4-Hydrazinobenzenesulfonamide supplier

Name
4-Hydrazinobenzenesulfonamide
EINECS 224-513-6
CAS No. 4392-54-5
Article Data21
CAS DataBase
Density 1.497 g/cm³
Solubility
Melting Point 158-159 °C(lit.)
Formula C₆H₉N₃O₂S
Boiling Point 434.7 °C at 760 mmHg
Molecular Weight 187.222
Flash Point 216.7 °C
Transport Information
Appearance Off-white to light beige solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Benzenesulfonamide,4-hydrazino- (9CI);Benzenesulfonamide, p-hydrazino- (6CI,7CI,8CI);(4-Sulfamoylphenyl)hydrazine;(p-Sulfamoylphenyl)hydrazine;4-(Aminosulfonyl)phenylhydrazine;4-Hydrazinobenzenesulfonamide;NSC 73246;p-Hydrazinobenzenesulfonamide;
PSA 106.59000
LogP 2.17400

Synthetic route

: 14289-29-3
4-Sulfamoyl-benzenediazonium

: 4392-54-5
4-aminosulfonylphenylhydrazine

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride
With acetic acid; sodium sulfite; zinc
With hydrogenchloride

: 63-74-1
sulfanilamide

: 4392-54-5
4-aminosulfonylphenylhydrazine

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride Diazotization;
With sodium sulfite Diazotization;
With hydrogenchloride; sulfuric acid; sodium carbonate; sodium hydrogensulfite; sodium nitrite Multistep reaction;

: 98-64-6
4-Chlorobenzenesulfonamide

: 4392-54-5
4-aminosulfonylphenylhydrazine

Conditions

Conditions	Yield
With hydrazine In water for 40h; Heating;

: 701-34-8
4-bromo-benzenesulfonic acid amide

: 4392-54-5
4-aminosulfonylphenylhydrazine

Conditions

Conditions	Yield
Stage #1: 4-bromo-benzenesulfonic acid amide With t-butoxycarbonylhydrazine; t-BuBrettPhos; [tBuBrettPhosPd(allyl)]OTf; sodium t-butanolate In water at 45℃; Inert atmosphere; Stage #2: With sulfuric acid In water for 0.25h; Inert atmosphere; Heating;

: 372-31-6
ethyl 4,4,4-trifluoroacetoacetate

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 627094-59-1
4-(5-hydroxy-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide

Conditions

Conditions	Yield
In ethanol for 12h; Reflux;	99%

: 874-60-2
4-methyl-benzoyl chloride

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 4-[1-(4-methylbenzoyl)hydrazino]benzenesulfonamide hydrochloride

Conditions

Conditions	Yield
Stage #1: 4-aminosulfonylphenylhydrazine With acetaldehyde In toluene at 25℃; for 3h; Large scale; Stage #2: 4-methyl-benzoyl chloride In toluene at 0 - 15℃; for 2.5h; Large scale; Stage #3: With hydrogenchloride In water; toluene at 0 - 5℃; for 2h; Temperature; Time; Solvent; Large scale;	97.5%

: 459-57-4
4-fluorobenzaldehyde

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 911003-82-2
1-(4-fluorobenzylidene)-2-(4-(aminosulfonyl)phenyl)hydrazine

Conditions

Conditions	Yield
With acetic acid In methanol for 4h; Dean-Stark; Heating;	96%

: 104-88-1
4-chlorobenzaldehyde

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 30303-17-4
1-(4-chlorobenzylidene)-2-(4-(aminosulfonyl)phenyl)hydrazine

Conditions

Conditions	Yield
With acetic acid In methanol for 4h; Dean-Stark; Heating;	95%
With acetic acid In methanol for 4h; Reflux;

: 15191-68-1
4,4,4-trifluoro-1-(4-methoxyphenyl)-1,3-butanedione

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 170569-91-2
4-[5-(4-methoxyphenyl)-3-trifluoromethyl-1H-pyrazol-1-yl]benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 4,4,4-trifluoro-1-(4-methoxyphenyl)-1,3-butanedione With hydrogenchloride; water In ethanol at 5 - 20℃; Stage #2: 4-aminosulfonylphenylhydrazine In ethanol for 10h; Reflux;	94.7%

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 397869-09-9
3-[(1H-benzimidazol-2-yl)methyl]pentane-2,4-dione

: 4-[4-(1H-benzoimidazol-2-ylmethyl)-3,5-dimethyl-pyrazol-1-yl]-benzenesulfonamide

Conditions

Conditions	Yield
With sodium In xylene for 8h; Heating;	94%

: 104-87-0
4-methyl-benzaldehyde

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 473690-53-8
1-(4-methylbenzylidene)-2-(4-(aminosulfonyl)phenyl)hydrazine

