N-Benzylidenebenzenesulfonamide

Base Information

• Chemical Name: N-Benzylidenebenzenesulfonamide
• CAS No.: 13909-34-7
• Molecular Formula: C13H11 N O2 S
• Molecular Weight: 245.302
• Hs Code.: 2935009090
• European Community (EC) Number: 628-396-6
• Mol file: 13909-34-7.mol

Synonyms:N-Benzylidenebenzenesulfonamide;13909-34-7;N-(Phenylsulfonyl)phenylmethaneimine;Benzenesulfonamide, N-(phenylmethylene)-;130552-90-8;MFCD00011587;SCHEMBL984789;MPNRJEPBAYEQBY-SDNWHVSQSA-N;N-Benzylidenebenzenesulfonamide, 97%;AKOS016005799;AS-19254;CS-0156494;N-[(E)-Phenylmethylidene]benzenesulfonamide #;A886146;J-007222

Chemical Property of N-Benzylidenebenzenesulfonamide

Chemical Property:

• Vapor Pressure: 1.93E-06mmHg at 25°C
• Melting Point: 78-81 °C(lit.)
• Refractive Index: 1.583
• Boiling Point: 406.3°C at 760 mmHg
• PKA: -4.08±0.50(Predicted)
• Flash Point: 199.5°C
• PSA: 54.88000
• Density: 1.16g/cm³
• LogP: 3.57520
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, DCM
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 245.05104977
• Heavy Atom Count: 17
• Complexity: 344

Purity/Quality:

97% ^*data from raw suppliers

N-(Phenylmethylene)benzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=NS(=O)(=O)C2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=N/S(=O)(=O)C2=CC=CC=C2
• Uses: N-(Phenylmethylene)benzenesulfonamide is an intermediate in the synthesis of Davis Oxaziridine (D194900), an oxidizing agent used in the preparation of wide variety of pharmaceutical compounds. Dyes and metabolites.

Technology Process of N-Benzylidenebenzenesulfonamide

There total 22 articles about N-Benzylidenebenzenesulfonamide 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%

tetramethyl-1,3-bis(phenylsulfonyl)cyclodistannazane (74756-41-5) + benzaldehyde (100-52-7) → N-benzylidenephenylsulfonamide (13909-34-7) + dimethyltin oxide (2273-45-2)

Guidance literature:

In further solvent(s); Ar atmosphere; boiling in dichloroethane; filtration, washing (dichloroethane);

Reference yield: 94.0%

N-benzylbenzenesulfonamide (837-18-3) → N-benzylidenephenylsulfonamide (13909-34-7)

Guidance literature:

With N-hydroxyphthalimide; [bis(acetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.3390/molecules24203771

Reference yield: 92.0%

benzenesulfonamide (98-10-2) + benzaldehyde (100-52-7) → N-benzylidenephenylsulfonamide (13909-34-7)

Guidance literature:

With silica sulfuric acid; at 90 ℃; for 0.333333h;

DOI:10.1080/00304940809458106

upstream raw materials:

benzenesulfonamide

benzaldehyde

2-Sulfanylpyridine

N-(benzenesulfonyl)-3-phenyloxaziridine

Downstream raw materials:

1-benzenesulfonyl-4-morpholin-4-yl-2-phenyl-1,2-dihydro-azete

N-{[Bis-(4-dimethylamino-phenyl)-phosphinoyl]-phenyl-methyl}-benzenesulfonamide

N-(benzenesulfonyl)-3-phenyloxaziridine

N-[(10-oxo-5,10-dihydro-10λ⁵-phenophosphazin-10-yl)-phenyl-methyl]-benzenesulfonamide

Refernces

Diastereoselective aza-baylis-hillman reactions: synthesis of chiral α-allenlamines and 2-azetines from allenie esters

10.1002/ejoc.200901415

The study focuses on the diastereoselective aza-Baylis–Hillman reactions of allenic esters with activated N-sulfonylimines, using DABCO as a catalyst, to synthesize chiral α-allenylamines and 2-azetines. The research explores the reactivity of allenic esters with various N-arylidenebenzenesulfonamides, leading to the formation of optically active products. It was found that the reaction's outcome could be controlled by adjusting the reaction conditions or the electronic properties of the imine reactants. The study also discusses the potential of these synthesized chiral α-allenylamines as building blocks for the synthesis of chiral pyrrolines and pyrroles, as well as the unique reactivity of strained cyclic enamines like 2-azetines. The results include the synthesis of both acyclic and cyclic derivatives, highlighting the versatility of the methodology for constructing molecular frameworks and the generation of functional groups, which aligns with atom economy principles.