4-Formyl-N-methylbenzenesulfonamide

Base Information

• Chemical Name: 4-Formyl-N-methylbenzenesulfonamide
• CAS No.: 13092-93-8
• Molecular Formula: C8H9NO3S
• Molecular Weight: 199.23
• Hs Code.: 2935009090
• European Community (EC) Number: 801-779-7
• DSSTox Substance ID: DTXSID40559002
• Wikidata: Q82441508
• Mol file: 13092-93-8.mol

Synonyms:4-FORMYL-N-METHYLBENZENESULFONAMIDE;13092-93-8;4-Formyl-N-methylbenzene-1-sulfonamide;4-formyl-N-methylbenzenesulfonamide(SALTDATA: FREE);4-formyl-N-methyl-benzenesulfonamide;SCHEMBL849326;DTXSID40559002;OPTKITMTUSAJRP-UHFFFAOYSA-N;MFCD12197766;AKOS005172588;LS-03685;CS-0301790;E77656;EN300-1456898;Z1201626345

Chemical Property of 4-Formyl-N-methylbenzenesulfonamide

Chemical Property:

• PSA: 71.62000
• LogP: 1.87890
• XLogP3: 0.8
• 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

4-Formyl-N-methylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNS(=O)(=O)C1=CC=C(C=C1)C=O

Technology Process of 4-Formyl-N-methylbenzenesulfonamide

There total 6 articles about 4-Formyl-N-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: 40.0%

4-hydroxymethyl-N-methyl-benzenesulfonamide (660432-44-0) → 4-formyl-N-methyl-benzenesulfonamide (13092-93-8)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃;

Reference yield:

formic acid (64-18-6) + p-Iodobenzenesulfonyl chloride (98-61-3) + methylamine hydrochloride (593-51-1) → 4-formyl-N-methyl-benzenesulfonamide (13092-93-8)

Guidance literature:

p-Iodobenzenesulfonyl chloride; methylamine hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 10h;

With zinc(II) cyanide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 95 ℃; for 16h;

formic acid; With nickel; at 125 ℃; for 14h; Inert atmosphere;

Reference yield:

4-methylsulfamoyl-benzoic acid (10252-63-8) → 4-formyl-N-methyl-benzenesulfonamide (13092-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF / tetrahydrofuran / 15 h / 25 °C

2: dipyridinium dichromate / tetrahydrofuran / 6 h / 25 °C

With dipyridinium dichromate; borane-THF; In tetrahydrofuran;

DOI:10.1002/cmdc.201500235

upstream raw materials:

4-formyl-benzenesulfonamide

dimethyl sulfate

4-hydroxymethyl-N-methyl-benzenesulfonamide

4-methylsulfamoyl-benzoic acid

Downstream raw materials:

(E)-4-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-N-methyl-benzene-sulfonamide

4-(1-(2-(1H-indol-3-yl)ethyl)-4-hydroxy-3-nicotinoyl-5-oxo-2,5-dihydro-3-nicotinoyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)-N-methylbenzenesulfonamide

C₂₂H₁₉ClN₂O₃S

Refernces

• 1、 Chen, Xiao,Yang, Tianming,Deivasigamani, Amudha,Shanmugam, Muthu K.,Hui, Kam-Man,Sethi, Gautam,Go, Mei-Lin. "N'-Alkylaminosulfonyl Analogues of 6-Fluorobenzylideneindolinones with Desirable Physicochemical Profiles and Potent Growth Inhibitory Activities on Hepatocellular Carcinoma". supporting information. p. 1548 - 1558. Retrieved 2015/09/07.
• 2、 -. "Hydrogenated Benzo (C) Thiophene Derivatives as Immunomodulators". Page/Page column 18. . Retrieved 2008/12/07.