N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide

Base Information

• Chemical Name: N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide
• CAS No.: 124772-05-0
• Molecular Formula: C14H15NO3S
• Molecular Weight: 277.3388
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID70368088
• Wikidata: Q82154396
• Mol file: 124772-05-0.mol

Synonyms:124772-05-0;N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide;N-(4-Hydroxy-phenyl)-4,N-dimethyl-benzenesulfonamide;N-(4-hydroxyphenyl)-N,4-dimethylbenzene-1-sulfonamide;SCHEMBL6302212;DTXSID70368088;AKOS001053023;CS-0219742;EN300-04831;Z56921821;N-(4-hydroxy-phenyl)-4,n-dimethyl-benzenesulfonamide, AldrichCPR

Chemical Property of N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 3.66E-09mmHg at 25°C
• Melting Point: 138 °C
• Refractive Index: 1.625
• Boiling Point: 462.2 °C at 760 mmHg
• PKA: 9.34±0.15(Predicted)
• Flash Point: 233.3 °C
• PSA: 65.99000
• Density: 1.309 g/cm³
• LogP: 3.60650
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 277.07726451
• Heavy Atom Count: 19
• Complexity: 374

Purity/Quality:

99% ^*data from raw suppliers

N-(4-hydroxyphenyl)-N,4-dimethylbenzene-1-sulfonamide ^*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)N(C)C2=CC=C(C=C2)O

Technology Process of N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide

There total 12 articles about N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide 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: 93.0%

4-(methylamino)phenol sulfate (51-72-9,1936-57-8) + p-toluenesulfonyl chloride (98-59-9) → N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide (124772-05-0)

Guidance literature:

With sodium carbonate; In water; pH=8 - 10;

DOI:10.14233/ajchem.2014.16109

Reference yield: 44.0%

4-(N,4-dimethylphenylsulfonamido)phenyl 4-methyl benzenesulfonate → N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide (124772-05-0)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 3h; Inert atmosphere; Darkness; Schlenk technique;

DOI:10.1021/acs.joc.0c01523

Reference yield: 19.0%

trimethyl phosphite (512-56-1) + N-(4-hydroxyphenyl)-4-methylbenzenesulfonamide (1146-43-6) → N-(4-methoxyphenyl)-N,4-dimethylbenzenesulfonamide (21969-24-4) + N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide (124772-05-0)

Guidance literature:

With calcium hydroxide; In N,N-dimethyl-formamide; at 80 ℃; for 0.8h; Sealed tube;

DOI:10.1055/a-1731-3852

upstream raw materials:

toluene-4-sulfonic acid-[4-(2,4-dinitro-phenoxy)-N-methyl-anilide]

4-amino-2',4'-dinitrodiphenyl ether

N-(4-hydroxyphenyl)-4-methylbenzenesulfonamide

toluene-4-sulfonic acid-[4-(2,4-dinitro-phenoxy)-anilide]

Downstream raw materials:

2-(4-{methyl[(4-methylphenyl)sulfonyl]amino} phenoxy)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)acetamide

N,N'-dimethyl-4,4'-pentanediyldioxy-di-aniline

1,5-bis-{4-[methyl-(toluene-4-sulfonyl)-amino]-phenoxy}-pentane

Refernces

• 1、 Heredia, Micaela D.,Guerra, Walter D.,Barolo, Silvia M.,Fornasier, Santiago J.,Rossi, Roberto A.,Budén, Mariá E.. "Transition-Metal-Free and Visible-Light-Mediated Desulfonylation and Dehalogenation Reactions: Hantzsch Ester Anion as Electron and Hydrogen Atom Donor". supporting information. p. 13481 - 13494. Retrieved 2020/12/15.