(NZ)-N-[(4-chlorophenyl)methylidene]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: (NZ)-N-[(4-chlorophenyl)methylidene]-4-methylbenzenesulfonamide
• CAS No.: 3157-65-1
• Molecular Formula: C14H12ClNO2S
• Molecular Weight: 293.774
• Hs Code.: 2935009090
• European Community (EC) Number: 624-805-7
• Mol file: 3157-65-1.mol

Synonyms:N-(4-CHLOROBENZYLIDENE)-4-METHYLBENZENESULFONAMIDE;SCHEMBL14193468;AKOS004910140;J-018478

Chemical Property of (NZ)-N-[(4-chlorophenyl)methylidene]-4-methylbenzenesulfonamide

Chemical Property:

• Melting Point: 175-180℃
• PSA: 54.88000
• LogP: 4.53700
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 293.0277275
• Heavy Atom Count: 19
• Complexity: 400

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of (NZ)-N-[(4-chlorophenyl)methylidene]-4-methylbenzenesulfonamide

There total 17 articles about (NZ)-N-[(4-chlorophenyl)methylidene]-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: 99.0%

toluene-4-sulfonamide (70-55-3) + para-Chlorobenzyl alcohol (873-76-7) → N-(p-chlorobenzylidene)-p-toluenesulfonamide (3157-65-1)

Guidance literature:

With potassium carbonate; In neat (no solvent); at 160 ℃; for 12h; Inert atmosphere; Green chemistry;

DOI:10.1039/c4ra06685e

Reference yield: 99.0%

4-chlorobenzaldehyde dimethyl acetal (3395-81-1) + toluene-4-sulfonamide (70-55-3) → N-(p-chlorobenzylidene)-p-toluenesulfonamide (3157-65-1)

Guidance literature:

at 170 ℃;

DOI:10.1021/ol900953n

Reference yield: 98.0%

4-chlorobenzaldehyde (104-88-1) + toluene-4-sulfonamide (70-55-3) → N-(p-chlorobenzylidene)-p-toluenesulfonamide (3157-65-1)

Guidance literature:

With amberlyst 15; In toluene; for 16h; Heating; Molecular sieve;

DOI:10.1016/j.tetasy.2009.11.020

upstream raw materials:

4-toluenesulfonyl azide

4-chlorobenzaldehyde

N-tosyltriphenylbismuthimine

2-(p-toluenesulfonyl)-3-(p-chlorophenyl)oxaziridine

Downstream raw materials:

(E)-diethyl 1-cyano-2-(4-chlorophenyl)-vinylphosphonate

methyl 2-diazo-3-(p-chloro)phenyl-3-[(N-tosyl)amino]propanoate

Refernces

• 1、 Shi, Zhichao,Fan, Tingting,Zhang, Xun,Zhan, Feng,Wang, Zhe,Zhao, Lei,Lin, Jin-Shun,Jiang, Yuyang. "Synthesis of Diversely Substituted Imidazolidines via [3+2] Cycloaddition of 1,3,5-Triazinanes with Donor-Acceptor Aziridines and Their Anti-Tumor Activity". supporting information. p. 2619 - 2624. Retrieved 2021/04/05.
• 2、 Cai, Xuhong,Chen, Wenkun,Nie, Ruifang,Wang, Jun. "Chiral-Directing-Group-Assisted Rhodium(III)-Catalyzed Asymmetric Addition of Inert Arene C?H Bond to Aldimines with Subsequent Intramolecular Cyclization". supporting information. p. 16611 - 16615. Retrieved 2021/10/19.