Product Name

  • Name

    3-Amino-4-hydroxybenzenesulphonamide

  • EINECS 202-657-0
  • CAS No. 98-32-8
  • Density 1.58 g/cm3
  • Solubility
  • Melting Point 199-201 °C
  • Formula C6H8N2O3S
  • Boiling Point 454.5 °C at 760 mmHg
  • Molecular Weight 188.207
  • Flash Point 228.7 °C
  • Transport Information
  • Appearance
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 98-32-8 (3-Amino-4-hydroxybenzenesulphonamide)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Amino-hydroxybenzene-4-sulphonamide;2Amino Phenol 4Sulphonamide;Metanilamide, 4-hydroxy-;Benzenesulfonamide, 3-amino-4-hydroxy-;3-Amino-4-hydroxybenzenesulfonamide;Metanilamide, 4-hydroxy- (8CI);4-Hydroxymetanilamide;Aminophenol sulfamide;2-Amino Phenol-4-Sulphonamide;
  • PSA 114.79000
  • LogP 1.98410

Synthetic route

4-hydroxy-3-nitrobenzenesulfonamide
24855-58-1

4-hydroxy-3-nitrobenzenesulfonamide

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
With hydrogenchloride; zinc In ethanol Heating;
3-nitro-4-hydroxy-benzenesulfonamide-(1)

3-nitro-4-hydroxy-benzenesulfonamide-(1)

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
With sodium hydroxide; sodium dithionite
With hydrogenchloride; tin
2-(trifluoromethyl)phenol
444-30-4

2-(trifluoromethyl)phenol

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

2-(2-hydroxyphenyl)benzo[d]oxazole-6-sulfonamide

2-(2-hydroxyphenyl)benzo[d]oxazole-6-sulfonamide

Conditions
ConditionsYield
With sodium hydroxide In water at 80℃; for 2h;97%
2,5-dimethylphenyl isocyanate
40397-98-6

2,5-dimethylphenyl isocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

3-(3-(2,5-dimethylphenyl)ureido)-4-hydroxybenzenesulfonamide

3-(3-(2,5-dimethylphenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;95%
thiophosgene
463-71-8

thiophosgene

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

2-mercaptobenzooxazole-5-sulfonic acid amide

2-mercaptobenzooxazole-5-sulfonic acid amide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 5h;92%
In tetrahydrofuran at 0℃;66%
In tetrahydrofuran at 20℃; for 4h;
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

3-(tert-butylamino)-2-(tert-butylimino)-2H-benzo[b][1,4]oxazine-6-sulfonamide
1427468-97-0

3-(tert-butylamino)-2-(tert-butylimino)-2H-benzo[b][1,4]oxazine-6-sulfonamide

Conditions
ConditionsYield
With palladium dichloride In 1,4-dioxane at 50℃; for 8h;86%
para-fluorophenyl isocyanate
1195-45-5

para-fluorophenyl isocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

3-(3-(4-fluorophenyl)ureido)-4-hydroxybenzenesulfonamide

3-(3-(4-fluorophenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;86%
hydrochloride of methyl iminoester of β-benzylthiopropionic acid
125329-54-6

hydrochloride of methyl iminoester of β-benzylthiopropionic acid

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

2-(2-Benzylsulfanyl-ethyl)-benzooxazole-5-sulfonic acid amide

2-(2-Benzylsulfanyl-ethyl)-benzooxazole-5-sulfonic acid amide

Conditions
ConditionsYield
In ethanol for 4h; Heating;85%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

2-(tert-butylamino)benzo[d]oxazole-5-sulfonamide
1427468-77-6

2-(tert-butylamino)benzo[d]oxazole-5-sulfonamide

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 50℃; for 8h;85%
2-tolyl isocyanate
614-68-6

2-tolyl isocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

4-hydroxy-3-(3-(o-tolyl)ureido)benzenesulfonamide

4-hydroxy-3-(3-(o-tolyl)ureido)benzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;85%
3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

1-Naphthyl isocyanate
86-84-0

1-Naphthyl isocyanate

4-hydroxy-3-(3-(naphthalen-1-yl)ureido)benzenesulfonamide

4-hydroxy-3-(3-(naphthalen-1-yl)ureido)benzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;84%
phosgene
75-44-5

phosgene

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

2-oxo-2,3-dihydrobenzo[d]oxazole-5-sulfonamide
31591-39-6

2-oxo-2,3-dihydrobenzo[d]oxazole-5-sulfonamide

Conditions
ConditionsYield
In tetrahydrofuran; toluene at 20℃;83%
4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

