반응 #413736

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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

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후처리

1. 1
   온도was heated
2. 2
   온도under reflux until no starting material
3. 3
   기타The solvent was removed by evaporation
4. 4
   기타the residue purified by chromatography on silica using 5-10% v/v ethyl acetate in dichloromethane as eluant
5. 5
   기타followed by crystallisation from ethanol

실험 절차

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+).

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