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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 217794Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 4-(4-Amino-3-(methylthio)phenoxy)-3-nitropyridin-2-amine

https://huagongshe.com/reaction/217794

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktSodium hydrideHCID 24758—
Edukt4-Chloro-3-nitropyridin-2-amineHCID 4071694—
Edukt4-Amino-3-(methylsulfanyl)phenolHCID 19048349—
LösungsmittelWaterHCID 962—
Produkt4-(4-Amino-3-(methylthio)phenoxy)-3-nitropyridin-2-amineHCID 4418609561%

Reaktionsschritte

Method A2 Sodium hydride (148 mg) was added to dry DMSO (5.5 mL) and the mixture was stirred at RT for 20 minutes under Ar atmosphere. 4-amino-3-(methylthio)phenol (573 mg, 3.7 mmol) was added thereto, and the mixture stirred for 10 more minutes. Next, 4-Chloro-3-nitropyridin-2-amine (3.7 mmol) was added, and the mixture was heated to 100′C and stirred for 3 hours. After cooling down, water was added, and the mixture extracted three times with EtOAc. The combined organic layers were washed first with a saturated aqueous sodium hydrogen carbonate solution then water, dried over MgSO4 and evaporated to afford the title compound (657 mg, 61%) was obtained after purification by chromatography on silica gel (EtOAc-DCM, 1:1) as a red brown solid (Rf 0.56, EtOAc-DCM, 1:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08198279B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-97f4bedf196b4432b5f79c05b4ae6958
Quellennotizuspto-grants-2012_06