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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 508200Erstellt: 23. Oktober 2026

Methyl 3-amino-4-methylbenzoate → methyl 1H-indazole-6-carboxylate

https://huagongshe.com/de/reaction/508200

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl 3-amino-4-methylbenzoateHCID 337778—
EduktSodium NitriteHCID 23668193—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelWaterHCID 962—
Produktmethyl 1H-indazole-6-carboxylateHCID 286535—

Reaktionsschritte

To a solution of methyl 3-amino-4-methylbenzoate D-1 (5.0 g, 30 mmol) in AcOH (140 mL) at 0° C. was added a solution of sodium nitrite (2.1 g, 30 mmol) in H2O (3.5 mL). After addition, the mixture was stirred at rt for 24 h. Then half of the solvent was removed under reduced pressure and the resulting mixture was diluted with H2O, and extracted with EtOAc. The combined organics were washed H2O and brine, and concentrated to give the title compound. LCMS (ESI) calc'd for C9H9N2O2 [M+H]+: 177. found 177.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09095583B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-5b4f708b0c6244d7a112f0e8c44dfad3
Quellennotizuspto-grants-2015_08