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4-Hydrazinobenzenesulfonamide
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Name

4-Hydrazinobenzenesulfonamide

 EINECS 224-513-6
CAS No. 4392-54-5 Density 1.497 g/cm3
PSA 106.59000 LogP 2.17400
Solubility N/A 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 N/A Appearance Off-white to light beige solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 4392-54-5 (4-Hydrazinobenzenesulfonamide) Hazard Symbols N/A
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;

Article Data 21

4-Hydrazinobenzenesulfonamide Synthetic route

14289-29-3

4-Sulfamoyl-benzenediazonium

4392-54-5

4-aminosulfonylphenylhydrazine

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
With acetic acid; sodium sulfite; zinc
With hydrogenchloride
63-74-1

sulfanilamide

4392-54-5

4-aminosulfonylphenylhydrazine

Conditions
ConditionsYield
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
ConditionsYield
With hydrazine In water for 40h; Heating;
701-34-8

4-bromo-benzenesulfonic acid amide

4392-54-5

4-aminosulfonylphenylhydrazine

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

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 .

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