4-Cyanobenzenesulfonamide supplier

Name
4-CYANOBENZENE-1-SULFONAMIDE
EINECS 221-492-5
CAS No. 3119-02-6
Article Data26
CAS DataBase
Density 1.47 g/cm³
Solubility 1.111g/L(15 oC)
Melting Point 166 °C
Formula C₇H₆N₂O₂S
Boiling Point 400.7 °C at 760 mmHg
Molecular Weight 182.203
Flash Point 196.2 °C
Transport Information 3276
Appearance
Safety 26-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzenesulfonamide,p-cyano- (6CI,7CI,8CI);4-(Aminosulfonyl)benzonitrile;4-Cyanobenzenesulfonamide;NSC 77086;p-Cyanobenzenesulfonamide;4-Cyano benzenesulphonamide;4-cyanobenzenesulfonamide;Benzenesulfonamide, 4-cyano-;
PSA 92.33000
LogP 1.98678

Synthetic route

: 49584-26-1
p-cyanobenzenesulfonyl chloride

: 3119-02-6
4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
With ammonium hydroxide In tetrahydrofuran at 20℃; for 2h;	94%
With ammonium hydroxide In tetrahydrofuran at 0 - 5℃;	94%
With ammonium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 1h;	88%

: 98-64-6
4-Chlorobenzenesulfonamide

: potassiumhexacyanoferrate(II) trihydrate

: 3119-02-6
4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
With C42H58NO3PPdS(2-); potassium acetate; tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 1h; Inert atmosphere; Sealed tube;	91%

: 557-21-1
zinc(II) cyanide

: 98-64-6
4-Chlorobenzenesulfonamide

: 3119-02-6
4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: zinc(II) cyanide With aluminum oxide; Ni(xantphos)(o-tolyl)Cl for 1h; Schlenk technique; Inert atmosphere; Sealed tube; Stage #2: 4-Chlorobenzenesulfonamide In 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Schlenk technique; Inert atmosphere;	91%
With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc In acetonitrile at 80℃; for 7h; Schlenk technique; Inert atmosphere; Sealed tube;	80%
With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc In acetonitrile at 80℃; for 7h; Inert atmosphere; Sealed tube;	80%

: 36801-01-1
4-cyanobenzenethiol

: 3119-02-6
4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
With manganese(IV) oxide; ammonia; oxygen In water; N,N-dimethyl-formamide at 90℃; under 7500.75 Torr; for 20h; Autoclave;	68%

: 151-50-8
potassium cyanide

: 63-74-1
sulfanilamide

: 3119-02-6
4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: sulfanilamide With hydrogenchloride; sodium nitrite at 0℃; for 0.166667h; Stage #2: potassium cyanide With copper(II) sulfate In water at 0 - 80℃; for 1h; Further stages.;	66%
Stage #1: sulfanilamide With hydrogenchloride; sodium nitrite Stage #2: potassium cyanide With copper(II) sulfate Sandmayer reaction;	53%

: potassium cyanide

: 63-74-1
sulfanilamide

: 3119-02-6
4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
With hydrogenchloride; copper(ll) sulfate pentahydrate; sodium nitrite In water at 0 - 80℃;	60%

: 14289-29-3
4-Sulfamoyl-benzenediazonium

: 143-33-9
sodium cyanide

: 3119-02-6
4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
With water; copper(II) sulfate
With water; nickel dichloride

: 98276-92-7
4-(hydroxyimino-methyl)-benzenesulfonic acid amide

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 3119-02-6
4-cyanobenzenesulfonamide

: 138-41-0
4-(aminosulfonyl)-benzoic acid

: 3119-02-6
4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: PCl5 / 60 °C / Erhitzen dann auf 110grad, 150grad und zuletzt auf 200grad 2: water; ammonia View Scheme

: 3119-02-6
4-cyanobenzenesulfonamide

: 138-39-6
4-homosulfanilamide

Conditions

Conditions	Yield
With hydrogenchloride; palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 4h;	95%
With sodium methylate; nickel In methanol at 45℃; Product distribution; Further Variations:; Temperatures; current density; Electrochemical reaction;	85%
With ammonium hydroxide; hydrogen In tetrahydrofuran; methanol at 20℃; for 0.5h; Inert atmosphere;	82.2%

: 3119-02-6
4-cyanobenzenesulfonamide

: 4476-10-2
N'-hydroxy-4-sulfamoylbenzimidamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol for 6h; Reflux;	93%
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol for 6h; Reflux;	93%
With hydroxylamine In tetrahydrofuran; water at -25 - 20℃; for 16h;

