Conditions | Yield |
---|---|
With C36H55N2*Pd(2+)*C7H7NO2S(2-); hydrogen In benzene-d6 at 75℃; for 12h; Temperature; Time; | 100% |
With iron(III) oxide; hydrazine hydrate In water at 120℃; for 1.5h; Inert atmosphere; | 99% |
With D-glucose; potassium hydroxide In water at 85℃; for 0.0833333h; Green chemistry; chemoselective reaction; | 99% |
N-(p-tolylsulfonyl)diphenyltellurimide
2,4,6-Trinitrophenol
A
toluene-4-sulfonamide
B
bis oxide
Conditions | Yield |
---|---|
In diethyl ether; dichloromethane for 0.5h; | A 78% B 100% |
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 1h; | 100% |
With triethylsilane; trifluoroacetic acid In dichloromethane for 1h; | 100% |
triphenylphosphine
A
toluene-4-sulfonamide
B
N-p-tolylsulfonylphosphine imide
Conditions | Yield |
---|---|
With [(tris[2-{N-tetramethylguanidyl}ethyl]amine)CoII-[N-(p-toluenesulfonyl)imino](2-tert-butylsulfonyl)phenyliodinane](OTf)2 In acetone at -40℃; Kinetics; Reagent/catalyst; Time; Inert atmosphere; | A n/a B 100% |
[N-(p-tolylsulfonyl)imino]phenyliodinane
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With 1,3-dihydroisobenzofuran; manganese(ll) chloride In acetonitrile at 20℃; for 12h; Reagent/catalyst; Inert atmosphere; | 100% |
With iodine; benzene In dichloromethane at 20℃; for 24h; Mechanism; Inert atmosphere; | 99% |
tetrahydroxy-1,4-quinone
A
diphenyl telluride
B
hexaketocyclohexane
C
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With N-(p-tolylsulfonyl)diphenyltellurimide In methanol for 0.5h; Ambient temperature; | A 97% B 88% C 99% |
diphenyl ditelluride
Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide
A
bis(4-methoxyphenyl)telluride
B
toluene-4-sulfonamide
C
N,N-bis(phenyltelluro)-p-toluenesulfonamide
Conditions | Yield |
---|---|
In chloroform for 5h; Ambient temperature; | A 97% B 98% C 99% |
Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide
A
bis(4-methoxyphenyl)telluride
B
toluene-4-sulfonamide
C
N,N-bis(phenyltelluro)-p-toluenesulfonamide
Conditions | Yield |
---|---|
With diphenyl ditelluride In chloroform Ambient temperature; | A 97% B 98% C 99% |
diphenyl-N-(p-toluenesulfonyl)selenimide
thiophenol
A
diphenylselenide
B
toluene-4-sulfonamide
C
diphenyldisulfane
Conditions | Yield |
---|---|
In chloroform for 0.25h; Product distribution; Ambient temperature; | A 96% B 99% C 97% |
N-(p-tolylsulfonyl)dibenzylselenimide
thiophenol
A
dibenzyl selenide
B
toluene-4-sulfonamide
C
diphenyldisulfane
Conditions | Yield |
---|---|
In chloroform for 0.166667h; Product distribution; Ambient temperature; | A 98% B 99% C 97% |
diphenyl-N-(p-toluenesulfonyl)selenimide
phenylmethanethiol
A
dibenzyl disulphide
B
diphenylselenide
C
toluene-4-sulfonamide
Conditions | Yield |
---|---|
In chloroform for 0.666667h; Product distribution; Ambient temperature; | A 98% B 97% C 99% |
N-(p-tolylsulfonyl)dibenzylselenimide
phenylmethanethiol
A
dibenzyl disulphide
B
dibenzyl selenide
C
toluene-4-sulfonamide
Conditions | Yield |
---|---|
In chloroform for 0.333333h; Product distribution; Ambient temperature; | A 98% B 99% C 98% |
N-(p-tolylsulfonyl)dibenzylselenimide
N,N-diphenylthiourea
A
dibenzyl selenide
B
toluene-4-sulfonamide
C
1,3-Diphenylcarbodiimide
Conditions | Yield |
---|---|
In methanol for 0.5h; Mechanism; Ambient temperature; | A 99% B 98% C 76% |
Conditions | Yield |
---|---|
Stage #1: para-thiocresol With dihydrogen peroxide; zirconium(IV) chloride In acetonitrile at 25℃; Stage #2: With pyridine; ammonia In acetonitrile at 25℃; for 0.0333333h; chemoselective reaction; | 99% |
Stage #1: para-thiocresol With thionyl chloride; dihydrogen peroxide In water; acetonitrile at 25℃; Stage #2: With pyridine; ammonia In water; acetonitrile at 25℃; for 0.0333333h; | 97% |
With tert.-butylhydroperoxide; ammonium hydroxide; iodine In water; acetonitrile at 100℃; for 16h; | 86% |
Conditions | Yield |
---|---|
