N-methyl-N-phenylmethanesulfonamide

Base Information

• Chemical Name: N-methyl-N-phenylmethanesulfonamide
• CAS No.: 13229-35-1
• Molecular Formula: C8H11NO2S
• Molecular Weight: 185.247
• European Community (EC) Number: 867-358-5
• DSSTox Substance ID: DTXSID40879191
• Nikkaji Number: J1.025.457D
• Wikidata: Q82861254
• Mol file: 13229-35-1.mol

Synonyms:N-methyl-N-phenylmethanesulfonamide;13229-35-1;Maybridge1_005033;ChemDiv2_000333;AE-018/31856029;SCHEMBL171307;HMS555M17;DTXSID40879191;HMS1369P03;AKOS001592108;CCG-103820;CS-0238311;EU-0001258;EN300-192999;SR-01000398120;SR-01000398120-1;Z45619615

Chemical Property of N-methyl-N-phenylmethanesulfonamide

Chemical Property:

• PSA: 45.76000
• LogP: 2.16320
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.05104977
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

N-methyl-N-phenylmethanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1)S(=O)(=O)C

Technology Process of N-methyl-N-phenylmethanesulfonamide

There total 3 articles about N-methyl-N-phenylmethanesulfonamide 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%

methanesulfonyl chloride (124-63-0) + N-methylaniline (100-61-8) → N-methyl-N-phenylmethanesulfonamide (13229-35-1)

Guidance literature:

With triethylamine; In dichloromethane; at -20 - 20 ℃; for 6h;

DOI:10.1021/ol800785g

Reference yield: 89.0%

N-phenylmethanesulfonamide (1197-22-4) + methyl iodide (74-88-4) → N-methyl-N-phenylmethanesulfonamide (13229-35-1)

Guidance literature:

With potassium hydroxide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; at 20 ℃; for 2h;

DOI:10.1080/00304940409458677

Reference yield:

1-methanesulfonyloxy-1,2,3-benzotriazole (54769-22-1) + N-methylaniline (100-61-8) → N-methyl-N-phenylmethanesulfonamide (13229-35-1)

Guidance literature:

In N,N-dimethyl-formamide; for 120h; Ambient temperature;

DOI:10.1016/S0040-4039(98)80034-8

upstream raw materials:

N-phenylmethanesulfonamide

methyl iodide

methanesulfonyl chloride

N-methylaniline

Downstream raw materials:

biphenyl

N-methyl-C,N-diphenyl-methanesulfonamide

C₁₅H₁₄FNO₃S

ethylcarboxy-N-methyl-N-phenyl-1-methanesulfonamide

Refernces

• 1、 -. "NOVEL PYRROLE-BASED HMG-COA REDUCTASE INHIBITORS". Page/Page column 55-56. . Retrieved 2010/02/10.
• 2、 Inoue, Jun,Cui, Ying-She,Sakai, Osamu,Nakamura, Yoshikuni,Kogiso, Hiromi,Kador, Peter F.. "Synthesis and aldose reductase inhibitory activities of novel N-nitromethylsulfonanilide derivatives". . p. 2167 - 2173. Retrieved 2007/10/03.