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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 14169Erstellt: 24. Oktober 2026

Methanesulfonyl chloride → Methyl 4-[(methylsulfonyl)amino]-1H-indole-6-carboxylate

https://huagongshe.com/de/reaction/14169

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanesulfonyl chlorideHCID 31297—
EduktMethyl 4-amino-1H-indole-6-carboxylateHCID 14243967—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 4-[(methylsulfonyl)amino]-1H-indole-6-carboxylateHCID 2108620850,5%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a mixture of methyl 4-amino-1H-indole-6-carboxylate (1.0 g) in DMF (10 mL) was added 4-dimethylaminopyridine (1.46 g) and methanesulfonyl chloride (0.6 g). The mixture was heated to 60° C. for 3 h, cooled to room temperature, and partitioned between water and ethyl acetate. The layers were separated and the organic layer washed three times with brine, dried over anhydrous sodium sulfate and concentrated to give 0.71 g of the title compound: 1H NMR (CDCl3) δ 3.02, 3.94, 6.69, 7.42, 7.81, 8.04.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727997B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-af7cd9f759014a5f8832d2a50b3f6f11
Quellennotizuspto-grants-2010_06