With hydrogenchloride; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) In dichloromethane; water at 40℃; for 10h; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
With ammonia; sodium hydrogencarbonate In water; acetone at 25℃; Schotten-Baumann Reaction; Flow reactor; Combinatorial reaction / High throughput screening (HTS); | 98% |
With sodium isocyanate In water for 0.166667h; Reflux; | 97% |
With ammonium hydroxide In tetrahydrofuran at 0 - 20℃; | 96% |
tetrahydroxy-1,4-quinone
A
rhodizonic acid
B
bis(4-methoxyphenyl)telluride
C
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide In methanol for 0.25h; Ambient temperature; | A 89% B 98% C 98% |
2,2,3,3,4,4,5,5-octafluoropentan-1-ol
Sb,Sb,Sb-tripropyl-N-(p-tolylsulfonyl)stibine imide
A
toluene-4-sulfonamide
B
bis(octafluoropentaloxy)tripropylantimony
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 35 - 37℃; | A 98% B 83% |
diphenyl ditelluride
N-(p-tolylsulfonyl)diphenyltellurimide
A
diphenyl telluride
B
toluene-4-sulfonamide
C
N,N-bis(phenyltelluro)-p-toluenesulfonamide
Conditions | Yield |
---|---|
In chloroform Ambient temperature; | A 95% B 96% C 98% |
N-[(4-methylphenyl)sulfonyl]-S,S-diphenyl-sulfilimine
A
diphenyl sulfide
B
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With sodium tetrahydroborate; meso-tetraphenylporphyrin iron(III) chloride In ethanol; benzene at 25℃; for 0.1h; | A 98% B n/a |
Conditions | Yield |
---|---|
With 1-Benzyl-1,4-dihydronicotinamide; meso-tetraphenylporphyrin iron(III) chloride In benzene at 25℃; for 0.1h; NaBH4; | A 98% B n/a |
In neat (no solvent) at 300℃; for 2h; |
N-(p-tolylsulfonyl)diphenyltellurimide
A
diphenyl telluride
B
toluene-4-sulfonamide
C
N,N-bis(phenyltelluro)-p-toluenesulfonamide
Conditions | Yield |
---|---|
With diphenyl ditelluride In chloroform Ambient temperature; | A 95% B 96% C 98% |
N-(p-tolylsulfonyl)dibenzylselenimide
thiourea
A
CYANAMID
B
dibenzyl selenide
C
toluene-4-sulfonamide
Conditions | Yield |
---|---|
In methanol for 0.5h; Mechanism; Ambient temperature; | A 72% B 98% C 98% |
N-(p-tolylsulfonyl)dibenzylselenimide
benzenecarbothioamide
A
dibenzyl selenide
B
toluene-4-sulfonamide
C
benzonitrile
Conditions | Yield |
---|---|
In methanol for 0.5h; Mechanism; Ambient temperature; | A 98% B 98% C 81% |
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water for 1h; Ambient temperature; | A 20% B 77% C 98% |
Conditions | Yield |
---|---|
Stage #1: di(p-tolyl) disulfide With dihydrogen peroxide; zirconium(IV) chloride In acetonitrile at 25℃; Stage #2: With pyridine; ammonia In acetonitrile at 25℃; for 0.0166667h; chemoselective reaction; | 98% |
N-(9-phenyl-9-fluorenyl)toluenesulfonamide
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With chlorotriisopropylsilane; trifluoroacetic acid In dichloromethane for 0.25h; | 98% |
Conditions | Yield |
---|---|
With N-sulfinyl-p-toluenesulfonamide In diethyl ether at 25℃; for 20h; | A 94% B 97% |
Conditions | Yield |
---|---|
In toluene for 20h; Heating; | A 507 mg B 97% |
A
toluene-4-sulfonamide
B
diacetylmethyl o-nitrophenyl sulfoxide
Conditions | Yield |
---|---|
With sulfuric acid for 2h; Heating; | A 97% B 62% |
di-tert-butyl dicarbonate
toluene-4-sulfonamide
N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃; | 100% |
With dmap; triethylamine In dichloromethane at 20℃; | 98% |
With N,N,N',N'-tetramethylguanidinium acetate at 20℃; for 0.5h; Neat (no solvent); | 94% |
cis,trans-2,5-dimethoxytetrahydrofuran
toluene-4-sulfonamide
N-p-toluenesulfonylpyrrole
Conditions | Yield |
---|---|
With phosphorus pentoxide In toluene at 110℃; for 0.333333h; | 100% |
With scandium tris(trifluoromethanesulfonate) In 1,4-dioxane at 100℃; for 0.666667h; Clauson-Kaas condensation; | 95% |
With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 2h; | 90% |
1,8-bis(p-toluenesulfonyloxy)-3,6-bis(p-toluenesulfonyl)-3,6-diazaoctane
toluene-4-sulfonamide
N,N',N-tris(p-toluenesulfonyl)-1,4,7-triazacyclononane
