(NE)-N-benzylidene-4-chlorobenzenesulfonamide

Base Information

• Chemical Name: (NE)-N-benzylidene-4-chlorobenzenesulfonamide
• CAS No.: 13707-45-4
• Molecular Formula: C13H10 Cl N O2 S
• Molecular Weight: 279.747
• NSC Number: 229108
• DSSTox Substance ID: DTXSID90430599
• Mol file: 13707-45-4.mol

Synonyms:NSC229108;13707-45-4;SCHEMBL1932739;DTXSID90430599;AKOS002527248;NSC-229108

Chemical Property of (NE)-N-benzylidene-4-chlorobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 3.49E-07mmHg at 25°C
• Boiling Point: 429.5°Cat760mmHg
• Flash Point: 213.6°C
• Density: 1.27g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 279.0120774
• Heavy Atom Count: 18
• Complexity: 374

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=NS(=O)(=O)C2=CC=C(C=C2)Cl
• Isomeric SMILES: C1=CC=C(C=C1)/C=N/S(=O)(=O)C2=CC=C(C=C2)Cl

Technology Process of (NE)-N-benzylidene-4-chlorobenzenesulfonamide

There total 8 articles about (NE)-N-benzylidene-4-chlorobenzenesulfonamide 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%

1,3-bis(p-chlorophenylsulfonyl)tetramethylcyclodistannazane (74756-42-6) + benzaldehyde (100-52-7) → N-benzylidene-4-chlorobenzenesulfonamide (13707-45-4) + dimethyltin oxide (2273-45-2)

Guidance literature:

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

Reference yield: 90.0%

4-Chlorobenzenesulfonamide (98-64-6) + toluene (108-88-3,15644-74-3,16713-13-6) → N-benzylidene-4-chlorobenzenesulfonamide (13707-45-4)

Guidance literature:

With oxygen; at 120 ℃; for 24h; under 7500.75 Torr; Autoclave;

DOI:10.1039/c2cc31438j

Reference yield: 86.0%

N-benzyl-4-chlorobenzenesulfonamide (10504-90-2) → N-benzylidene-4-chlorobenzenesulfonamide (13707-45-4)

Guidance literature:

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

DOI:10.3390/molecules24203771

upstream raw materials:

4-Chlorobenzenesulfonamide

benzaldehyde

(diethoxymethyl)benzene

1,3-bis(p-chlorophenylsulfonyl)tetramethylcyclodistannazane

Downstream raw materials:

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

2-((4-chlorophenyl)sulfonyl)-3-phenyl-1,2-oxaziridine

(2S,3S)-2-(4-Chloro-benzenesulfonyl)-3-phenyl-oxaziridine

1-(4-Chloro-benzenesulfonyl)-2-phenyl-azetidine

Refernces

• 1、 Zuo, Qinglu,Shi, Zhichao,Zhan, Feng,Wang, Zhe,Lin, Jin-Shun,Jiang, Yuyang. "TfOH-catalyzed formal [3+2] cycloaddition of N-tosylaziridine dicarboxylates and nitriles: Synthesis of tetrafunctionalized 2-imidazolines". supporting information. . Retrieved 2020/01/13.
• 2、 Hatanaka, Yasuo,Nantaku, Shuuto,Nishimura, Yuhki,Otsuka, Tomoyuki,Sekikaw, Tohru. "Catalytic enantioselective aza-Diels-Alder reactions of unactivated acyclic 1,3-dienes with aryl-, alkenyl-, and alkyl-substituted imines". supporting information. p. 8996 - 8999. Retrieved 2017/08/15.