N-(2-iodophenyl)methanesulfonamide

Base Information

• Chemical Name: N-(2-iodophenyl)methanesulfonamide
• CAS No.: 116547-92-3
• Molecular Formula: C7H8INO2S
• Molecular Weight: 297.117
• European Community (EC) Number: 852-900-5
• DSSTox Substance ID: DTXSID30354720
• Nikkaji Number: J1.223.850I
• Wikidata: Q82133075
• Mol file: 116547-92-3.mol

Synonyms:N-(2-iodophenyl)methanesulfonamide;116547-92-3;N-(2-Iodo-phenyl)-methanesulfonamide;Cambridge id 5358144;2-iodo-methanesulfonylaniline;SCHEMBL980016;LDYJASRWKZXTBH-UHFFFAOYSA-;DTXSID30354720;LDYJASRWKZXTBH-UHFFFAOYSA-N;2-iodo-N-(methanesulfonyl)aniline;N-(2-iodophenyl)methanesulphonamide;MFCD00978524;STK041886;AKOS000671614;SB82645;SS-3055;CS-0260516;FT-0766658;EN300-75372;AB00082828-01;J-522940;Z45635715;InChI=1/C7H8INO2S/c1-12(10,11)9-7-5-3-2-4-6(7)8/h2-5,9H,1H3

Chemical Property of N-(2-iodophenyl)methanesulfonamide

Chemical Property:

• PSA: 54.55000
• LogP: 2.81650
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 296.93205
• Heavy Atom Count: 12
• Complexity: 234

Purity/Quality:

98%min ^*data from raw suppliers

N-(2-Iodophenyl)methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)NC1=CC=CC=C1I

Technology Process of N-(2-iodophenyl)methanesulfonamide

There total 7 articles about N-(2-iodophenyl)methanesulfonamide 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%

2-iodophenylamine (615-43-0) + methanesulfonyl chloride (124-63-0) → N-(2-iodophenyl)methanesulfonamide (116547-92-3)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jacs.0c03926

Reference yield: 74.0%

N,N-bis(methylsulfonyl)-2-iodoaniline (636567-58-3) → N-(2-iodophenyl)methanesulfonamide (116547-92-3)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 1h;

DOI:10.1016/S0960-894X(03)00299-3

Reference yield: 14.3%

N-(2-Iodophenyl)-N-[2-(methylsulfonyl)prop-2-enyl]methanesulfonamide (300706-88-1) → N-phenylmethanesulfonamide (1197-22-4) + N-(2-iodophenyl)methanesulfonamide (116547-92-3)

Guidance literature:

With N-ethylpiperidine hypophosphite; 2,2'-azobis(isobutyronitrile); In benzene; for 1h; Heating;

DOI:10.1039/b002565h

upstream raw materials:

2-iodophenylamine

methanesulfonyl chloride

N-(2-Iodophenyl)-N-[2-(methylsulfonyl)prop-2-enyl]methanesulfonamide

N,N-bis(methylsulfonyl)-2-iodoaniline

Downstream raw materials:

N-(2-phenylethynylphenyl)methanesulfonamide

N-(2-(hex-1-yn-1-yl)phenyl)methanesulfonamide

N-(2-Bromocyclohex-2-enyl)-N-(2-iodophenyl)methanesulfonamide

N-(cyclohex-2-en-1-yl)-N-(2-iodophenyl)methanesulfonamide

Refernces

• 1、 Buarque, Camilla D.,Salustiano, Eduardo J.,Fraga, Kevin C.,Alves, Bruna R.M.,Costa, Paulo R.R.. "11a-N-Tosyl-5-deoxi-pterocarpan (LQB-223), a promising prototype for targeting MDR leukemia cell lines". . p. 190 - 197. Retrieved 2014.
• 2、 Xu, Jia-Cheng,Yin, Yi-Zhuo,Han, Zhi-Yong. "Asymmetric Counteranion Directed Catalytic Heck/Tsuji-Trost Annulation of Aryl Iodides and 1,3-Dienes". supporting information. p. 3834 - 3838. Retrieved 2021/05/26.
• 3、 Li, Hang-Hao,Ye, Si-Han,Chen, Yang-Bo,Luo, Wen-Feng,Qian, Peng-Cheng,Ye, Long-Wu. "Efficient and Divergent Synthesis of Medium-Sized Lactams through Zinc-Catalyzed Oxidative Cyclization of Indoly Ynamides?". supporting information. p. 263 - 268. Retrieved 2020/02/05.