2-(4-chlorophenyl)benzo[d]oxazole-5-sulfonamide

2-(4-chlorophenyl)benzo[d]oxazole-5-sulfonamide

Conditions
ConditionsYield
In 1,4-dioxane at 210℃; for 0.25h; Microwave irradiation;82%
4-bromo-3-methylbenzoyl chloride
21900-25-4

4-bromo-3-methylbenzoyl chloride

potassium selenocyanate
3425-46-5

potassium selenocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

4-bromo-N-((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)-3-methylbenzamide

4-bromo-N-((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)-3-methylbenzamide

Conditions
ConditionsYield
Stage #1: 4-bromo-3-methylbenzoyl chloride; potassium selenocyanate In acetone at 20℃; for 0.25h;
Stage #2: 3-amino-4-hydroxybenzenesulfonamide In acetone at 20℃; for 0.666667h;		82%
...Expand
3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

acetophenone
98-86-2

acetophenone

2-benzylbenzoxazole-5-sulfonamide

2-benzylbenzoxazole-5-sulfonamide

Conditions
ConditionsYield
With N-methylcyclohexylamine; sulfur at 80℃; for 16h; Inert atmosphere; Sealed tube;82%
p-chlorphenylisocyanate
104-12-1

p-chlorphenylisocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

3-(3-(4-chlorophenyl)ureido)-4-hydroxybenzenesulfonamide

3-(3-(4-chlorophenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;82%
3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

3,5-dimethylphenyl isocyanate
54132-75-1

3,5-dimethylphenyl isocyanate

3-(3-(3,5-dimethylphenyl)ureido)-4-hydroxybenzenesulfonamide

3-(3-(3,5-dimethylphenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;81%
o-chlorophenyl isocyanate
3320-83-0

o-chlorophenyl isocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

3-(3-(2-chlorophenyl)ureido)-4-hydroxybenzenesulfonamide

3-(3-(2-chlorophenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;80%
2-ethoxyphenyl isocyanate
5395-71-1

2-ethoxyphenyl isocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

3-(3-(2-ethoxyphenyl)ureido)-4-hydroxybenzenesulfonamide

3-(3-(2-ethoxyphenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;80%
3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

p-ethylphenylisocyanate
23138-50-3

p-ethylphenylisocyanate

3-[3-(4-ethyl-phenyl)-ureido]-4-hydroxybenzenesulfonamide

3-[3-(4-ethyl-phenyl)-ureido]-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;78%
2-nitrophenyl isocyanate
3320-86-3

2-nitrophenyl isocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

4-hydroxy-3-(3-(2-nitrophenyl)ureido)benzenesulfonamide

4-hydroxy-3-(3-(2-nitrophenyl)ureido)benzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;77%
dibenzyl disulphide
150-60-7

dibenzyl disulphide

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

2-phenylbenzoxazole-5-sulfonamide

2-phenylbenzoxazole-5-sulfonamide

Conditions
ConditionsYield
With N-methylcyclohexylamine; sulfur; dimethyl sulfoxide at 100℃; for 16h; Inert atmosphere;77%
3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

benzyl isothiocyanate
3173-56-6

benzyl isothiocyanate

3-(3-benzylureido)-4-hydroxybenzenesulfonamide
2908-60-3

3-(3-benzylureido)-4-hydroxybenzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;76%
potassium selenocyanate
3425-46-5

potassium selenocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

O-acetylsalicyloyl chloride
5538-51-2

O-acetylsalicyloyl chloride

2-(((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)carbamoyl)phenyl acetate

2-(((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)carbamoyl)phenyl acetate

Conditions
ConditionsYield
Stage #1: potassium selenocyanate; O-acetylsalicyloyl chloride In acetone at 20℃; for 0.25h;
Stage #2: 3-amino-4-hydroxybenzenesulfonamide In acetone at 20℃; for 0.666667h;		75%
...Expand
3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

4-tolylmethyl isocyanate
56651-57-1

4-tolylmethyl isocyanate

4-hydroxy-3-(3-(4-methylbenzyl)ureido)benzenesulfonamide

4-hydroxy-3-(3-(4-methylbenzyl)ureido)benzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;75%
4-Nitrophenyl isocyanate
100-28-7

4-Nitrophenyl isocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

4-hydroxy-3-(3-(4-nitrophenyl)ureido)benzenesulfonamide

4-hydroxy-3-(3-(4-nitrophenyl)ureido)benzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;75%
uracilacetic acid
4113-97-7

uracilacetic acid

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(2-hydroxy-5-sulfamoylphenyl)acetamide

