P-Toluenesulfonamide

Base Information

• Chemical Name: P-Toluenesulfonamide
• CAS No.: 70-55-3
• Molecular Formula: C7H9NO2S
• Molecular Weight: 171.22
• Hs Code.: 2935.00
• European Community (EC) Number: 200-741-1
• ICSC Number: 1557
• NSC Number: 9908
• UNII: I8266RI90M
• DSSTox Substance ID: DTXSID8029105
• Nikkaji Number: J4.878J
• Wikidata: Q23013959
• NCI Thesaurus Code: C156702
• Pharos Ligand ID: YV1HMSJ2FPKH
• Metabolomics Workbench ID: 54978
• ChEMBL ID: CHEMBL574
• Mol file: 70-55-3.mol

Synonyms:4-methylbenzenesulfonamide;4-toluenesulfonamide;4-toluenesulfonamide hydrochloride;4-toluenesulfonamide, 6-(14)C-labeled;4-toluenesulfonamide, mercury (+2) salt (1:1);4-toluenesulfonamide, mercury (+2) salt (2:1);4-toluenesulfonamide, monopotassium salt;4-toluenesulfonamide, monosilver salt;4-toluenesulfonamide, monosodium salt;4-toluenesulfonylamide;para-toluenesulfonamide;para-toluenesulphonamide

Chemical Property of P-Toluenesulfonamide

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.000285mmHg at 25°C
• Melting Point: 134-137 °C(lit.)
• Refractive Index: 1.564
• Boiling Point: 322.2 °C at 760 mmHg
• PKA: 10.20±0.10(Predicted)
• Flash Point: 148.6 °C
• PSA: 68.54000
• Density: 1.271 g/cm³
• LogP: 2.42350
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO: soluble
• Water Solubility.: 0.32 g/100 mL (25 º C)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.03539970
• Heavy Atom Count: 11
• Complexity: 209

Purity/Quality:

99% min ^*data from raw suppliers

p-Toluenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Sulfonamides
• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N
• Recent ClinicalTrials: A Study of PTS100 in Primary HCC Patients
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: May cause mechanical irritation to the eyes.
• Uses: 1. It is used in the manufacture of dyes, synthetic resins, paints, disinfectants and wood processing brightener. 2. It is used for the manufacture of plasticizers, disinfectants; it can also be used for the production of synthetic resins, paints, and fluorescent dyes. 3. It can be used as primary brightener in the bright nickel plating. It is sued for bright nickel plating for multilayer to obtain uniform bright coating. It has a commonly used amount of 0.2~0.3 g/L. 4. It can be used as plasticizers, also used for synthesis of organics, resins and saccharin. p-Toluenesulfonamide was used to prepare the precursor required for synthesis of ethyl 6-phenyl-1-tosyl-1,2,5,6-tetrahydropyridine-3-carboxylate. 4-Tolylsulfonamide is a carbonic anhydrase inhibitor used the synthesis of antiglaucoma and anticancer drugs. Used in the manufacture of plasticizer, disinfectant, fungicide, fungicides, wood brightener. Also can be used in the production of synthetic resin, the coating, the fluorescent dye, pharmaceutical, etc.

Technology Process of P-Toluenesulfonamide

There total 705 articles about P-Toluenesulfonamide 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: 90.0%

chloroamine-T (127-65-1) + benzyl alcohol (100-51-6,185532-71-2) → N-(benzylidene)-p-methylbenzenesulfonamide (51608-60-7) + benzaldehyde (100-52-7) + toluene-4-sulfonamide (70-55-3)

Guidance literature:

chloroamine-T; benzyl alcohol; With saccharin; lithium bromide; In dichloromethane; at 20 ℃; for 3h;

In dichloromethane; Molecular sieve; Reflux;

DOI:10.1002/adsc.201000193

Reference yield: 89.0%

S,S-dibenzyl-N-(toluene-4-sulfonyl)-sulfimide (3249-66-9) → dibenzyl sulfide (538-74-9) + toluene-4-sulfonamide (70-55-3)

Guidance literature:

With 1-Benzyl-1,4-dihydronicotinamide; meso-tetraphenylporphyrin iron(III) chloride; In benzene; at 80 ℃; for 1h;

