98-32-8

Basic information

• Product Name: 3-Amino-4-hydroxybenzenesulphonamide
• Synonyms: 3-amino-4-hydroxybenzenesulphonamide;3-AMINO-4-HYDROXYBENZENESULFONAMIDE;2-AMINOPHENOL-4-SULFONAMIDE;2-AMINOPHENOL-4-SULFONYL AMIDE;2-AMINOPHENOL-4-SULFOAMINE;2-Amino-1-phenol-4-sulfonylamdie;2-Aminophenlo-4-sulfonamide;2-Aminophenol-4-sulfamide
• CAS NO: 98-32-8
• Molecular Formula: C6H8N2O3S
• Molecular Weight: 188.2
• EINECS: 202-657-0
• Product Categories: Intermediates of Dyes and Pigments;SULFONAMIDE;Benzene derivates
• Mol File: 98-32-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 199-201°C
• Boiling Point: 454.5 °C at 760 mmHg
• Flash Point: 228.7 °C
• Appearance: /
• Density: 1.58 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Methanol
• PKA: 7?+-.0.20(Predicted)
• CAS DataBase Reference: 3-Amino-4-hydroxybenzenesulphonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-4-hydroxybenzenesulphonamide(98-32-8)
• EPA Substance Registry System: 3-Amino-4-hydroxybenzenesulphonamide(98-32-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 98-32-8(Hazardous Substances Data)

Usage

Chemical Properties

Light brown crystal

InChI:InChI=1/C6H8N2O3S/c7-5-3-4(12(8,10)11)1-2-6(5)9/h1-3,9H,7H2,(H2,8,10,11)

Synthetic route

4-hydroxy-3-nitrobenzenesulfonamide (24855-58-1) → 3-amino-4-hydroxybenzenesulfonamide (98-32-8)

Conditions	Yield
With hydrogenchloride; zinc In ethanol Heating;

3-nitro-4-hydroxy-benzenesulfonamide-(1) → 3-amino-4-hydroxybenzenesulfonamide (98-32-8)

Conditions	Yield
With sodium hydroxide; sodium dithionite
With hydrogenchloride; tin

2-(trifluoromethyl)phenol (444-30-4) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 2-(2-hydroxyphenyl)benzo[d]oxazole-6-sulfonamide

Conditions	Yield
With sodium hydroxide In water at 80℃; for 2h;	97%

2,5-dimethylphenyl isocyanate (40397-98-6) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 3-(3-(2,5-dimethylphenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	95%

thiophosgene (463-71-8) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 2-mercaptobenzooxazole-5-sulfonic acid amide

Conditions	Yield
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) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 3-(tert-butylamino)-2-(tert-butylimino)-2H-benzo[b][1,4]oxazine-6-sulfonamide (1427468-97-0)

Conditions	Yield
With palladium dichloride In 1,4-dioxane at 50℃; for 8h;	86%

para-fluorophenyl isocyanate (1195-45-5) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 3-(3-(4-fluorophenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	86%

hydrochloride of methyl iminoester of β-benzylthiopropionic acid (125329-54-6) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 2-(2-Benzylsulfanyl-ethyl)-benzooxazole-5-sulfonic acid amide

Conditions	Yield
In ethanol for 4h; Heating;	85%

tert-butylisonitrile (119072-55-8, 7188-38-7) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 2-(tert-butylamino)benzo[d]oxazole-5-sulfonamide (1427468-77-6)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 50℃; for 8h;	85%

2-tolyl isocyanate (614-68-6) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 4-hydroxy-3-(3-(o-tolyl)ureido)benzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	85%

3-amino-4-hydroxybenzenesulfonamide (98-32-8) + 1-Naphthyl isocyanate (86-84-0) → 4-hydroxy-3-(3-(naphthalen-1-yl)ureido)benzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	84%

phosgene (75-44-5) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 2-oxo-2,3-dihydrobenzo[d]oxazole-5-sulfonamide (31591-39-6)

Conditions	Yield
In tetrahydrofuran; toluene at 20℃;	83%

4-chloro-benzoyl chloride (122-01-0) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 2-(4-chlorophenyl)benzo[d]oxazole-5-sulfonamide

Conditions	Yield
In 1,4-dioxane at 210℃; for 0.25h; Microwave irradiation;	82%

4-bromo-3-methylbenzoyl chloride (21900-25-4) + potassium selenocyanate (3425-46-5) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 4-bromo-N-((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)-3-methylbenzamide

Conditions	Yield
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%

3-amino-4-hydroxybenzenesulfonamide (98-32-8) + acetophenone (98-86-2) → 2-benzylbenzoxazole-5-sulfonamide

Conditions	Yield
With N-methylcyclohexylamine; sulfur at 80℃; for 16h; Inert atmosphere; Sealed tube;	82%

p-chlorphenylisocyanate (104-12-1) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 3-(3-(4-chlorophenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	82%

