Conditions | Yield |
---|---|
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water In acetonitrile at 0 - 20℃; for 0.333333h; | 99% |
With trichloroisocyanuric acid; water In acetonitrile at 0 - 20℃; for 0.333333h; | 99% |
With thionyl chloride; dihydrogen peroxide In water; acetonitrile at 25℃; for 0.0166667h; | 98% |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride; N-chloro-succinimide In acetonitrile at 10℃; | 98.1% |
S-(4-methoxyphenyl) ethanethioate
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride; N-chloro-succinimide In acetonitrile at 10℃; | 97.7% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; zirconium(IV) chloride In water; acetonitrile at 25℃; for 0.0166667h; | 96% |
With dihydrogen peroxide; trichlorophosphate In water at 25℃; for 0.5h; Micellar solution; | 95% |
With 1,3-dichloro-5,5-dimethylhydantoin; acetic acid In dichloromethane; water at 0 - 20℃; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; potassium chloride at 25℃; for 0.0333333h; Neat (no solvent); | 94% |
Conditions | Yield |
---|---|
With sulfuryl dichloride; sulfuric acid In N,N-dimethyl-formamide | 88% |
With chlorosulfonic acid at 0 - 5℃; | 71.32% |
With chlorosulfonic acid at 0 - 5℃; | 71.42% |
1-benzylsulfanyl-4-methoxy-benzene
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With 1,3-dichloro-5,5-dimethylhydantoin; acetic acid In dichloromethane; water at 0 - 5℃; Inert atmosphere; | 86% |
S-4-methoxyphenyl benzothioate
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With trichloroisocyanuric acid; benzyltrimethylammonium chloride; sodium carbonate In water; acetonitrile at 0℃; for 0.333333h; | 81% |
Conditions | Yield |
---|---|
With thionyl chloride; tris(bipyridine)ruthenium(II) dichloride hexahydrate In water; acetonitrile at 20℃; for 20h; Concentration; Sealed tube; Irradiation; | 71% |
Conditions | Yield |
---|---|
With N-chloro-succinimide In water; acetonitrile at 35℃; for 0.25h; | A 70% B 27% |
Conditions | Yield |
---|---|
Stage #1: 4-methoxy-aniline With tris(bipyridine)ruthenium(II) dichloride hexahydrate; isopentyl nitrite In acetonitrile at 20℃; for 0.0833333h; Sealed tube; Stage #2: With thionyl chloride In water; acetonitrile at 20℃; for 20h; Irradiation; | 63% |
Stage #1: 4-methoxy-aniline With hydrogenchloride; acetic acid Stage #2: With sodium nitrite In water at -10 - -5℃; for 0.75h; Stage #3: With hydrogenchloride; sulfur dioxide; acetic acid; copper(l) chloride In water at 10℃; for 0.5h; | 27% |
With tert.-butylnitrite; sulfur dioxide; N-benzyl-N,N,N-triethylammonium chloride; ethylene glycol; copper dichloride In dichloromethane; acetonitrile at 0 - 20℃; Automated synthesizer; | |
Stage #1: 4-methoxy-aniline With tetrafluoroboric acid; tert.-butylnitrite In ethanol; water at 0 - 20℃; for 1h; Stage #2: With 6,6'-dimethyl-2,2'-bipyridine; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; potassium chloride; copper dichloride In acetonitrile at 20℃; for 12h; Sealed tube; Inert atmosphere; | 50 mg |
Conditions | Yield |
---|---|
In dichloromethane for 2h; | 60% |
(2-nitroethenyl)benzene
para-methoxyphenyldiazonium chloride
A
4-(4-methoxyphenylsulfonyl)-1-phenyl-2-nitroethane
B
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With sulfur dioxide In acetic acid; acetone | A 30% B n/a |
nitrostyrene
para-methoxyphenyldiazonium chloride
A
4-(4-methoxyphenylsulfonyl)-1-phenyl-2-nitroethane
B
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With sulfur dioxide In acetic acid; acetone at 15 - 20℃; | A 30% B n/a |
phenylchlorosulfate
4-methoxyphenylboronic acid