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 240h; Cyclization; Heating; | 100% |
With potassium carbonate In acetonitrile for 144h; Heating; | 97% |
benzaldehyde
toluene-4-sulfonamide
isopropenylbenzene
N-(1,3-diphenylbut-3-en-1-yl)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate; ytterbium(III) triflate In tetrahydrofuran; dichloromethane at 20℃; for 1h; | 100% |
With trimethylsilyl trifluoromethanesulfonate; ytterbium(III) triflate In tetrahydrofuran; dichloromethane at 20℃; for 1h; | 92% |
With trimethylsilyl trifluoromethanesulfonate; ytterbium(III) triflate In tetrahydrofuran; dichloromethane at 20℃; for 1h; Condensation; imino ene reaction; | 90% |
Conditions | Yield |
---|---|
In dichloromethane for 0.5h; Heating; | 100% |
Conditions | Yield |
---|---|
With palladium diacetate; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine In toluene at 110℃; for 3h; | 100% |
bis(p-methoxyphenyl)methylenecyclopropane
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With palladium diacetate; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine In toluene at 115℃; for 3h; | 100% |
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With palladium diacetate; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine In toluene at 110℃; for 8h; | 100% |
toluene-4-sulfonamide
2-(trimethylsilyl)phenyl trifluoromethanesulfonate
N,N-diphenyl-p-toluenesulfonamide
Conditions | Yield |
---|---|
With cesium fluoride In acetonitrile at 20℃; for 24h; | 100% |
benzaldehyde dimethyl acetal
toluene-4-sulfonamide
N-(benzylidene)-p-methylbenzenesulfonamide
Conditions | Yield |
---|---|
at 170℃; | 100% |
at 170℃; | 95% |
at 180℃; for 0.75h; | 91% |
at 120 - 130℃; for 4h; | 82% |
at 150℃; for 2h; |
4-fluorobenzaldehyde
toluene-4-sulfonamide
N-(4-fluorobenzylidene)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With Amberlyst(R) 15 ion-exchange resin In toluene for 16h; Inert atmosphere; Reflux; Molecular sieve; | 100% |
With amberlyst 15 In toluene for 16h; Heating; Molecular sieve; | 98% |
With Amberlyst 15 In toluene for 12h; Molecular sieve; Reflux; Dean-Stark; | 98% |
2-Phenylbenzaldehyde
toluene-4-sulfonamide
N-(2-phenylbenzylidene)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With boron trichloride - methyl sulfide complex In toluene at 20℃; for 7.5h; | 100% |
With copper diacetate In toluene Reflux; | 97% |
With tetraethoxy orthosilicate Heating; | 47% |
toluene-4-sulfonamide
hept-6-en-1-yl 4-methylbenzenesulfonate
N-(hept-6-en-1-yl)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 15h; Inert atmosphere; Reflux; | 100% |
3-(trifluoromethyl)dibenzo[b,d]iodol-5-ium trifluoromethanesulfonate
toluene-4-sulfonamide
9-tosyl-2-(trifluoromethyl)-9H-carbazole
Conditions | Yield |
---|---|
With copper diacetate; sodium carbonate In ethylene glycol; isopropyl alcohol at 90℃; for 16h; Inert atmosphere; | 100% |
With copper diacetate; sodium carbonate; ethylene glycol In isopropyl alcohol at 85℃; for 16h; Ullmann Condensation; Inert atmosphere; | 55% |
With copper diacetate; sodium carbonate In ethylene glycol; isopropyl alcohol for 16h; Inert atmosphere; Reflux; Green chemistry; |
[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate
toluene-4-sulfonamide
9-tosyl-9H-carbazole
Conditions | Yield |
---|---|
With copper diacetate; sodium carbonate In ethylene glycol; isopropyl alcohol at 90℃; for 16h; Inert atmosphere; | 100% |
With copper diacetate; sodium carbonate; ethylene glycol In isopropyl alcohol at 85℃; for 16h; Ullmann Condensation; Inert atmosphere; | 60% |
With copper diacetate; sodium carbonate In ethylene glycol; isopropyl alcohol for 16h; Inert atmosphere; Reflux; Green chemistry; |
Conditions | Yield |
---|---|
With anthranilic acid In dichloromethane at 60℃; for 24h; Molecular sieve; | 100% |
estragole oxide
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In 1,4-dioxane at 90℃; for 6h; | 100% |
