1‐β‐D‐Ribofuranosyl‐ 21, 1‐(2‐deoxy‐β‐D‐erytftro‐pentofuranosyl)‐ 27 and 1‐β‐D‐arabinofuranosyl‐ 29 derivatives of 1,2,4‐triazole‐3‐sulfonamide (19) have been prepared. Glycosylation of the silylated 19 with 1,2,3,5‐tetra‐0‐acetyl‐β‐D‐ribofuranose (5) in the presence of trimethylsilyl triflate gave the corresponding blocked nucleoside (20), which on ammonolysis afforded 1‐β‐D‐ribofuranosyl‐1,2,4‐triazole‐3‐sulfonamide (21). Stereospecific glycosylation of the sodium salt of 19 with either 1‐chloro‐2‐deoxy‐3,5‐di‐O‐p‐toluoyl‐α‐D‐erythro‐pentofuranose (22) or 1‐chloro‐2,3,5‐tri‐0‐benzyl‐α‐D‐arabinofuranose (23) provided the corresponding protected nucleosides 26 and 28. Deprotection of 26 and 28 furnished 1‐(2‐deoxy‐β‐D‐erythro‐pentofuranosyl)‐1,2,4‐triazole‐3‐sulfonamide (27) and 1‐β‐D‐arabinofuranosyl‐1,2,4‐triazole‐3‐sulfonamide (29), respectively. 2‐0‐D‐Ribofuranosyl‐1,2,4‐triazole‐3(4H)‐thione (7) and 4‐β‐D‐ribofuranosyl‐1,2,4‐triazole‐3(2H)‐thione (9) were also prepared utilizing either an acid catalyzed fusion of 1,2,4‐triazole‐3(1H,2H)‐thione (4) with 5, the reaction of 5 with silylated 4 in the presence of trimethylsilyl triflate, or by ring closure of 4‐(2,3,5‐tri‐0‐benzoyl‐β‐D‐ribofuranosyl)thiosemicarbazide (10) with mixed anhydride and subsequent deacylation. The synthesis of 1‐β‐D‐ribofuranosyl‐3‐benzylthio‐1,2,4‐triazole (15) has also been accomplished by the silylation procedure employing 3‐benzylthio‐1,2,4‐triazole (13) and 5 to give 1‐(2,3,5‐tri‐0‐acetyl‐β‐D‐ribofuranosyl)‐3‐benzylthio‐1,2,4‐triazole (14). Deacetylation of 14 furnished 15. The structural assignments of 7, 14 and 21 were made by single‐crystal X‐ray diffraction analysis and their hydrogen bonding characteristics have been studied. The sulfonamido‐1,2,4‐triazole nucleosides are devoid of any significant antiviral or antitumor activity in cell culture.