A
4-methoxybenzolsulfonsaeure-phenylester
B
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With t-BuBrettPhos; palladium diacetate; potassium carbonate In toluene at 75℃; for 12h; Reagent/catalyst; Suzuki-Miyaura Coupling; | A 15% B 22% |
Conditions | Yield |
---|---|
With sulfur dioxide; copper(l) chloride |
Conditions | Yield |
---|---|
Yield given. Multistep reaction; | |
Stage #1: 1-bromo-4-methoxy-benzene With iodine; magnesium In tetrahydrofuran for 1h; Heating; Stage #2: With sulfur dioxide In tetrahydrofuran at -40℃; for 0.5h; Stage #3: With sulfuryl dichloride In tetrahydrofuran at -40 - 20℃; |
(p-methoxyphenyl)tri-n-butylstannane
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With sulfuryl dichloride at 20℃; for 4h; |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With chlorine; acetic acid In dichloromethane Yield given; |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With phosphorus pentachloride at 100℃; |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With phosphorus pentachloride |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper(l) iodide; 1,10-Phenanthroline; N-ethyl-N,N-diisopropylamine / toluene / 16 h / Reflux 2: trichloroisocyanuric acid; benzyltrimethylammonium chloride; sodium carbonate / water; acetonitrile / 0.33 h / 0 °C View Scheme |
4-methylphenyl chlorosulfate
2,6-diisopropylphenyl chlorosulfate
4-methoxyphenylboronic acid
A
p-cresol
B
2,6-diisopropylphenol
C
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
Stage #1: 4-methoxyphenylboronic acid With C43H43NO3PPdS; sodium carbonate In [(2)H6]acetone at 20℃; Inert atmosphere; Sealed tube; Stage #2: 4-methylphenyl chlorosulfate; 2,6-diisopropylphenyl chlorosulfate In [(2)H6]acetone at 50℃; for 10h; | A 43 %Spectr. B 72 %Spectr. C 97 %Spectr. |
4-methylphenyl chlorosulfate
4-methoxyphenylboronic acid
A
4-methoxy-phenyl-sulphonyl chloride
B
p-tolylboric acid
Conditions | Yield |
---|---|
With C43H43NO3PPdS; sodium carbonate In [(2)H6]acetone at 60℃; for 6h; |
Conditions | Yield |
---|---|
With phenylchlorosulfate; C43H43NO3PPdS; sodium carbonate In acetone at 50℃; for 12h; Inert atmosphere; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium hydroxide / methanol / 5 h / 0 - 60 °C / Inert atmosphere 2: dichloromethane / 2 h View Scheme | |
Multi-step reaction with 2 steps 1: potassium hydroxide / methanol / 5 h / 0 - 20 °C / Inert atmosphere 2: chlorosulfonic acid / dichloromethane / -5 °C View Scheme |
Conditions | Yield |
---|---|
With thionyl chloride; N,N-dimethyl-formamide for 4h; Reflux; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium carbonate / methanol / Reflux 2: thionyl chloride; N,N-dimethyl-formamide / 4 h / Reflux View Scheme |
Conditions | Yield |
---|---|
With pyrylium tetrafluoroborate; magnesium chloride In tert-butyl alcohol at 60℃; for 3h; |
Conditions | Yield |
---|---|
With sodium azide In water; acetone at 0 - 20℃; for 11h; Sealed tube; | 100% |
With sodium azide In water; acetone | 97% |
With sodium azide; tributyl methyl phsophonium chloride immobibized on polystyrene matrix In 1,2-dichloro-ethane at 45℃; for 4h; | 96% |
Conditions | Yield |
---|---|
With hydrazine hydrate In tetrahydrofuran at 0℃; | 100% |
With hydrazine hydrate In tetrahydrofuran at 5℃; for 0.5h; | 95% |
With hydrazine hydrate In tetrahydrofuran at 5℃; for 0.5h; Cooling with ice; | 95% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide Ambient temperature; 1.) 2 h, 2.) 15 h; | 100% |
2-Aminobenzyl alcohol
4-methoxy-phenyl-sulphonyl chloride
