Reaktion #413736

Reaktionsgleichung

7-amino-2-(2-furyl)-5-methylsulphonyl-[1,2,4]triazolo[1,5-a][1,3,5]triazine

DBU

ethanol

→

7-amino-5-ethoxy-2-(2-furyl)-[1,2,4]triazolo[1,5-a][1,3,5]triazine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux until no starting material
3. 3
   SonstigeThe solvent was removed by evaporation
4. 4
   Sonstigethe residue purified by chromatography on silica using 5-10% v/v ethyl acetate in dichloromethane as eluant
5. 5
   Sonstigefollowed by crystallisation from ethanol

Vorschrift

A solution of 7-amino-2-(2-furyl)-5-methylsulphonyl-[1,2,4]triazolo[1,5-a][1,3,5]triazine (1.6 g) in ethanol (40 ml) containing DBU (1.0 ml) was heated under reflux until no starting material remained by TLC analysis. The solvent was removed by evaporation and the residue purified by chromatography on silica using 5-10% v/v ethyl acetate in dichloromethane as eluant, followed by crystallisation from ethanol to give 7-amino-5-ethoxy-2-(2-furyl)-[1,2,4]triazolo[1,5-a][1,3,5]triazine as hygroscopic crystals, m.p. 211°-213° C.; microanalysis, found: C, 48.7; H, 4.5; N, 31.4; H2O, 1.2%; C10H10N6O2.0.33C2H5OH. 0.165H2O requires: C, 48.4; H, 4.7; N, 31.8; H2O, 1.1%; NMR: 1.05(t, 1H, CH3CH2OH), 1.35(t, 3H, CH3CH2), 3.4(q, CH3CH2OH), 4.3(q, 2H, CH3CH2O--), 6.7(dd, 1H, furyl-4H), 7.1(d, 1H, furyl-3H), 7.9(d, 1H, furyl-5H), 8.5-9.0(d, 2H, NH2); m/e 246 (M+).

Quelle