N-hydroxybenzotriazole ester of benzenesulfonic acid

Base Information

• Chemical Name: N-hydroxybenzotriazole ester of benzenesulfonic acid
• CAS No.: 54769-59-4
• Molecular Formula: C₁₂H₉N₃O₃S
• Molecular Weight: 275.288
• Mol file: 54769-59-4.mol

Synonyms:N-hydroxybenzotriazole ester of benzenesulfonic acid

Chemical Property of N-hydroxybenzotriazole ester of benzenesulfonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-hydroxybenzotriazole ester of benzenesulfonic acid

There total 4 articles about N-hydroxybenzotriazole ester of benzenesulfonic acid 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: 91.0%

benzenediazonium tetrafluoroborate (369-57-3) + benzotriazol-1-ol (2592-95-2) → N-hydroxybenzotriazole ester of benzenesulfonic acid (54769-59-4)

Guidance literature:

With 1,4-diazabicyclo[2.2.2]octane-triethylenediamine-bis(sulfur dioxide); In 1,2-dichloro-ethane; at 60 ℃; for 8h; Inert atmosphere;

DOI:10.1002/adsc.201700501

Reference yield: 77.6%

benzotriazol-1-ol (2592-95-2) + benzenesulfonyl chloride (98-09-9) → N-hydroxybenzotriazole ester of benzenesulfonic acid (54769-59-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2.5h;

DOI:10.1021/jo0300183

Reference yield:

benzotriazol-1-ol (2592-95-2) → N-hydroxybenzotriazole ester of benzenesulfonic acid (54769-59-4)

Guidance literature:

With benzenesulfonyl chloride; In sodium hydroxide; hexane;

upstream raw materials:

benzotriazol-1-ol

benzenesulfonyl chloride

benzenediazonium tetrafluoroborate

Downstream raw materials:

N-cyclohexylbenzenesulfonamide

Z-Aib-OBt

N-hydroxybenzotriazole ester of N-Boc-6-aminohexanoic acid

Refernces

• 1、 Palakurthy, Nani Babu,Mandal, Bhubaneswar. "Sulfonamide synthesis using N-hydroxybenzotriazole sulfonate: An alternative to pentafluorophenyl (PFP) and trichlorophenyl (TCP) esters of sulfonic acids". scheme or table. p. 7132 - 7134. Retrieved 2012/02/01.
• 2、 -. "Sulfonic acid esters". . . Retrieved 2008/06/13.