N-(2-formyl-4-nitrophenyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(2-formyl-4-nitrophenyl)-4-methylbenzenesulfonamide
• CAS No.: 39119-35-2
• Molecular Formula: C14H12 N2 O5 S
• Molecular Weight: 320.32
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID40405696
• Wikidata: Q82210383
• Mol file: 39119-35-2.mol

Synonyms:N-(2-formyl-4-nitrophenyl)-4-methylbenzenesulfonamide;39119-35-2;N-(2-Formyl-4-nitro-phenyl)-4-methyl-benzenesulfonamide;5-nitro-2-tosylaminobenzaldehyde;DTXSID40405696;AKOS004117293

Chemical Property of N-(2-formyl-4-nitrophenyl)-4-methylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 1.76E-10mmHg at 25°C
• Refractive Index: 1.649
• Boiling Point: 509°C at 760 mmHg
• Flash Point: 261.7°C
• PSA: 117.44000
• Density: 1.467g/cm³
• LogP: 4.19350
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 320.04669266
• Heavy Atom Count: 22
• Complexity: 502

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Formyl-4-nitrophenyl)-4-methylbenzenesulfonamide 95+% ^*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)[N+](=O)[O-])C=O

Technology Process of N-(2-formyl-4-nitrophenyl)-4-methylbenzenesulfonamide

There total 5 articles about N-(2-formyl-4-nitrophenyl)-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: 86.0%

toluene-4-sulfonamide (70-55-3) + 2-chloro-5-nitrobenzaldehyde (6361-21-3) → 5-nitro-2-[N-(p-toluenesulfonyl)amino]benzaldehyde (39119-35-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.6b01357

Reference yield: 60.0%

4-toluenesulfonyl azide (941-55-9) + 4-methoxy-N-(3-nitrobenzylidene)aniline (10480-47-4) → 5-nitro-2-[N-(p-toluenesulfonyl)amino]benzaldehyde (39119-35-2)

Guidance literature:

4-toluenesulfonyl azide; 4-methoxy-N-(3-nitrobenzylidene)aniline; With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) hexafluorophosphate; In 1,2-dichloro-ethane; at 100 ℃; for 12h; Sealed tube; Schlenk technique;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1002/chem.201603805

Reference yield: 36.0%

4-toluenesulfonyl azide (941-55-9) + 3-nitro-benzaldehyde (99-61-6) → 5-nitro-2-[N-(p-toluenesulfonyl)amino]benzaldehyde (39119-35-2)

Guidance literature:

4-toluenesulfonyl azide; 3-nitro-benzaldehyde; With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) hexafluorophosphate; 3-trifluoromethylaniline; In 1,2-dichloro-ethane; at 100 ℃; for 24h; Sealed tube; Schlenk technique;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1002/chem.201603805

upstream raw materials:

toluene-4-sulfonamide

2-chloro-5-nitrobenzaldehyde

4-toluenesulfonyl azide

4-methoxy-N-(3-nitrobenzylidene)aniline

Downstream raw materials:

2-amino-5-nitrobenzaldehyde

(NO₂C₆H₃(CHNC₆H₄NO₂)(NSO₂C₆H₄CH₃))2Ni

(NO₂C₆H₃(CHNC₆H₄NO₂)(NSO₂C₆H₄CH₃))2Cu

(NO₂C₆H₃(CHNC₆H₄CH₃)(NSO₂C₆H₄Br))2Ni