4-Methyl-N-(1-piperidinylmethylene)benzenesulfonamide

Base Information

• Chemical Name: 4-Methyl-N-(1-piperidinylmethylene)benzenesulfonamide
• CAS No.: 27049-60-1
• Molecular Formula: C13H18 N2 O2 S
• Molecular Weight: 266.364
• Mol file: 27049-60-1.mol

Synonyms:BRN 0206268;4-Methyl-N-(1-piperidinylmethylene)benzenesulfonamide;27049-60-1;4-Methyl-N-[(E)-1-piperidinylmethylene]benzenesulfonamide;Benzenesulfonamide, 4-methyl-N-(1-piperidinylmethylene)-;5-20-02-00437 (Beilstein Handbook Reference);LS-31670

Chemical Property of 4-Methyl-N-(1-piperidinylmethylene)benzenesulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 409.5°Cat760mmHg
• Flash Point: 201.4°C
• Density: 1.21g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 266.10889899
• Heavy Atom Count: 18
• Complexity: 372

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N=CN2CCCCC2
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)/N=C/N2CCCCC2

Technology Process of 4-Methyl-N-(1-piperidinylmethylene)benzenesulfonamide

There total 21 articles about 4-Methyl-N-(1-piperidinylmethylene)benzenesulfonamide 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%

N-Formylpiperidine (2591-86-8) + toluene-4-sulfonamide (70-55-3) → N2-tosyl-N1,N1-cyclopentyl formamide (27049-60-1)

Guidance literature:

With diazoacetic acid ethyl ester; zinc trifluoromethanesulfonate; In cyclohexane; for 12h; stereoselective reaction; Reflux;

DOI:10.1039/c7cc07364j

Reference yield: 96.0%

N-methylcyclohexylamine (626-67-5) + toluene-4-sulfonamide (70-55-3) → N2-tosyl-N1,N1-cyclopentyl formamide (27049-60-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In ethanol; at 20 ℃; for 12h; Reagent/catalyst; Concentration; regioselective reaction; Electrochemical reaction; Inert atmosphere;

DOI:10.1039/c9cc09869k

Reference yield: 95.0%

N-Formylpiperidine (2591-86-8) + 4-toluenesulfonyl azide (941-55-9) → 4-methyl-N-(piperidin-1-ylmethylene)benzenesulfonamide (27049-60-1)

Guidance literature:

With copper(l) iodide; methyl ethynyl ketone; In neat (no solvent); at 60 ℃; for 0.5h;

DOI:10.1039/c8cc04699a

upstream raw materials:

N-Formylpiperidine

Tosyl isocyanate

piperidine

N-(2,2,2-trichloroethyliden)-p-toluenesulfonamide

Refernces

• 1、 Yang, Dong,Shi, Jingqi,Chen, Jiaming,Jia, Xiaoqi,Shi, Cuiying,Ma, Lifang,Li, Ziyuan. "Visible-light enabled room-temperature dealkylative imidation of secondary and tertiary amines promoted by aerobic ruthenium catalysis". . p. 18966 - 18973. Retrieved 2021/06/03.
• 2、 Gui, Jiao,Xie, Haisheng,Jiang, Huanfeng,Zeng, Wei. "Visible-Light-Mediated Sulfonylimination of Tertiary Amines with Sulfonylazides Involving Csp3-Csp3 Bond Cleavage". supporting information. p. 2804 - 2807. Retrieved 2019/04/30.