1-(4-methylbenzenesulfonyl)-5-phenyl-1,2,3-triazole

Base Information

• Chemical Name: 1-(4-methylbenzenesulfonyl)-5-phenyl-1,2,3-triazole
• CAS No.: 6111-93-9
• Molecular Formula: C₁₅H₁₃N₃O₂S
• Molecular Weight: 299.353
• Mol file: 6111-93-9.mol

Synonyms:1-(4-methylbenzenesulfonyl)-5-phenyl-1,2,3-triazole

Chemical Property of 1-(4-methylbenzenesulfonyl)-5-phenyl-1,2,3-triazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-methylbenzenesulfonyl)-5-phenyl-1,2,3-triazole

There total 4 articles about 1-(4-methylbenzenesulfonyl)-5-phenyl-1,2,3-triazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

4-toluenesulfonyl azide (941-55-9) + phenylacetylene (536-74-3) → 1-(4-methylbenzenesulfonyl)-5-phenyl-1,2,3-triazole (6111-93-9)

Guidance literature:

With C₂₄H₂₁CuN₃O₃; sodium L-ascorbate; In water; tert-butyl alcohol; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2020.121627

Reference yield:

sodium 4-methylbenzenesulfinate (824-79-3) + 4-phenyl-2H-[1,2,3]triazole (112614-96-7) → 1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole (884866-01-7) + 4-phenyl-2-p-tosyl-2H-1,2,3-triazole (1209494-83-6) + 1-(4-methylbenzenesulfonyl)-5-phenyl-1,2,3-triazole (6111-93-9)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In ethyl acetate; at 20 ℃; for 24h; Overall yield = 42 %Spectr.;

DOI:10.1016/j.tetlet.2018.04.023

Reference yield:

4-toluenesulfonyl azide (941-55-9) + (phenylethynyl)sodium (1004-22-4) → 1-(4-methylbenzenesulfonyl)-5-phenyl-1,2,3-triazole (6111-93-9)

Guidance literature:

With diethyl ether; und anschliessenden Einleiten von HCl;

DOI:10.1021/jo01101a604

upstream raw materials:

4-toluenesulfonyl azide

(phenylethynyl)sodium

phenylacetylene

sodium 4-methylbenzenesulfinate

Downstream raw materials:

α-(4-tolylsulfonyl)phenylacetonitrile

C₂₂H₂₂N₂O₂S

C₂₄H₂₇NO₂S

C₂₉H₃₁NO₃S

Refernces

• 1、 Reddy, Raju Jannapu,Shankar, Angothu,Waheed, Md.,Nanubolu, Jagadeesh Babu. "Metal-free, highly regioselective sulfonylation of NH-1,2,3-triazoles with sodium sulfinates and thiosulfonates". supporting information. p. 2014 - 2017. Retrieved 2018/04/25.
• 2、 Meza-Avina, Maria Elena,Patel, Mudita Kishor,Lee, Cylivia B.,Dietz, Thomas J.,Croatt, Mitchell P.. "Selective formation of 1,5-substituted sulfonyl triazoles using acetylides and sulfonyl azides". supporting information; experimental part. p. 2984 - 2987. Retrieved 2011/08/06.