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新产品编号:1737545

Chemical Name: 8-Chloro-3-(2-propynyloxycarbonyl)pyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide
项目整合开发状态: Preclinical
项目研究机构: Universit?degli Studi di Firenze (Originator), Universit?degli Studi di Pisa (Originator)
合成路线:Reaction of 2-nitro-5-chlorophenylhidrazyne (I) with ethyl 2-cyano-3-ethoxypropenoate (II) in EtOH and catalytic HOAc affords derivative (III),which is simultaneously hydrolyzed and cyclized to the triazine system (IV) in aqueous NaOH.Treatment of (IV) with SOCl2 followed by addition of alcohol (V) in chloroform allows obtention of the desired product.

合成路线:Reaction of 2-nitro-5-chlorophenylhidrazyne (I) with ethyl 2-cyano-3-ethoxypropenoate (II) in EtOH and catalytic AcOH affords derivative (III),which is simultaneously hydrolyzed and cyclized to the triazine system (IV) in aqueous NaOH.Treatment of (IV) with SOCl2,followed by addition of alcohol (V) in chloroform,allows obtention of the desired product.
📌 参考资料/链接:
参考文献标题:Benzodiazepine receptor (BZR) ligands.5.New 3-alkyloxycarbonyl-,3-cyclo-alkyloxycarbonyl-,3-aryloxy-carbonylderivatives of pyrazolo [5,1-c][1,2,4]benzotriazine 5-oxides: A study on the 3-ester function modification
文献作者:Costa,B.; Ciciani,G.; Costanzo,A.; Ipponi,A.; Martini,C.; Bruni,F.; Guerrini,G.; Selleri,S.; Lucacchini,A.; Aiello,M.
参考来源:Med Chem Res 1999,9(5),322

📄 详细内容


合成路线:Reaction of 2-nitro-5-chlorophenylhidrazyne (I) with ethyl 2-cyano-3-ethoxypropenoate (II) in EtOH and catalytic HOAc affords derivative (III),which is simultaneously hydrolyzed and cyclized to the triazine system (IV) in aqueous NaOH.Treatment of (IV) with SOCl2 followed by addition of alcohol (V) in chloroform allows obtention of the desired product.

合成路线:Reaction of 2-nitro-5-chlorophenylhidrazyne (I) with ethyl 2-cyano-3-ethoxypropenoate (II) in EtOH and catalytic AcOH affords derivative (III),which is simultaneously hydrolyzed and cyclized to the triazine system (IV) in aqueous NaOH.Treatment of (IV) with SOCl2,followed by addition of alcohol (V) in chloroform,allows obtention of the desired product.
参考文献标题:Reactivity of 1-(2-nitrophenyl)-5-aminopyrazoles under basic conditions and synthesis of new 3,7 and 8-substituted pyrazole[5,1-c][1,2,4]benzotriazine 5-oxides,as benzodiazepine receptor ligands
文献作者:Costanzo,A.; et al.
参考来源:J Heterocycl Chem 1994,311369