Conditions

Conditions	Yield
With acetic acid In methanol for 4h; Dean-Stark; Heating;	94%
With acetic acid In methanol for 4h; Reflux;

: 4-(4-methylphenyl)-1,1,1-trifluorobut-3-yn-2-one

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 169590-42-5
4-[5-(4-(methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulphonamide

Conditions

Conditions	Yield
With copper diacetate In dichloromethane for 2.5h; Reflux; regioselective reaction;	94%
With silver trifluoromethanesulfonate In chloroform at 20℃; for 1h; Sealed tube; regioselective reaction;	89%

: C16H13BrO

: 4392-54-5
4-aminosulfonylphenylhydrazine

: C22H20BrN3O2S

Conditions

Conditions	Yield
With acetic acid In ethanol for 6h; Reflux;	93%

: 58518-08-4
1,1,1-trifluoro-4-phenylbut-3-yn-2-one

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 170569-87-6
4-(5-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide

Conditions

Conditions	Yield
With copper diacetate In dichloromethane for 2.5h; Reflux; regioselective reaction;	93%

: 2-(3-(4-methoxyphenyl)-3-oxoprop-1-enyl)-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indol-4-one

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 4-(5-(6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-2-yl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide

Conditions

Conditions	Yield
In methanol for 6h; Reflux;	91.1%

: 2-(3-(4-bromophenyl)-3-oxoprop-1-enyl)-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indol-4-one

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 4-(3-(4-bromophenyl)-5-(6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-2-yl)-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide

Conditions

Conditions	Yield
In methanol for 6h; Reflux;	90.2%

: 18704-37-5
quinoline-8-sulfonyl chloride

: 4392-54-5
4-aminosulfonylphenylhydrazine

: C15H14N4O4S2

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 4℃; Alkylation;	90%

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 13938-22-2
(E)-4-(4-methoxyphenyl)-3-phenylbut-3-en-2-one

: C23H23N3O3S

Conditions

Conditions	Yield
With acetic acid In ethanol for 6h; Reflux;	90%

: 100-52-7
benzaldehyde

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 21305-93-1
1-benzylidene-2-(4-(aminosulfonyl)phenyl)hydrazine

Conditions

Conditions	Yield
With acetic acid In methanol for 4h; Dean-Stark; Heating;	90%
With acetic acid In methanol for 4h; Reflux;

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 39757-34-1
methyl 4-(4-fluorophenyl)-2,4-diketobutyrate

: 170570-80-6
methyl 5-(4-fluorophenyl)-1-(4-sulfamoylphenyl)-1H-pyrazole-3-carboxylate

Conditions

Conditions	Yield
In methanol at 70℃;	90%

: potassium salt of ethyl 2-hydroxy-4-oxo-4-phenyl-2-butenoate

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 781663-70-5
5-phenyl-1-(4-sulfamoylphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: potassium salt of ethyl 2-hydroxy-4-oxo-4-phenyl-2-butenoate; 4-aminosulfonylphenylhydrazine In ethanol at 20℃; for 1h; Inert atmosphere; Stage #2: With acetic acid In ethanol for 2h; Reflux; Inert atmosphere; regioselective reaction;	89%
Stage #1: potassium salt of ethyl 2-hydroxy-4-oxo-4-phenyl-2-butenoate; 4-aminosulfonylphenylhydrazine at 20℃; for 1h; Inert atmosphere; Stage #2: With acetic acid for 2h; Reflux; Inert atmosphere;	89%

: 76011-68-2
1-(3'-coumarinyl)-3-(4''-methoxyphenyl)-2-propen-1-one

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 4‐(5‐(4‐methoxyphenyl)‐3‐(2‐oxo‐2H‐chromen‐3‐yl)‐4,5‐dihydro‐1H‐pyrazol‐1‐yl)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid In ethanol for 12h; Reflux;	89%
In ethanol Reflux;

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 179488-71-2
4-(4-(pyrimidin-2-yl)piperazin-1-yl)benzaldehyde

: (E)-4-(2-(4-(4-(pyrimidin-2-yl)piperazin-1-yl)benzylidene)hydrazinyl)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid In ethanol at 90℃;	89%

: ethyl 2-(5-bromo-2,3-dioxoindolin-1-yl)acetate

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 4-(2-(1-benzyl-5-bromo-2-oxoindolin-3-ylidene)hydrazinyl)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid for 6h; Reflux;	89%