: 3119-02-6
4-cyanobenzenesulfonamide

: tert-butyl 2-(acetoxymethyl)hepta-2,3-dienoate

: tert-butyl (S)-1-((4-cyanophenyl)sulfonyl)-5-propyl-2,5-dihydro-1H-pyrrole-3-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-cyanobenzenesulfonamide With cyclopentyl methyl ether; (11R,13R)-11,13-dimethyl-12-phenyl-4,5,6,7,12,13-hexahydro-11H-diindeno[7,1-cd:1',7'-ef]phosphocine; sodium phenoxide In toluene at 20℃; for 0.0833333h; Inert atmosphere; Sealed tube; Stage #2: tert-butyl 2-(acetoxymethyl)hepta-2,3-dienoate In toluene at 40℃; for 24h; Reagent/catalyst; Inert atmosphere; Sealed tube; enantioselective reaction;	91%

Yield

Stage #1: 4-cyanobenzenesulfonamide With cyclopentyl methyl ether; (11R,13R)-11,13-dimethyl-12-phenyl-4,5,6,7,12,13-hexahydro-11H-diindeno[7,1-cd:1',7'-ef]phosphocine; sodium phenoxide In toluene at 20℃; for 0.0833333h; Inert atmosphere; Sealed tube;
Stage #2: tert-butyl 2-(acetoxymethyl)hepta-2,3-dienoate In toluene at 40℃; for 24h; Reagent/catalyst; Inert atmosphere; Sealed tube; enantioselective reaction;

91%

: 111-12-6
methyl 2-octynoate

: 3119-02-6
4-cyanobenzenesulfonamide

: methyl (Z)-3-amino-2-(4-cyanophenyl)oct-2-enoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 16h; Sealed tube;	91%

: 3119-02-6
4-cyanobenzenesulfonamide

: 2-chloro-6-[3-[[1-(trifluoromethyl)cyclopropyl]methoxy]pyrazol-1-yl]pyridine-3-carboxylic acid

: 2-chloro-N-(4-cyanophenyl)sulfonyl-6-[3-[[1-(trifluoromethyl)cyclopropyl]methoxy]pyrazol-1-yl]pyridine-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 2-chloro-6-[3-[[1-(trifluoromethyl)cyclopropyl]methoxy]pyrazol-1-yl]pyridine-3-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 2h; Stage #2: 4-cyanobenzenesulfonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 3h;	88%

: 3119-02-6
4-cyanobenzenesulfonamide

: 2-(1-phenylvinyl)-N-(pyridin-2-yl)benzamide

: 4-cyano-N-((3-oxo-1-phenyl-2-(pyridin-2-yl)isoindolin-1-yl)methyl)benzenesulfonamide

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; sodium acetate; [Cp*Rh(MeCN)3][SbF6]2 In dichloromethane at 20℃; for 16h; Schlenk technique;	88%

: 3119-02-6
4-cyanobenzenesulfonamide

: 3240-35-5
4-formyl-benzenesulfonamide

Conditions

Conditions	Yield
With formic acid; aluminum nickel Stephen reduction;	86%
With hydrogenchloride; diethyl ether und anschliessenden Behandeln mit einer Loesung von Zinn(II)-chlorid und Chlorwasserstoff in Aether;
With formic acid; nickel for 1h; Heating;
With formic acid

: 3119-02-6
4-cyanobenzenesulfonamide

: 7664-41-7
ammonia

: copper dichloride

: 1398545-79-3
C14H16CuN6O4S2

Conditions

Conditions	Yield
In ethanol at 20℃;	80%

...Expand

: 3119-02-6
4-cyanobenzenesulfonamide

: 207743-78-0
tert-butyl 2-isothiocyanato-4,5,6,7-tetrahydrobenzo[b]-thiophene-3-carboxylate

: 1452776-83-8
tert-butyl 2-(3-(4-cyanobenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 20h; Reflux;	76%

: 3119-02-6
4-cyanobenzenesulfonamide

: 4-sulfamoylbenzoselenoamide

Conditions

Conditions	Yield
With selenium; sodium tetrahydroborate In ethanol for 6h; Inert atmosphere; Reflux;	76%

: 108-30-5
succinic acid anhydride

: 3119-02-6
4-cyanobenzenesulfonamide

: 74-88-4
methyl iodide

ArgoGel-Rink-NH-Fmoc resin: ArgoGel-Rink-NH-Fmoc resin

: 56236-82-9
4-cyano-N-methylbenzenesulfonamide

Conditions

Conditions	Yield
Multistep reaction.;	75%

...Expand

: 2213-63-0
2,3-dichloroquinoxaline

: 3119-02-6
4-cyanobenzenesulfonamide

: N-(3-chloroquinoxalin-2-yl)-4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
With lithium hydroxide In N,N-dimethyl acetamide at 50℃; for 18h; Product distribution / selectivity;	73%

: 110-91-8
morpholine

: 3119-02-6
4-cyanobenzenesulfonamide

: (E)-4-cyano-N-(morpholinomethylene)benzenesulfonamide

Conditions

Conditions	Yield
With copper(I) bromide In dimethyl sulfoxide at 100℃; for 24h; Schlenk technique; stereoselective reaction;	72%

