N-Phenylmethanesulfonamide

Base Information

• Chemical Name: N-Phenylmethanesulfonamide
• CAS No.: 1197-22-4
• Molecular Formula: C7H9NO2S
• Molecular Weight: 171.22
• Hs Code.: 29350090
• European Community (EC) Number: 601-626-2
• NSC Number: 11329
• UNII: W3PE9S4SRQ
• DSSTox Substance ID: DTXSID6061606
• Nikkaji Number: J421.565F
• Wikidata: Q26841272
• ChEMBL ID: CHEMBL24367
• Mol file: 1197-22-4.mol

Synonyms:N-Phenylmethanesulfonamide;1197-22-4;Methanesulfonamide, N-phenyl-;Methanesulfonanilide;N-Mesylaniline;Methanesulfanilide;N-Methylsulphonylaniline;N-Phenyl-methanesulfonamide;Methane sulfuryl aniline;W3PE9S4SRQ;CHEMBL24367;NSC 11329;NSC-11329;MESYLANILIDE;N-(Methylsulfonyl)aniline;N-Phenylmethanesulphonamide;methanesulphonanilide;MFCD00043782;methylsulfonyl aniline;UNII-W3PE9S4SRQ;SCHEMBL56693;Methanesulphonamide, N-phenyl-;DTXSID6061606;LBTPIFQNEKOAIM-UHFFFAOYSA-;BAA19722;NSC11329;BDBM50575972;STK395615;AKOS000476879;CS-0150123;FT-0628257;FT-0695961;P1794;D82030;AE-646/31214013;J-004188;J-523757;Q26841272

Chemical Property of N-Phenylmethanesulfonamide

Chemical Property:

• Appearance/Colour: white to light beige crystalline powder
• Vapor Pressure: 0.00305mmHg at 25°C
• Melting Point: 93-97 °C
• Refractive Index: 1.59
• Boiling Point: 284.028 °C at 760 mmHg
• PKA: 8?+-.0.10(Predicted)
• Flash Point: 125.576 °C
• PSA: 54.55000
• Density: 1.318 g/cm³
• LogP: 2.21190
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.03539970
• Heavy Atom Count: 11
• Complexity: 199

Purity/Quality:

99.9% ^*data from raw suppliers

N-Phenylmethanesulfonamide >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)NC1=CC=CC=C1
• Uses: N-Phenylmethanesulfonamide, is a building block used in the synthesis of various compounds.

Technology Process of N-Phenylmethanesulfonamide

There total 34 articles about 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: 100.0%

methanesulfonyl chloride (124-63-0) + aniline (62-53-3) → N-phenylmethanesulfonamide (1197-22-4)

Guidance literature:

In diethyl ether; at 0 - 20 ℃;

DOI:10.1021/jo034001w

Reference yield: 99.0%

bromobenzene (108-86-1,52753-63-6) + methanesulfonamide (3144-09-0) → N-phenylmethanesulfonamide (1197-22-4)

Guidance literature:

With potassium phosphate; copper(l) iodide; dimethylaminoacetic acid; In N,N-dimethyl-formamide; for 48h; Heating;

DOI:10.1016/j.tetlet.2005.08.149

Reference yield: 99.0%

iodobenzene (591-50-4) + methanesulfonamide (3144-09-0) → N-phenylmethanesulfonamide (1197-22-4)

Guidance literature:

With potassium phosphate; copper(l) iodide; sarcosine; In N,N-dimethyl-formamide; at 100 ℃; for 24h;

DOI:10.1016/j.tetlet.2005.08.149

upstream raw materials:

methanesulfonyl chloride

aniline

Methanesulfonic anhydride

N-Phenyl-S-vinyl-thiohydroxylamine

Downstream raw materials:

N-phenyl-N-(methylsulfonyl)methanesulfonamide

C₈H₁₀⁽²⁾HNO₄S₂

N-<4-(4-chloro-1-oxobutyl)phenyl>methanesulfonamide

N-phenyl-N-(3-phenyl-2-propyn-1-yl)methanesulfonamide

Refernces

• 1、 Bizet, Vincent,Borrajo-Calleja, Gustavo M.,Besnard, Céline,Mazet, Clément. "Direct Access to Furoindolines by Palladium-Catalyzed Intermolecular Carboamination". . p. 7183 - 7187. Retrieved 2016.
• 2、 Alaoui, Soukaina,Dufies, Maeva,Driowya, Mohsine,Demange, Luc,Bougrin, Khalid,Robert, Guillaume,Auberger, Patrick,Pagès, Gilles,Benhida, Rachid. "Synthesis and anti-cancer activities of new sulfonamides 4-substituted-triazolyl nucleosides". . p. 1989 - 1992. Retrieved 2017.
• 3、 Zhang, Ninghui,Zhang, Chunli,Hu, Xiaoping,Xie, Xin,Liu, Yuanhong. "Nickel-Catalyzed C(sp3)-H Functionalization of Benzyl Nitriles: Direct Michael Addition to Terminal Vinyl Ketones". supporting information. p. 6004 - 6009. Retrieved 2021/07/31.
• 4、 Pitchumani, Venkatachalam,Breugst, Martin,Lupton, David W.. "Enantioselective Rauhut–Currier Reaction with β-Substituted Acrylamides Catalyzed by N-Heterocyclic Carbenes". supporting information. p. 9413 - 9418. Retrieved 2021/12/09.