N-(2-hydroxymethylphenyl)-4-methoxybenzenesulfonamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 3h; | 100% |
With pyridine In dichloromethane at 20℃; | |
With pyridine In dichloromethane Reflux; | |
With pyridine In dichloromethane at 0 - 20℃; for 2h; | |
With pyridine In dichloromethane at 20℃; for 4h; |
3,4,5-triacetoxy-6-[4-(3-amino-pyridin-2-ylamino)-phenoxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
4-methoxy-phenyl-sulphonyl chloride
3,4,5-triacetoxy-6-{4-[3-(4-methoxy-benzenesulfonylamino)-pyridin-2-ylamino]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With pyridine | 100% |
4-methoxy-phenyl-sulphonyl chloride
1-amino-2-propene
N-allyl-4-methoxybenzenesulfonamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 19h; Inert atmosphere; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; | 96% |
With sodium hydroxide In diethyl ether; water at 20℃; for 5h; Schotten-Baumann reaction; | 73% |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
tert-butyl (2S,3R)-3-hydroxy-4-[((S)-5-oxopyrrolidin-2-yl)-methylamino]-1-phenylbutan-2-ylcarbamate
4-methoxy-phenyl-sulphonyl chloride
tert-butyl (2S,3R)-3-hydroxy-4-(4-methoxy-N-(((S)-5-oxopyrrolidin-2-yl)methyl)phenylsulfonamido)-1-phenylbutan-2-ylcarbamate
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In dichloromethane; water for 12h; | 100% |
piperidin-4-one
4-methoxy-phenyl-sulphonyl chloride
1-(4-methoxybenzenesulfonyl)-4-piperidone
Conditions | Yield |
---|---|
With pyridine at 20℃; for 18h; | 100% |
4-methoxy-phenyl-sulphonyl chloride
methyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->4)-6-deoxy-6-(4-methoxyphenylsulfonylamino)-2,3-di-O-methyl-α-D-galactopyranoside
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; sodium sulfite In tetrahydrofuran; water at 0 - 20℃; | 99.9% |
With sodium hydrogencarbonate; sodium sulfite In water at 80℃; for 4h; | 92% |
With sodium hydrogencarbonate; sodium sulfite In water at 80℃; for 4h; | 92% |
m-Anisidine
4-methoxy-phenyl-sulphonyl chloride
4-methoxy-N-(3-methoxyphenyl)benzenesulfonamide
Conditions | Yield |
---|---|
Stage #1: m-Anisidine With pyridine In dichloromethane for 0.166667h; Stage #2: 4-methoxy-phenyl-sulphonyl chloride In dichloromethane for 0.25h; | 99.6% |
2.50 g (99.7%) | |
In dichloromethane at 20℃; for 3h; Inert atmosphere; |
piperazine
4-methoxy-phenyl-sulphonyl chloride
1‐(4‐methoxyphenylsulfonyl)piperazine
Conditions | Yield |
---|---|
In dichloromethane at 0℃; | 99% |
In dichloromethane at 0 - 20℃; | 96% |
Stage #1: piperazine; 4-methoxy-phenyl-sulphonyl chloride With pyridine In dichloromethane at 20℃; for 15h; Stage #2: With hydrogenchloride In water | 88% |
2-phenylethynylaniline
4-methoxy-phenyl-sulphonyl chloride
4-methoxy-N-(2-(phenylethynyl)phenyl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 19.5h; | 99% |
With pyridine In dichloromethane at 0 - 20℃; | |
With pyridine In chloroform at 20℃; | |
With pyridine In dichloromethane at 0 - 25℃; for 72h; Inert atmosphere; Schlenk technique; | 0.96 g |
3-methyl-1-[3-(4-methylbenzyl)-[1,2,4]thiadiazol-5-yl]piperazine
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 4h; | 99% |
With triethylamine In dichloromethane at 20℃; for 4h; | 99% |
Conditions | Yield |
---|---|
Stage #1: 3-acetylindole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-methoxy-phenyl-sulphonyl chloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Cooling with ice; | 99% |
With potassium carbonate In acetone at 20℃; for 12h; Inert atmosphere; |
1-(1H-indol-3-yl)hexan-1-one
4-methoxy-phenyl-sulphonyl chloride
C21H23NO4S
Conditions | Yield |
