N-benzylidene-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-benzylidene-4-methylbenzenesulfonamide
• CAS No.: 51608-60-7
• Molecular Formula: C14H13NO2S
• Molecular Weight: 259.329
• European Community (EC) Number: 627-332-4
• Nikkaji Number: J1.437.649F,J274.694H,J741.803E
• Mol file: 51608-60-7.mol

Synonyms:N-benzylidene-4-methylbenzenesulfonamide;51608-60-7;13707-41-0;Benzenesulfonamide, 4-methyl-N-(phenylmethylene)-;N-(p-Methylbenzenesulfonyl)benzaldimine;Benzenesulfonamide, 4-methyl-N-(phenylmethylene)-, (E)-;N-Tosylbenzenemethanimine;HVCKVBQOKOFBFH-UHFFFAOYSA-N;N-Benzylidene p-toluenesulfonamide;N-Benzylidene-4-toluenesulfonamide;N-benzylidene-toluene-p-sulphonamide;N-Benzylidene-4-methylbenzensulfonamide;N-[(E)-Benzylidene]-p-toluenesulfonamide;F87073;N-[(Z)-Benzylidene]-4-methylbenzenesulfonamide

Chemical Property of N-benzylidene-4-methylbenzenesulfonamide

Chemical Property:

• Melting Point: 108-115°C
• Boiling Point: 415.7±38.0 °C(Predicted)
• PKA: -4.71±0.50(Predicted)
• PSA: 54.88000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 3.88360
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 259.06669983
• Heavy Atom Count: 18
• Complexity: 369

Purity/Quality:

98%,99%, ^*data from raw suppliers

(E)-N-Benzylidene-4-methylbenzensulfonamide 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 2115660
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N=CC2=CC=CC=C2

Technology Process of N-benzylidene-4-methylbenzenesulfonamide

There total 106 articles about N-benzylidene-4-methylbenzenesulfonamide 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%

chloroamine-T (127-65-1) + benzyl alcohol (100-51-6,185532-71-2) → N-(benzylidene)-p-methylbenzenesulfonamide (51608-60-7) + benzaldehyde (100-52-7) + toluene-4-sulfonamide (70-55-3)

Guidance literature:

chloroamine-T; benzyl alcohol; With saccharin; lithium bromide; In dichloromethane; at 20 ℃; for 3h;

In dichloromethane; Molecular sieve; Reflux;

DOI:10.1002/adsc.201000193

Reference yield: 86.0%

N-[(2-bromophenyl)-phenylmethyl]-4-methylbenzenesulfonamide (912588-51-3) → N-(benzylidene)-p-methylbenzenesulfonamide (51608-60-7) + 5-[(4-methylphenyl)sulfonyl]-6-phenyl-5,6-dihydrophenanthridine + benzaldehyde (100-52-7)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 120 ℃; for 24h; Reagent/catalyst; Temperature; Catalytic behavior; Inert atmosphere;

DOI:10.1002/anie.201411276

Reference yield: 75.0%

PhN=IPh + benzaldehyde (100-52-7) → N-(benzylidene)-p-methylbenzenesulfonamide (51608-60-7) + N-benzoyl-p-toluenesulfonamide (6971-74-0)

Guidance literature:

With pyridine; copper(l) iodide; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere; Molecular sieve;

DOI:10.1039/b918588g

upstream raw materials:

N-benzyl-p-toluenesulfonamide

toluene-4-sulfonamide

4-toluenesulfonyl azide

benzaldehyde dimethyl acetal

Downstream raw materials:

N-(4-Ethoxy-1-phenyl-pent-4-enyl)-4-methyl-benzenesulfonamide

(2R,4R)-2-Ethoxy-3,3-dimethyl-4-phenyl-1-(toluene-4-sulfonyl)-azetidine

(2S,4R)-2-Ethoxy-3,3-dimethyl-4-phenyl-1-(toluene-4-sulfonyl)-azetidine

diethyl (4-methylphenylsulfonamido)(phenyl)methylphosphonate

Refernces

• 1、 Xue, Yuting,Shi, Linlin,Wang, Xu,Yu, Xiaoni,Zhu, Xinju,Hao, Xin-Qi,Song, Mao-Ping. "Regioselective N-F and α C(sp3)-H Arylation of Aliphatic N-Fluorosulfonamides with Imidazopyridines". . p. 6807 - 6812. Retrieved 2021.
• 2、 Xavier, Tania,Condon, Sylvie,Pichon, Christophe,Le Gall, Erwan,Presset, Marc. "Decarboxylative Mannich Reactions with Substituted Malonic Acid Half-Oxyesters". . p. 5452 - 5462. Retrieved 2021/05/07.