1-BENZENESULFONYLIMIDAZOLE

Base Information

• Chemical Name: 1-BENZENESULFONYLIMIDAZOLE
• CAS No.: 46248-01-5
• Molecular Formula: C9H8N2O2S
• Molecular Weight: 208.241
• Hs Code.: 2933290090
• Mol file: 46248-01-5.mol

Synonyms:1-(benzenesulfonyl)imidazole;

Chemical Property of 1-BENZENESULFONYLIMIDAZOLE

Chemical Property:

• Melting Point: 75-76 °C
• Boiling Point: 404.4±28.0 °C(Predicted)
• PKA: 1.03±0.10(Predicted)
• PSA: 60.34000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 2.20090
• Storage Temp.: 2-8°C

Purity/Quality:

≥95% ^*data from raw suppliers

1-(Phenylsulfonyl)-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-BENZENESULFONYLIMIDAZOLE

There total 7 articles about 1-BENZENESULFONYLIMIDAZOLE 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: 99.0%

1-(Trimethylsilyl)imidazole (18156-74-6) + benzenesulfonyl chloride (98-09-9) → benzenesulfonic acid imidazolide (46248-01-5)

Guidance literature:

In benzene; for 3.5h; Heating;

DOI:10.1007/BF02471881

Reference yield: 90.0%

1H-imidazole (288-32-4) + benzenesufonyl hydrazide (80-17-1) → benzenesulfonic acid imidazolide (46248-01-5)

Guidance literature:

With tert.-butylhydroperoxide; iodine; In water; at 20 ℃; for 0.0166667h;

DOI:10.1016/j.tetlet.2016.02.009

Reference yield: 82.0%

1H-imidazole (288-32-4) + phenylsulfonyl fluoride (368-43-4) → benzenesulfonic acid imidazolide (46248-01-5)

Guidance literature:

With calcium(II) bis(trifluoromethanesulfonyl)imide; In tert-Amyl alcohol; at 60 ℃; for 24h;

DOI:10.1021/acs.orglett.8b01520

upstream raw materials:

1-(Trimethylsilyl)imidazole

benzenesulfonyl chloride

1,1'-carbonyldiimidazole

benzenesulfonic acid

Downstream raw materials:

{2-Benzenesulfonyloxymethyl-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-4-oxo-azetidin-1-yl}-acetic acid 2-trimethylsilanyl-ethyl ester

(2S)-cis-1-(phenylsulfonyl)-5-butyl-2-(1-<(phenylsulfonyl)oxy>heptyl)pyrrolidine

(2S)-cis-1-(phenylsulfonyl)-2-(1-<(phenylsulfonyl)oxy>butyl)-5-heptylpyrrolidine

(2R)-trans-1-(phenylsulfonyl)-2-(1-<(phenylsulfonyl)oxy>butyl)-5-heptylpyrrolidine

Refernces

• 1、 Laudadio, Gabriele,Barmpoutsis, Efstathios,Schotten, Christiane,Struik, Lisa,Govaerts, Sebastian,Browne, Duncan L.,No?l, Timothy. "Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols". supporting information. . Retrieved 2019/04/16.
• 2、 Jie, Kun,Wang, Yufeng,Huang, Ling,Guo, Shengmei,Cai, Hu. "Convenient sulfonylation of imidazoles and triazoles using NFSI". . p. 465 - 471. Retrieved 2018/06/18.