---|---|
Stage #1: 1-(1H-indol-3-yl)hexan-1-one With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-methoxy-phenyl-sulphonyl chloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Cooling with ice; | 99% |
1-(1H-indol-3-yl)pentan-1-one
4-methoxy-phenyl-sulphonyl chloride
C20H21NO4S
Conditions | Yield |
---|---|
Stage #1: 1-(1H-indol-3-yl)pentan-1-one With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-methoxy-phenyl-sulphonyl chloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Cooling with ice; | 99% |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With pyridine at 95℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 16h; | 99% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With pyridine at 90℃; Inert atmosphere; | 99% |
D-Ser(O-t-Bu) methyl ester hydrochloride
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
Stage #1: D-Ser(O-t-Bu) methyl ester hydrochloride With triethylamine In dichloromethane at 0 - 20℃; for 0.5h; Stage #2: 4-methoxy-phenyl-sulphonyl chloride In dichloromethane at 0 - 20℃; for 4h; | 99% |
Stage #1: D-Ser(O-t-Bu) methyl ester hydrochloride With triethylamine In dichloromethane at 0 - 20℃; for 0.5h; Stage #2: 4-methoxy-phenyl-sulphonyl chloride With dmap In dichloromethane at 0 - 20℃; for 4h; | 99% |
glycine tert-butyl ester hydrochloride
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere; | 99% |
With pyridine at 20℃; for 4h; | 54% |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With dmap In dichloromethane at 0℃; for 4h; Schlenk technique; | 99% |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With pyridine Sealed tube; | 99% |
With pyridine at 20℃; for 18h; | 99% |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With pyridine In acetonitrile for 14h; | 99% |
4-methoxy-phenyl-sulphonyl chloride
Conditions | Yield |
---|---|
With pyridine In chloroform at 0 - 20℃; for 26h; Inert atmosphere; | 99% |
IUPAC Name: 4-methoxybenzenesulfonyl chloride
Empirical Formula: C7H7ClO3S
Molecular Weight: 206.6467g/mol
EINECS: 202-692-1
Structure of Benzenesulfonylchloride, 4-methoxy- (CAS NO.98-68-0):
Index of Refraction: 1.535
Molar Refractivity: 46.76 cm3
Molar Volume: 150 cm3
Polarizability: 18.53×10-24cm3
Surface Tension: 41.4 dyne/cm
Density: 1.376 g/cm3
Flash Point: 144.7 °C
Enthalpy of Vaporization: 53.47 kJ/mol
Melting Point: 39-42 °C(lit.)
Boiling Point: 315.6 °C at 760 mmHg
Vapour Pressure: 0.0008 mmHg at 25°C
Water Solubility: decomposes
Sensitive: Moisture Sensitive
Product Categories: Phenyls & Phenyl-Het;Sulphonyl Chlorides;Benzene derivates;Protection & Derivatization Reagents (for Synthesis);Synthetic Organic Chemistry;Phenyls & Phenyl-Het;Sulphonyl Chlorides;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
Canonical SMILES: COC1=CC=C(C=C1)S(=O)(=O)Cl
InChI: InChI=1S/C7H7ClO3S/c1-11-6-2-4-7(5-3-6)12(8,9)10/h2-5H,1H3
InChIKey: DTJVECUKADWGMO-UHFFFAOYSA-N
Hazard Codes: C
Risk Statements: 34-29
R34:Causes burns.
R29:Contact with water liberates toxic gas.
Safety Statements: 26-36/37/39-45-28-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S28:After contact with skin, wash immediately with plenty of soap-suds.
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
F: 10-21
Hazard Note: Corrosive/Moisture Sensitive
HazardClass: 8
PackingGroup: II
Benzenesulfonylchloride, 4-methoxy- , its cas register number is 98-68-0. It also can be called 4-Methoxybenzenesulphonyl chloride . Benzenesulfonylchloride, 4-methoxy- (CAS NO.98-68-0) is a white to beige crystalline solid.
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