N-Methyl-p-toluenesulfonamide

Base Information

• Chemical Name: N-Methyl-p-toluenesulfonamide
• CAS No.: 640-61-9
• Molecular Formula: C8H11NO2S
• Molecular Weight: 185.247
• Hs Code.: 29350090
• European Community (EC) Number: 211-366-8
• NSC Number: 36991,2223
• DSSTox Substance ID: DTXSID5060938
• Nikkaji Number: J124.145A
• Wikidata: Q72491725
• ChEMBL ID: CHEMBL1565275
• Mol file: 640-61-9.mol

Synonyms:N-Methyl-p-toluenesulfonamide;640-61-9;N,4-DIMETHYLBENZENESULFONAMIDE;Benzenesulfonamide, N,4-dimethyl-;p-Toluenesulfonamide, N-methyl-;(p-Tolylsulfonyl)methylamine;p-Toluene-N-methylsulfonamide;NSC 2223;n-methylp-toluenesulfonamide;MLS000530144;N-Methyltoluene-4-sulphonamide;N-Methyl-para-toluenesulfonamide;N,4-dimethylbenzene-1-sulfonamide;EINECS 211-366-8;MFCD00008285;NSC 36991;SMR000135122;AI3-00115;Benzenesulfonamide,4-dimethyl-;N,4-Dimethyl-benzenesulfonamide;Opera_ID_815;Enamine_005786;Cambridge id 5110919;N-Methyl-p-toluolsulfonamide;SCHEMBL30960;N-methyl-p-toluenesulphonamide;4,N-Dimethylbenzenesulphonamide;N,4-dimethyl benzenesulfonamide;N,4-dimethylbenzenesulfon-amide;SCHEMBL7049553;CHEMBL1565275;DTXSID5060938;NSC2223;HMS1410G22;HMS2358H22;N-methyl-4-methylbenzenesulfonamide;AMY37116;NSC-2223;NSC36991;N-Methyl-p-toluenesulfonamide, 98%;N-Methyl-4-methylbenzene sulfonamide;NSC-36991;STK803573;AKOS000119951;AC-4395;BS-4008;CCG-356432;CS-W016946;IDI1_008021;N-Methyl-N-nitroso-P-tolutenesulfonamide;NCGC00170650-01;SY004935;A8797;BB 0258879;FT-0632724;M1717;EN300-15849;PK04_094315;W-104863;BRD-K39147129-001-01-3;Z45527660;F0808-1503;40-61-9

Chemical Property of N-Methyl-p-toluenesulfonamide

Chemical Property:

• Appearance/Colour: white to light yellow crystalline solid
• Vapor Pressure: 0.00143mmHg at 25°C
• Melting Point: 76-79 °C(lit.)
• Refractive Index: 1.532
• Boiling Point: 296.5 °C at 760 mmHg
• PKA: 11.67±0.30(Predicted)
• Flash Point: 133.1 °C
• PSA: 54.55000
• Density: 1.185 g/cm³
• LogP: 2.37480
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.05104977
• Heavy Atom Count: 12
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl-p-toluenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Sulfonamides
• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC
• Uses: N-Methyl-p-toluenesulfonamide is an intermediate used in the synthesis of vicinal haloamino ketone derivative. N-Methyl-p-toluenesulfonamide was used in the synthesis of vicinal haloamino ketone derivative.

Technology Process of N-Methyl-p-toluenesulfonamide

There total 112 articles about N-Methyl-p-toluenesulfonamide 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%

p-toluenesulfonyl chloride (98-59-9) + methylamine (74-89-5) → N-methyl-p-toluenesulfonylamide (640-61-9)

Guidance literature:

In tetrahydrofuran; dichloromethane; at 0 ℃; for 2h;

Reference yield: 98.0%

methanol (67-56-1) + toluene-4-sulfonamide (70-55-3) → N-methyl-p-toluenesulfonylamide (640-61-9)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]; bis[2-(diphenylphosphino)phenyl] ether; lithium tert-butoxide; at 60 ℃; for 24h;

DOI:10.1021/acscatal.5b00606

Reference yield: 98.0%

4,N-Dimethyl-N-(3-oxo-4-pentenyl)benzenesulfonamide (119352-88-4) → N-methyl-p-toluenesulfonylamide (640-61-9)

Guidance literature:

With sodium cyanide; In acetonitrile; at 65 ℃; for 2h;

DOI:10.1055/s-1988-27655

upstream raw materials:

diazomethane

diethyl ether

toluene-4-sulfonamide

methyl p-toluene sulfonate

Downstream raw materials:

N-methyl-N-piperidin-1-ylmethyl-toluene-4-sulfonamide

N-methyl-N-morpholin-4-ylmethyl-toluene-4-sulfonamide

1,4-bis-{[methyl-(toluene-4-sulfonyl)-amino]-methyl}-piperazine

N-methyl-N-tosylacetamide