2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(2-hydroxy-5-sulfamoylphenyl)acetamide

Conditions
ConditionsYield
Stage #1: uracilacetic acid With dmap; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
Stage #2: 3-amino-4-hydroxybenzenesulfonamide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;		71%
p-phenoxyphenylisocyanate
59377-19-4

p-phenoxyphenylisocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

4-hydroxy-3-(3-(4-phenoxyphenyl)ureido)benzenesulfonamide

4-hydroxy-3-(3-(4-phenoxyphenyl)ureido)benzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;70%
potassium selenocyanate
3425-46-5

potassium selenocyanate

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

N-((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)-[1,1'-biphenyl]-4-carboxamide

N-((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)-[1,1'-biphenyl]-4-carboxamide

Conditions
ConditionsYield
Stage #1: potassium selenocyanate; 4-biphenyl-carboxylic acid chloride In acetone at 20℃; for 0.25h;
Stage #2: 3-amino-4-hydroxybenzenesulfonamide In acetone at 20℃; for 0.666667h;		69%
...Expand
4-(Diethylamino)salicylaldehyde
17754-90-4

4-(Diethylamino)salicylaldehyde

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

3-(5'-sulfonylamine-2'-benzoxazole)-7-diethylamino-2H-1-benzopyran-2-one

3-(5'-sulfonylamine-2'-benzoxazole)-7-diethylamino-2H-1-benzopyran-2-one

Conditions
ConditionsYield
In butan-1-ol for 7h; Reflux;68%
...Expand
3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

5-bromosalicyclaldehyde
1761-61-1

5-bromosalicyclaldehyde

3-(5'-sulfonylamine-2'-benzoxazole)-6-bromo-2H-1-benzopyran-2-one

3-(5'-sulfonylamine-2'-benzoxazole)-6-bromo-2H-1-benzopyran-2-one

Conditions
ConditionsYield
In butan-1-ol for 7h; Reflux;68%
...Expand
phenyl isocyanate
103-71-9

phenyl isocyanate

3-amino-4-hydroxybenzenesulfonamide
98-32-8

3-amino-4-hydroxybenzenesulfonamide

4-hydroxy-3-(3-phenylureido)benzenesulfonamide

4-hydroxy-3-(3-phenylureido)benzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere;67%

3-Amino-4-hydroxybenzenesulphonamide Chemical Properties

IUPAC Name: 3-amino-4-hydroxybenzenesulfonamide 
Empirical Formula: C6H8N2O3S
Molecular Weight: 188.2043g/mol
EINECS: 202-657-0 
Structure of 2-Aminophenol-4-sulfonamide (CAS NO.98-32-8):

Index of Refraction: 1.667
Molar Refractivity: 44.33 cm3
Molar Volume: 119 cm3
Polarizability: 17.57×10-24cm3
Surface Tension: 80 dyne/cm
Density: 1.58 g/cm3
Flash Point: 228.7 °C
Enthalpy of Vaporization: 74.15 kJ/mol 
Melting Point: 199-201°C
Boiling Point: 454.5 °C at 760 mmHg
Vapour Pressure: 7.02E-09 mmHg at 25°C 
Product Categories: Intermediates of Dyes and Pigments;SULFONAMIDE;Benzene derivates 
Canonical SMILES: C1=CC(=C(C=C1S(=O)(=O)N)N)O
InChI: InChI=1S/C6H8N2O3S/c7-5-3-4(12(8,10)11)1-2-6(5)9/h1-3,9H,7H2,(H2,8,10,11)
InChIKey: AVQFHKYAVVQYQO-UHFFFAOYSA-N

3-Amino-4-hydroxybenzenesulphonamide Uses

 2-Aminophenol-4-sulfonamide(98-32-8) is used as reactive dye intermediates.

3-Amino-4-hydroxybenzenesulphonamide Safety Profile

Hazard Codes 2-Aminophenol-4-sulfonamide(98-32-8):  Xi
Risk Statements 2-Aminophenol-4-sulfonamide(98-32-8):
36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements 2-Aminophenol-4-Sulfonamide(98-32-8):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 

3-Amino-4-hydroxybenzenesulphonamide Specification

  2-Aminophenol-4-sulfonamide , its cas register number is 98-32-8. It also can be called 3-Amino-4-hydroxybenzenesulfonamide ; Aminophenol sulfamide ; o-Aminophenol-p-sulfonamide .

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