3-amino-4-hydroxybenzenesulfonamide (98-32-8) + 3,5-dimethylphenyl isocyanate (54132-75-1) → 3-(3-(3,5-dimethylphenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	81%

o-chlorophenyl isocyanate (3320-83-0) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 3-(3-(2-chlorophenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	80%

2-ethoxyphenyl isocyanate (5395-71-1) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 3-(3-(2-ethoxyphenyl)ureido)-4-hydroxybenzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	80%

3-amino-4-hydroxybenzenesulfonamide (98-32-8) + p-ethylphenylisocyanate (23138-50-3) → 3-[3-(4-ethyl-phenyl)-ureido]-4-hydroxybenzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	78%

2-nitrophenyl isocyanate (3320-86-3) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 4-hydroxy-3-(3-(2-nitrophenyl)ureido)benzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	77%

dibenzyl disulphide (150-60-7) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 2-phenylbenzoxazole-5-sulfonamide

Conditions	Yield
With N-methylcyclohexylamine; sulfur; dimethyl sulfoxide at 100℃; for 16h; Inert atmosphere;	77%

3-amino-4-hydroxybenzenesulfonamide (98-32-8) + benzyl isothiocyanate (3173-56-6) → 3-(3-benzylureido)-4-hydroxybenzenesulfonamide (2908-60-3)

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	76%

potassium selenocyanate (3425-46-5) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) + O-acetylsalicyloyl chloride (5538-51-2) → 2-(((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)carbamoyl)phenyl acetate

Conditions	Yield
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%

3-amino-4-hydroxybenzenesulfonamide (98-32-8) + 4-tolylmethyl isocyanate (56651-57-1) → 4-hydroxy-3-(3-(4-methylbenzyl)ureido)benzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	75%

4-Nitrophenyl isocyanate (100-28-7) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 4-hydroxy-3-(3-(4-nitrophenyl)ureido)benzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	75%

uracilacetic acid (4113-97-7) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(2-hydroxy-5-sulfamoylphenyl)acetamide

Conditions	Yield
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) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 4-hydroxy-3-(3-(4-phenoxyphenyl)ureido)benzenesulfonamide

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	70%

potassium selenocyanate (3425-46-5) + 4-biphenyl-carboxylic acid chloride (14002-51-8) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → N-((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)-[1,1'-biphenyl]-4-carboxamide

Conditions	Yield
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%

4-(Diethylamino)salicylaldehyde (17754-90-4) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) + ethyl 2-cyanoacetate (105-56-6) → 3-(5'-sulfonylamine-2'-benzoxazole)-7-diethylamino-2H-1-benzopyran-2-one

Conditions	Yield
In butan-1-ol for 7h; Reflux;	68%

3-amino-4-hydroxybenzenesulfonamide (98-32-8) + ethyl 2-cyanoacetate (105-56-6) + 5-bromosalicyclaldehyde (1761-61-1) → 3-(5'-sulfonylamine-2'-benzoxazole)-6-bromo-2H-1-benzopyran-2-one

Conditions	Yield
In butan-1-ol for 7h; Reflux;	68%

phenyl isocyanate (103-71-9) + 3-amino-4-hydroxybenzenesulfonamide (98-32-8) → 4-hydroxy-3-(3-phenylureido)benzenesulfonamide

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

Upstream product

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

Downstream Products

• 64073-91-2 4-hydroxy-3-(4-nitro-benzylidenamino)-benzenesulfonic acid amide 
• 91559-86-3 6,6'-Dihydroxy-3,3'-disulfamoyl-diphenyl-disulfid 
• 90090-44-1 4-Methoxy-3-methylmercapto-benzolsulfonsaeure-amid 
• 88393-80-0 4-Methoxy-3-mercapto-benzolsulfonsaeure-amid 
• 15939-79-4 5-(2-Hydroxy-5-sulfamoylphenylazo)-6-hydroxychrysen 
• 92907-08-9 (2-Hydroxy-5-sulfamoyl-phenylazo)-3-chlor-acetoacetanilid 
• 93310-81-7 (2-Hydroxy-5-sulfamoyl-phenylazo)-5-chlor-2-methoxy-acetoacetanilid 
• 94461-01-5 (2-Hydroxy-5-sulfamoyl-phenylazo)-3-nitro-acetoacetanilid 
• 95365-36-9 (2-Hydroxy-5-sulfamoyl-phenylazo)-acetoacet-2-methoxy-5-methyl-anilid 
• 94711-60-1 (2-Hydroxy-5-sulfamoyl-phenylazo)-acetoacetbenzylamid 
• 93310-80-6 (2-Hydroxy-5-sulfamoyl-phenylazo)-2-chlor-6-methyl-acetoacetanilid 
• 94711-69-0 (2-Hydroxy-5-sulfamoyl-phenylazo)-3-methoxy-acetoacetanilid 
• 93650-80-7 (2-Hydroxy-5-sulfamoyl-phenylazo)-4-methoxy-acetoacetanilid 
• 93868-38-3 (2-Hydroxy-5-sulfamoyl-phenylazo)-2-chlor-acetoacetanilid 

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