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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1441277Erstellt: 26. Oktober 2026

Sodium Iodide → {5-[(2-Chloro-5-nitro-phenylamino)-methyl]-2-methylsulfanyl-pyrimidin-4-yl}-methyl-amine

https://huagongshe.com/reaction/1441277

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
Edukt2-Chloro-5-nitroanilineHCID 22691—
Edukt(5-Chloromethyl-2-methylsulfanyl-pyrimidin-4-yl)-methyl-amine hydrochlorideHCID 21988143—
LösungsmittelAcetonitrileHCID 6342—
Produkt{5-[(2-Chloro-5-nitro-phenylamino)-methyl]-2-methylsulfanyl-pyrimidin-4-yl}-methyl-amineHCID 6870028897%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

15.85 g (5-Chloromethyl-2-methylsulfanyl-pyrimidin-4-yl)-methyl-amine hydrochloride, 1.979 g sodium iodide, and 34.49 mL N—N-diisopropylethylamine were solved in 150 ml acetonitrile and cooled to 0° C. 17.085 g 2-Chloro-5-nitrophenylamine dissolved in 150 ml acetonitrile were added slowly under stirring. The reaction mixture was stirred at room temperature for 48 hrs, then the solvent was evaporated. The residue was solved in a mixture of water/acetic acid ethyl ester (1:1), stirred and the crystalline product was sucked off and dried for 48 h under vacuum at 40° C. The two phases of the mother liquor were separated and the aqueous phase was extracted with dichloromethane. The organic phases were combined, dried over sodium sulfate, the solvent was evaporated and the residue was rubbed with diethyl ether. Both residues were combined and gave of the title product in 97% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07655651B2
Quelldatensatzuspto-grants-2010_02
ORD IDord-a7ffede59ec546858625a703cfd9251e
Quellennotizuspto-grants-2010_02