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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1884818Erstellt: 26. Oktober 2026

Sodium Iodide → n-(4,6-Dimethylpyrimidin-2-yl)-4-[(1-ethyl-1h-benzimidazol-2-ylmethyl)-amino]-benzenesulfonamide

https://huagongshe.com/reaction/1884818

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktSulfamethazineHCID 5327—
EduktTriethylamineHCID 8471—
Edukt1H-Benzimidazole, 2-(chloromethyl)-1-ethyl-HCID 12408432—
LösungsmittelMethanolHCID 887—
Produktn-(4,6-Dimethylpyrimidin-2-yl)-4-[(1-ethyl-1h-benzimidazol-2-ylmethyl)-amino]-benzenesulfonamideHCID 9954705—

Reaktionsschritte

32.4 mg (0,12 mmol) sulfamethazine and 36 mg (0.18 mmol) 1-ethyl-2-chloromethylbenzimidazole were dissolved in 4 ml methanol. 64 μl (0.44 mmol) triethylamine and catalytic amount of sodium iodide were added to the reaction mixture. Solution was stirred and refluxed overnight. The reaction mixture was then evaporated to dryness, and purified on silica using gradient elution (chloroform to 5% methanol in chloroform) to provide white crystals of the title compound, 10 mg (20%). 1H NMR (DMSO-d6, 500 MHz): 7.68 (2H, m), 7.60 (1H, m), 7.52 (1H, m), 7.22 (1H, m), 7.17 (1H, m), 7.00 (1H, br, s), 6.78 (3H, m), 6.60 (1H, br, s), 4.60 (2H, m), 4.30 (2H, q, 7.2 Hz), 2.18 (6H, s), 1.28 (3H, t, 7.2 Hz); MS (ESI+): m/z 437 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06767909B2
Quelldatensatzuspto-grants-2004_07
ORD IDord-2589bfd48aa7499dbd952b61b4c24db6
Quellennotizuspto-grants-2004_07