5-Ethylthio-1H-tetrazole

[89797-68-2] C3H6N4S (MW 130.17) InChI = 1S/C3H6N4S/c1-2-8-3-4-6-7-5-3/h2H2,1H3,(H,4,5,6,7) InChIKey = GONFBOIJNUKKST-UHFFFAOYSA-N (reagent used a powerful activator in DNA and RNA syntheses) Physical Data: mp 86–88 °C.1, 2 Solubility: soluble in CH3CN, DMF. Purification: recrystallized from toluene. Analysis of Reagent Purity: IR, UV, elemental analysis.2 Preparative Methods: the title reagent 1 is prepared from the corresponding alkyl thiocyanate and sodium azide through a [2 + 3] cycloaddition under phase transfer catalytic conditions (eq 1).1 The ratio of the solvent (water to toluene) as well as the reaction temperature are important factors in obtaining preparative yields of the alkylthiotetrazoles. 5-Ethylthio-1H-tetrazole has also been prepared using DMF as solvent albeit in much lower yield.2 (1) Handling, Storage, and Precautions: stable reagent; stored under argon, may be toxic.