N-(4-Chloro-2-formylphenyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(4-Chloro-2-formylphenyl)-4-methylbenzenesulfonamide
• CAS No.: 34159-03-0
• Molecular Formula: C14H12ClNO3S
• Molecular Weight: 309.773
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID80590772
• Wikidata: Q82484413
• Mol file: 34159-03-0.mol

Synonyms:34159-03-0;N-(4-Chloro-2-formylphenyl)-4-methylbenzenesulfonamide;DTXSID80590772;N-(4-Chloro-2-formylphenyl)-4-methylbenzene-1-sulfonamide

Chemical Property of N-(4-Chloro-2-formylphenyl)-4-methylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 8.86E-09mmHg at 25°C
• PSA: 71.62000
• LogP: 4.41550
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 309.0226421
• Heavy Atom Count: 20
• Complexity: 426

Purity/Quality:

99% ^*data from raw suppliers

N-(4-CHLORO-2-FORMYLPHENYL)-4-METHYLBENZENESULFONAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=C(C=C2)Cl)C=O

Technology Process of N-(4-Chloro-2-formylphenyl)-4-methylbenzenesulfonamide

There total 13 articles about N-(4-Chloro-2-formylphenyl)-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: 88.0%

N-(4-chloro-2-(hydroxymethyl)phenyl)-4-methylbenzenesulfonamide (675578-47-9) → N-(4-chloro-2-formylphenyl)-4-methylbenzenesulfonamide (34159-03-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.orglett.9b01580

Reference yield: 81.0%

2-amino-5-chlorobenzyl alcohol (37585-25-4) + p-toluenesulfonyl chloride (98-59-9) → N-(4-chloro-2-formylphenyl)-4-methylbenzenesulfonamide (34159-03-0)

Guidance literature:

2-amino-5-chlorobenzyl alcohol; p-toluenesulfonyl chloride; With pyridine; In chloroform; at 25 ℃; for 12h; Inert atmosphere;

With pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02536

Reference yield: 79.0%

4-toluenesulfonyl azide (941-55-9) + m-Chlorobenzaldehyde (587-04-2) → N-(4-chloro-2-formylphenyl)-4-methylbenzenesulfonamide (34159-03-0)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver trifluoroacetate; 3,5-Bis-(trifluoromethyl)aniline; trifluoroacetic acid; silver(I) triflimide; In 1,2-dichloro-ethane; at 50 ℃; for 24h;

DOI:10.1039/c7ra06465a

upstream raw materials:

N-(4-chloro-2-(hydroxymethyl)phenyl)-4-methylbenzenesulfonamide

4-chlorobenzenesulfonyl chloride

p-toluenesulfonyl chloride

N-p-toluenesulfonyl-5-chloro-anthranilic acid methyl ester

Downstream raw materials:

N-allyl-N-p-toluenesulfonyl-4-chloro-2-formylaniline

4-chloro-2-(hydroxy(phenyl)methyl)-1-(4-methylphenylsulfonamido)benzene

2-tosylamido-5-chlorobenzophenone

N-allyl-N-p-toluenesulfonyl-4-chloro-2-ethenylaniline