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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1811567Erstellt: 25. Oktober 2026

Water → 4-Methyl-6-(methylsulfonyl)pyridin-3-amine

https://huagongshe.com/reaction/1811567

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktN,N'-DimethylethylenediamineHCID 8070—
EduktSodium methanesulfinateHCID 2733271—
Edukt3-Amino-6-chloro-4-picolineHCID 2734425—
KatalysatorCopperHCID 23978—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt4-Methyl-6-(methylsulfonyl)pyridin-3-amineHCID 5867158227%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

A mixture of 6-chloro-4-methyl-pyridin-3-ylamine (1.53 g, 11 mmol), sodium methanesulfinate (1.60 g, 16 mmol), copper catalyst (0.50 g, 0.99 mmol), and N1,N2-dimethylethane-1,2-diamine (0.214 mL, 2.0 mmol) in 20 mL DMSO was heated under microwave irradiation at 150° C. After 2 h, mixture was poured into ca. 200 mL water and extracted five times with ca. 200 mL AcOEt. Organic phases were dried over MgSO4, filtered, and concentrated. Residue was purified by column chromatography (AcOEt/hexane 5:1→AcOEt) to give 6-methanesulfonyl-4-methyl-pyridin-3-ylamine as a white solid (0.534 g, 27%). 1HNMR (DMSO-d6, 400 MHz) 32.4 (s, 3H), 3.08 (s, 3H), 6.08 (s, 2H), 7.59 (s, 1H), 7.97 (s, 1H). Exact mass calculated for C7H10N2O2S 186.05 found 187.0 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08362248B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-b197c6bfbf21446cb32f5e377ae6ff9e
Quellennotizuspto-grants-2013_01