-amine (300 mg, 2.04 mmol) in H2O/H2SO4=1:1 (5 ml) was added NaNO2 (141 mg, 2.04 mmol) at 0° C. The mixture was then stirred for 2 h at 25° C. before being added to water (0.5 ml) and stirred for a further 2 h at 120° C. Once the reaction was complete by TLC, the mixture was treated with NaHCO3 until pH=7. The mixture was then extracted with ethyl acetate (2×10 ml) and the organic layer washed with brine (20 ml), dried over Na2SO4 and concentrated to give 1-methyl-1H-indazol-6-ol as a red solid which was used in the next step without further purification (300 mg, 99.0%). LCMS (m/z):149.1 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08940726B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-9e3f3342b55f4734be20555415e45db5
Quellennotizuspto-grants-2015_01