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ChemicalBook CAS DataBase List 4-METHYL-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL
68744-66-1

4-METHYL-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

Stage #1: 2-thiophenylcarboxylic acid;4-methylthiosemicarbazidewith 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide;N-ethyl-N,N-diisopropylamine in ethyl acetate;N,N-dimethyl-formamide at 20;Inert atmosphere;Cooling with ice;
Stage #2: with sodium hydroxide in ethyl acetate;N,N-dimethyl-formamide at 70; pH=8 - 11; for 0.666667 h;Inert atmosphere;
Stage #3: with hydrogenchloride in water;ethyl acetate;N,N-dimethyl-formamide; pH=5;Inert atmosphere;

References:

Micheli, Fabrizio;Bacchi, Alessia;Braggio, Simone;Castelletti, Laura;Cavallini, Palmina;Cavanni, Paolo;Cremonesi, Susanna;Dal Cin, Michele;Feriani, Aldo;Gehanne, Sylvie;Kajbaf, Mahmud;Marchió, Luciano;Nola, Selena;Oliosi, Beatrice;Pellacani, Annalisa;Perdonà, Elisabetta;Sava, Anna;Semeraro, Teresa;Tarsi, Luca;Tomelleri, Silvia;Wong, Andrea;Visentini, Filippo;Zonzini, Laura;Heidbreder, Christian [Journal of Medicinal Chemistry,2016,vol. 59,# 18,p. 8549 - 8576]