: 3119-02-6
4-cyanobenzenesulfonamide

: 1-methyl-4-((3-methoxyphenyl)amino)-7-chloro-1H-indole-2-carboxylic acid

: 1-methyl-4-((3-methoxyphenyl)amino)-7-chloro-N-(4-cyanophenylsulfonyl)-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With dmap; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; Inert atmosphere;	71.4%

: 3119-02-6
4-cyanobenzenesulfonamide

: 2-(prop-1-en-2-yl)-N-(pyridin-2-yl)benzamide

: 4-cyano-N-((1-methyl-3-oxo-2-(pyridin-2-yl)isoindolin-1-yl)methyl)benzenesulfonamide

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; sodium acetate; [Cp*Rh(MeCN)3][SbF6]2 In dichloromethane at 20℃; for 16h; Schlenk technique;	71%

: 3119-02-6
4-cyanobenzenesulfonamide

: 1233243-50-9, 4476-10-2
(E)-N'-hydroxy-4-sulfamoylbenzimidamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In methanol at 75℃; for 6h;	70%
With hydroxylamine hydrochloride; sodium hydrogencarbonate In methanol at 75℃; for 6h;	70%

: 80-43-3
bis(1-methyl-1-phenylethyl)peroxide

: 3119-02-6
4-cyanobenzenesulfonamide

: 56236-82-9
4-cyano-N-methylbenzenesulfonamide

Conditions

Conditions	Yield
With copper acetylacetonate In acetone at 120℃; for 8h; Sealed tube;	70%

: 3119-02-6
4-cyanobenzenesulfonamide

: 1026020-39-2
4-cyanobenzenesulfonyl azide

Conditions

Conditions	Yield
With 3-azidosulfonyl-3H-imidazole-1-ium hydrogen sulfate; potassium carbonate In water; isopropyl alcohol at 20℃; for 18h;	68%

: 3119-02-6
4-cyanobenzenesulfonamide

: 611-73-4
Benzoylformic acid

: N-((4-cyanophenyl)sulfonyl)-2-oxo-2-phenylacetamide

Conditions

Conditions	Yield
Stage #1: Benzoylformic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3h; Inert atmosphere; Stage #2: 4-cyanobenzenesulfonamide With dmap; triethylamine In ethyl acetate; toluene at 0 - 20℃; for 18h; Inert atmosphere;	66%

: 861397-78-6
N-[(E)-4-bromo-2-butenyl]-N-(tert-butyloxycarbonyl)-[3,4-bis(dodecyloxy)]benzenesulfonamide

: 3119-02-6
4-cyanobenzenesulfonamide

: 1453119-71-5
(E,E)-1,11-bis(tert-butyloxycarbonyl)-6-[(4-cyanophenyl)sulfonyl]-1,11-bis{[(3,4-didodecyloxy)phenyl]sulfonyl}-1,6,11-triazaundeca-3,8-diene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 24h; Reflux;	65%

4-Cyanobenzenesulfonamide Specification

The Benzenesulfonamide,4-cyano-, with the CAS registry number 3119-02-6 and EINECS registry number 221-492-5, has the systematic name of 4-cyanobenzenesulfonamide. It belongs to the product category of Sulfonamide. And the molecular formula of the chemical is C₇H₆N₂O₂S.

The characteristics of Benzenesulfonamide,4-cyano- are as followings: (1)ACD/LogP: 0.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.23; (4)ACD/LogD (pH 7.4): 0.23; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 31.77; (8)ACD/KOC (pH 7.4): 31.57; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 69.55 Å²; (13)Index of Refraction: 1.626; (14)Molar Refractivity: 43.75 cm³; (15)Molar Volume: 123.6 cm³; (16)Polarizability: 17.34×10^-24cm³; (17)Surface Tension: 72.4 dyne/cm; (18)Density: 1.47 g/cm³; (19)Flash Point: 196.2 °C; (20)Enthalpy of Vaporization: 65.16 kJ/mol; (21)Boiling Point: 400.7 °C at 760 mmHg; (22)Vapour Pressure: 1.24E-06 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: N#Cc1ccc(cc1)S(=O)(=O)N
(2)InChI: InChI=1/C7H6N2O2S/c8-5-6-1-3-7(4-2-6)12(9,10)11/h1-4H,(H2,9,10,11)
(3)InChIKey: UZECCNDOASGYNH-UHFFFAOYAW

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	650mg/kg (650mg/kg)		Journal of Medicinal Chemistry. Vol. 8, Pg. 548, 1965.

Product Name

4-CYANOBENZENE-1-SULFONAMIDE

Synthetic route

4-Cyanobenzenesulfonamide Specification

Related Products

Hot Products