合成路线:Tirapazamine can be obtained by several related ways:1) By condensation of benzofurazan (I) with cyanamide disodium salt (II) in hot methanol/water.2) The condensation of 2-nitroaniline (III) with cyanamide (IV) by heating at 100 C gives 3-amino-1,2,4-bezotriazine 1-oxide (V),which is then oxidized with 30% aqueous H2O2 in hot acetic acid.3) The reaction of 3-hydroxy-1,2,4-benzotriazine 1-oxide (VI) with refluxing POCl3 and dimethylaniline gives 3-chloro-1,2,4-benzotriazine 1-oxide (VII),which by reaction with dry ammonia in ethanol is converted into the corresponding amino derivative (V),already obtained.
参考文献标题:Tirapazamine
文献作者:Robinson,C.; Castar,J.
参考来源:Drugs Fut 1995,20(3),256
合成路线:Tirapazamine can be obtained by several related ways:1) By condensation of benzofurazan (I) with cyanamide disodium salt (II) in hot methanol/water.2) The condensation of 2-nitroaniline (III) with cyanamide (IV) by heating at 100 C gives 3-amino-1,2,4-bezotriazine 1-oxide (V),which is then oxidized with 30% aqueous H2O2 in hot acetic acid.3) The reaction of 3-hydroxy-1,2,4-benzotriazine 1-oxide (VI) with refluxing POCl3 and dimethylaniline gives 3-chloro-1,2,4-benzotriazine 1-oxide (VII),which by reaction with dry ammonia in ethanol is converted into the corresponding amino derivative (V),already obtained.
参考文献标题:Heterocyclic N-oxides.Part VI.Synthesis and nuclear magnetic resonance spectra of 3-aminobenzo-1,2,4-triazines and their mono- and di-N-oxides
文献作者:Tennant,G.; Mason,J.C.
参考来源:J Chem Soc B 1970,911
合成路线:Tirapazamine can be obtained by several related ways:1) By condensation of benzofurazan (I) with cyanamide disodium salt (II) in hot methanol/water.2) The condensation of 2-nitroaniline (III) with cyanamide (IV) by heating at 100 C gives 3-amino-1,2,4-bezotriazine 1-oxide (V),which is then oxidized with 30% aqueous H2O2 in hot acetic acid.3) The reaction of 3-hydroxy-1,2,4-benzotriazine 1-oxide (VI) with refluxing POCl3 and dimethylaniline gives 3-chloro-1,2,4-benzotriazine 1-oxide (VII),which by reaction with dry ammonia in ethanol is converted into the corresponding amino derivative (V),already obtained.
参考文献标题:Polyazabicyclic compounds.Part II.Further derivatives of benzo-1:2:4-triazine
文献作者:Schofield,K.; Robbins,R.F.
参考来源:J Chem Soc 1957,3186
产品链接: CAS No. 27314-97-2››