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HRID 1954709Erstellt: 26. Oktober 2026

Hexamethyldisilazane → 4-(Cyclopentylamino)-1-methylimidazo(1,2-a)quinoxaline

https://huagongshe.com/reaction/1954709

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHexamethyldisilazaneHCID 13838—
EduktDicyclopentylamineHCID 247671—
EduktAmmonium SulfateHCID 6097028—
Edukt1-methylimidazo[1,2-a]quinoxaline-4(5H)-oneHCID 10774371—
Produkt4-(Cyclopentylamino)-1-methylimidazo(1,2-a)quinoxalineHCID 10199219—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of 3.5 g of 1-methylimidazo[1,2-a] quinoxalin-4(5H)-one (example 2), 13 ml of hexamethyl disilazane, 0.5 g of ammonium sulphate and 8.7 ml dicyclopentylamine is stirred at 120° C. in a Dean-Stark apparatus for 24 h. After concentrating the resulting mixture under vacuum, the residue is added with water and extracted with ethyl acetate. The organic extracts are then washed with water and saturated NaCl, dried and evaporated, thereby obtaining 1.5 g of a raw product that is subsequently chromatographed on SiO2 (eluent: CH2Cl2 /AcOEt 97:3). By recrystallizing from ethyl acetate, there is obtained 4-cyclopentylamino-1-methyl imidazo [1,2-a]quinoxaline. m.p. (DSC)=167.3° C. (onset); IR (KBr): 3294, 2948, 1544 cm-1 ; 1H-NMR (CDCl3): δ8.0 (1H,dd), 7.4÷7.05 (3H,m), 6.0 (1H,d), 4.6 (1H,m), 2.8 (3H,s), 2.3÷2.05 (4H,m), 2.0÷1.4 (4H,m); UV (EtOH): λmax =225, 243, 272 301, 316, 329 nm. Elementary analysis for C16H16N4 (m.w. 266.35): calcd. C 72.15, H 6.81, N 21.03%; found C 71.86, H 6.81, N 20.79%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06124287
Quelldatensatzuspto-grants-2000_09
ORD IDord-ffa357996fad4e948f4665cdf83da773
Quellennotizuspto-grants-2000_09