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In 1,4-dioxane at 90℃; for 5h; | 98% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 71h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate; ytterbium(III) triflate In tetrahydrofuran; dichloromethane at 20℃; for 0.0166667h; | 100% |
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With deuteromethanol for 5h; Sealed tube; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: 1-acetoxy-1,2-benziodoxol-3-one With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: toluene-4-sulfonamide In dichloromethane at 20℃; for 3h; Inert atmosphere; | 100% |
1-(2-methoxyphenyl)ethanol
toluene-4-sulfonamide
A
N-(1-(2-methoxyphenyl)ethyl)-4-methylbenzenesulfonamide
B
di[1-(2-methoxyphenyl)ethyl]ether
Conditions | Yield |
---|---|
With acidic mesoporous zeolite β-catalyst In 1,2-dichloro-ethane at 80℃; for 6h; Sealed tube; Inert atmosphere; | A 100% B n/a |
α-methyl-4-(methylthio)benzenemethanol
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With acidic mesoporous zeolite β-catalyst In 1,2-dichloro-ethane at 80℃; for 6h; Sealed tube; Inert atmosphere; | A 100% B n/a |
4,4'-dimethylbenzhydrol
toluene-4-sulfonamide
A
bis[bis(p-tolyl)methyl] ether
B
C22H23NO2S
Conditions | Yield |
---|---|
With acidic mesoporous zeolite β-catalyst In 1,2-dichloro-ethane at 80℃; for 6h; Sealed tube; Inert atmosphere; | A n/a B 100% |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; aluminium In dichloromethane at 25℃; for 0.166667h; regioselective reaction; | 99.8% |
With N-Bromosuccinimide; silicon In dichloromethane at 25℃; for 1h; Aerobic conditions; stereoselective reaction; | 98% |
With N-Bromosuccinimide; copper In dichloromethane at 25℃; for 1h; stereoselective reaction; | 97.5% |
With N-Bromosuccinimide; potassium iodide In dichloromethane at 25℃; for 2h; Aerobic conditions; regioselective reaction; | 97% |
IUPAC Name: 4-Methylbenzenesulfonamide
Molecular Formula: C7H9NO2S
Molecular Weight: 171.21 g/mol
SMILES: O=S(=O)(c1ccc(cc1)C)N Copy
InChI: InChI=1/C7H9NO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H2,8,9,10)
EINECS: 200-741-1
Classification Code: Drug / Therapeutic Agent; Mutation data
Product Categories: SULFONAMIDE; FINE Chemical & INTERMEDIATES; Organic Building Blocks; Sulfonamides / Sulfinamides; Sulfur Compounds
Melting Point: 134-137 °C(lit.)
Water Solubility: 0.32 g/100 mL (25 °C)
Index of Refraction: 1.564
Molar Refractivity: 43.81 cm3
Molar Volume: 134.6 cm3
Surface Tension: 46.3 dyne/cm
Density: 1.271 g/cm3
Flash Point: 148.6 °C
Enthalpy of Vaporization: 56.4 kJ/mol
Boiling Point: 322.2 °C at 760 mmHg
Vapour Pressure of p-Toluenesulfonamide (CAS NO.70-55-3): 0.000285 mmHg at 25 °C
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - wild | LD50 | oral | 75mg/kg (75mg/kg) | Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972. | |
guinea pig | LDLo | subcutaneous | 2gm/kg (2000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE WEAKNESS | Journal of Pharmacology and Experimental Therapeutics. Vol. 14, Pg. 259, 1920. |
mouse | LD50 | intraperitoneal | 250mg/kg (250mg/kg) | National Technical Information Service. Vol. AD691-490, |
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Poison by ingestion and intraperitoneal routes. Mutation data reported. Used as a fungicide. When heated to decomposition it emits very toxic fumes of NOx and SOx.
Hazard Codes: Xi,Xn
Risk Statements: 36-20/21/22
R36:Irritating to eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 1
RTECS: XT5075000
PackingGroup of p-Toluenesulfonamide (CAS NO.70-55-3): III
p-Toluenesulfonamide (CAS NO.70-55-3), its Synonyms are 4-Toluenesulfonamide ; 4-Methylbenzenesulfonamide ; 4-Toluenesulfonic acid, amide ; Benzenesulfonamide, 4-methyl- ; Toluene-4-sulfonamide ; Toluene-p-sulphonamide ; Tolylsulfonamide ; para-Toluenesulfonamide . It is white crystalline powder.
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