Reference yield: 77.0%

2-phenylsulfanyl-2,3-dihydro-1H-indane-1,3-dione (35662-09-0) → phenyl toluene-4-thiosulfonate (3541-14-8) + 2-diazo-indan-1,3-dione (1807-49-4) + toluene-4-sulfonamide (70-55-3) + diphenyldisulfane (882-33-7)

Guidance literature:

With 4-toluenesulfonyl azide; triethylamine; In tetrahydrofuran; at 50 ℃; for 20h;

DOI:10.1039/P19950001381

upstream raw materials:

pyridine

4-methylbenzenesulfinyl chloride

syn-benzaldehyde oxime

p-toluene sulfinic acid

Downstream raw materials:

N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide

N-tosyldiethanolamine

N-methyl-p-toluenesulfonylamide

1-[1,4-dioxo-3-(toluene-4-sulfonylamino)-1,4-dihydro-[2]naphthyl]-pyridinium betaine

Refernces

• 1、 Mahadevappa, D. S.,Rangappa, K. S.,Gowda, N. M. M.,Gowda, B. Thimme. "Kinetics and Mechanism of Oxidation of L-Threonine in Acid Media by Sodium N-Chloro-p-toluenesulfonamide". . p. 3651 - 3658. Retrieved 1981.
• 2、 Hussain, Juzar,Mishra, Som Kant,Sharma, Preen Dutt. "Kinetics and Mechanism of the Oxidation of Hypophospite with N-Chlorotoluene-p-sulphonamide (Chloramine T) catalysed by Osmium(VIII) in Alkaline Solution". . p. 89 - 92. Retrieved 1991.
• 3、 Saito, Takao,Musashi, Teruhiko,Motoki, Shinichi. "The Reaction of Thiocumulenes with Fulvene". . p. 3377 - 3378. Retrieved 1980.
• 4、 Majumdar,Mondal, Shovan,De, Nirupam. "Synthesis of cyclic sulfonamides via Pd-catalyzed intramolecular coupling reaction: An expedient approach to polycyclic sultams". . p. 2851 - 2855. Retrieved 2008.
• 5、 Otani, Takashi,Sugihara, Yoshiaki,Ishii, Akihiko,Nakayama, Juzo. "Michael additions of oxygen and sulfur nucleophiles to 3,4-Di-t-butyl-1-[(p-tolyl)sulfonylimino]-1,1-dihydrothiophene. A comparison study with 3,4-Di-t-butylthiophene 1-oxide and 1,1-dioxide". . p. 744 - 745. Retrieved 2000.
• 6、 Ezeokonkwo, Mercy A.,Eze, Cosmas C.,Okafor, Sunday N.,Onoabedje, Efeturi A.,Godwin-Nwakwasi, Evelyn U.,Ibeanu, Fidelia N.. "Diazabenzo[a]phenoxazone sulphonamides: synthesis, in-silico and in-vitro antimicrobial studies". . p. 2482 - 2493. Retrieved 2018.
• 7、 Suleman, Muhammad,Xie, Jianwei,Wang, Zaibin,Lu, Ping,Wang, Yanguang. "Base Promoted Three-Component Annulation of 4-Diazoisochroman-3-imines with Dimethylsulfonium Ylides: Synthesis of Highly Functionalized Isochromeno[4,3- c]pyridazines". . p. 455 - 465. Retrieved 2021.
• 8、 Rajeswari, Panneer Selvam,Nagarajan, Rajendran,P, Sujith K,Emmanuvel, Lourdusamy. "Synthesis of new Copper Catalyst with Pyrazole Based Tridentate Ligand and Study of Its Activity for Azide Alkyne Coupling". supporting information. . Retrieved 2020/12/03.
• 9、 Ullah, Saif,El-Gamal, Mohammed I.,El-Gamal, Randa,Pelletier, Julie,Sévigny, Jean,Shehata, Mahmoud K.,Anbar, Hanan S.,Iqbal, Jamshed. "Synthesis, biological evaluation, and docking studies of novel pyrrolo[2,3-b]pyridine derivatives as both ectonucleotide pyrophosphatase/phosphodiesterase inhibitors and antiproliferative agents". . . Retrieved 2021/03/22.