N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide

Base Information

• Chemical Name: N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide
• CAS No.: 23384-03-4
• Molecular Formula: C7H5ClF3NO2S
• Molecular Weight: 259.636
• European Community (EC) Number: 810-900-2
• DSSTox Substance ID: DTXSID50519354
• Nikkaji Number: J1.606.800D
• Wikidata: Q82382461
• Mol file: 23384-03-4.mol

Synonyms:N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide;23384-03-4;Methanesulfonamide, N-(3-chlorophenyl)-1,1,1-trifluoro-;DTXSID50519354;MXLHOBVHWWPJNL-UHFFFAOYSA-N;SB81775

Chemical Property of N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide

Chemical Property:

• PSA: 54.55000
• LogP: 3.75530
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 258.9681618
• Heavy Atom Count: 15
• Complexity: 311

Purity/Quality:

N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)NS(=O)(=O)C(F)(F)F

Technology Process of N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide

There total 6 articles about N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide 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: 88.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 3-chloro-aniline (108-42-9) → N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide (23384-03-4)

Guidance literature:

With dmap; potassium hydrogen difluoride; water monomer; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 50 ℃; for 18h; chemoselective reaction;

DOI:10.1039/d1sc06267k

Reference yield: 82.0%

C10H7ClF3NO2S → N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide (23384-03-4)

Guidance literature:

With dmap; tributylphosphine; In toluene; at 110 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.03.046

Reference yield:

trifluoromethane sulfonyl chloride (421-83-0) + 3-chloro-aniline (108-42-9) → N-(3-chlorophenyl)-1,1,1-trifluoromethanesulfonamide (23384-03-4)

Guidance literature:

In dichloromethane; room temperature, 3 h, reflux, 5 h;

DOI:10.1246/bcsj.57.3601

upstream raw materials:

triflic azide

chlorobenzene

trifluoromethane sulfonyl chloride

3-chloro-aniline

Refernces

• 1、 Wang, Jingjing,Li, Feng,Pei, Wenlong,Yang, Mixue,Wu, Yidan,Ma, Danyang,Zhang, Furong,Wang, Jianhui. "Selective cleavage of the N-propargyl group from sulfonamides and amides under ruthenium catalysis". supporting information. p. 1902 - 1905. Retrieved 2018/04/19.