: (3E)-1,1,1-trifluoro-3-(4-methoxyphenyl)4-(4-methylphenyl)but-3-en-2-one

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 4-(4-(4-methoxyphenyl)-5-(p-tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: (3E)-1,1,1-trifluoro-3-(4-methoxyphenyl)4-(4-methylphenyl)but-3-en-2-one; 4-aminosulfonylphenylhydrazine In ethanol at 80 - 90℃; Sealed tube; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 120℃; regioselective reaction;	89%

: 129663-13-4
ethyl 5-acetyl-3-methylisoxazole-4-carboxylate

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 1276050-77-1
3,7-dimethyl-5-(4-sulfonamidophenyl)-5H-isoxazolo[4,5-d]pyridazine-4-one

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	88%
In ethanol for 2h; Reflux;	88%
In ethanol for 4h; Reflux;	88%

: 4-(4-methylphenyl)-1,1,1-trifluorobut-3-yn-2-one

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 331943-04-5
4-[3-(4-methylphenyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20 - 110℃; for 19h; regioselective reaction;	88%

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 220955-78-2
4-(4-phenylpiperazin-1-yl)benzaldehyde

: (E)-4-(2-(4-(4-phenylpiperazin-1-yl)benzylidene)hydrazinyl)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid In ethanol at 90℃;	88%

: 3949-36-8
3-acetylcoumarin

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 4-(2-(1-(2-oxo-2H-chromen-3-yl)ethylidene)hydrazineyl)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid for 2h; Reflux;	88%

: 1437785-46-0
2-(3-(4-chlorophenyl)-3-oxoprop-1-enyl)-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indol-4-one

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 4-(3-(4-chlorophenyl)-5-(6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-2-yl)-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide

Conditions

Conditions	Yield
In methanol for 6h; Reflux;	87.5%

: 6318-76-9, 38661-91-5
(E)-4-(4-chlorophenyl)-3-phenylbut-3-en-2-one

: 4392-54-5
4-aminosulfonylphenylhydrazine

: C22H20ClN3O2S

Conditions

Conditions	Yield
With acetic acid In ethanol for 6h; Reflux;	87%

: 1217-89-6
1-benzylisatin

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 4-(2-(1-benzyl-2-oxoindolin-3-ylidene)hydrazinyl)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid for 6h; Reflux;	87%

: N-(3-(dimethylamino)-2-formylacryloyl)formamide

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 1234737-42-8
1-[4-(aminosulfonyl)phenyl]-1H-pyrazole-4-carboxamide

Conditions

Conditions	Yield
With acetic acid In ethanol for 2h; Reflux;	86%

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 4392-54-5
4-aminosulfonylphenylhydrazine

: 509112-67-8
1-(4-trifluoromethylbenzylidene)-2-(4-(aminosulfonyl)phenyl)hydrazine

Conditions

Conditions	Yield
With acetic acid In methanol for 4h; Dean-Stark; Heating;	86%

4-Hydrazinobenzenesulfonamide Chemical Properties

EINECS: 224-513-6
Empirical Formula: C₆H₉N₃O₂S
Molecular Weight: 187.2196
Nominal Mass: 187 Da
Average Mass: 187.2196 Da
Monoisotopic Mass: 187.041547 Da
Index of Refraction: 1.665
Molar Refractivity: 46.46 cm³
Molar Volume: 125 cm³
Surface Tension: 76 dyne/cm
Density: 1.497 g/cm³
Flash Point: 216.7 °C
Enthalpy of Vaporization: 69.09 kJ/mol
Boiling Point: 434.7 °C at 760 mmHg
Vapour Pressure: 9.25E-08 mmHg at 25 °C
Melting point: 158-159 °C(lit.)
Structure of 4-Hydrazinobenzenesulfonamide (CAS NO.4392-54-5):

IUPAC Name: 4-Hydrazinylbenzenesulfonamide
Canonical SMILES: C1=CC(=CC=C1NN)S(=O)(=O)N
InChI: InChI=1S/C6H9N3O2S/c7-9-5-1-3-6(4-2-5)12(8,10)11/h1-4,9H,7H2,(H2,8,10,11)
InChIKey: NBJSNAGTUCWQRO-UHFFFAOYSA-N
Product Category of 4-Hydrazinobenzenesulfonamide (CAS NO.4392-54-5): Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzene derivates;(intermediate of celecoxib);All Inhibitors;Intermediates & Fine Chemicals

4-Hydrazinobenzenesulfonamide Specification

4-Hydrazinobenzenesulfonamide , its cas register number is 4392-54-5. It also can be called p-Hydrazinobenzenesulphonamide ; and 4-Hydrazinylbenzene-1-sulfonamide .

Product Name

4-Hydrazinobenzenesulfonamide

Synthetic route

4-Hydrazinobenzenesulfonamide Chemical Properties

4-Hydrazinobenzenesulfonamide Specification

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