N-(4-Formylphenyl)methanesulfonamide

Base Information

• Chemical Name: N-(4-Formylphenyl)methanesulfonamide
• CAS No.: 83922-54-7
• Molecular Formula: C8H9NO3S
• Molecular Weight: 199.23
• Hs Code.: 2935909550
• European Community (EC) Number: 641-566-4
• UNII: V28J53B18G
• DSSTox Substance ID: DTXSID10232810
• Nikkaji Number: J2.247.171F
• Wikidata: Q27291442
• Mol file: 83922-54-7.mol

Synonyms:4-(METHYLSULFONAMIDO)BENZALDEHYDE;83922-54-7;N-(4-Formylphenyl)methanesulfonamide;4-(Methylsulfonylamino)benzaldehyde;Methanesulfonamide, N-(4-formylphenyl)-;V28J53B18G;MFCD11052340;N-(4-Formylphenyl)methanesulphonamide;UNII-V28J53B18G;Sotalol hydrochloride impurity C [EP];SCHEMBL394895;DTXSID10232810;DANYPOSRRWSVPY-UHFFFAOYSA-N;AMY20318;AKOS009332094;CS-W004024;AS-31492;SY003550;DB-075987;EN300-66954;A864198;Q27291442;SOTALOL HYDROCHLORIDE IMPURITY C [EP IMPURITY];2180956-66-3

Chemical Property of N-(4-Formylphenyl)methanesulfonamide

Chemical Property:

• Vapor Pressure: 2.47E-05mmHg at 25°C
• Melting Point: 160-162°C
• Boiling Point: 358.9oC at 760 mmHg
• PKA: 7.38±0.10(Predicted)
• Flash Point: 170.8oC
• PSA: 71.62000
• Density: 1.407g/cm3
• LogP: 2.02440
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Acetone (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 199.03031432
• Heavy Atom Count: 13
• Complexity: 260

Purity/Quality:

98%min ^*data from raw suppliers

N-(4-Formylphenyl)methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)NC1=CC=C(C=C1)C=O
• Uses: N-(4-Formylphenyl)methanesulfonamide is a related compound to Sotalol (S677300), a class III antiarrythmic. It is also used in the preparation of pharmaceutical compounds such as triple monoamine reuptake inhibitors (antidepressants) and lactate dehydrogenase inhibitors (anticancer) medications.This compound is suitable for lactate dehydrogenase (LDH) related research.

Technology Process of N-(4-Formylphenyl)methanesulfonamide

There total 10 articles about N-(4-Formylphenyl)methanesulfonamide 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: 91.0%

methanesulfonamide (3144-09-0) + 4-bromo-benzaldehyde (1122-91-4) → N-(4-formylphenyl)methanesulfonamide (83922-54-7)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; tert-butyl XPhos; In 2-methyltetrahydrofuran; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ol200660s

Reference yield: 90.0%

N-[4-(hydroxymethyl)phenyl]methanesulfonamide (774238-85-6) → N-(4-formylphenyl)methanesulfonamide (83922-54-7)

Guidance literature:

With manganese(IV) oxide; In tetrahydrofuran; at 60 ℃; for 8h; Inert atmosphere;

Reference yield: 54.0%

4-aminobenzaldehyde (556-18-3,28107-09-7) + methanesulfonyl chloride (124-63-0) → N-(4-formylphenyl)methanesulfonamide (83922-54-7)

Guidance literature:

With pyridine; at 0 ℃; for 3h;

DOI:10.1016/j.bmc.2005.04.055

upstream raw materials:

4-aminobenzaldehyde

methanesulfonyl chloride

methanesulfonamide

4-bromo-benzaldehyde

Refernces

• 1、 -. "Anti-inflammatory agents". Page/Page column 98; 99. . Retrieved 2016/02/05.
• 2、 Rosen, Brandon R.,Ruble, J. Craig,Beauchamp, Thomas J.,Navarro, Antonio. "Mild Pd-catalyzed N -arylation of methanesulfonamide and related nucleophiles: Avoiding potentially genotoxic reagents and byproducts". supporting information; experimental part. p. 2564 - 2567. Retrieved 2011/06/25.