98-37-3

Usage

Uses

Used in Imaging Applications:
Benzenesulfonic acid,3-amino-4-hydroxyis used as a precursor for synthesizing heterocyclic Schiff bases, which are valuable in the development of imaging agents. These agents can be utilized in various imaging techniques to enhance the visualization and diagnosis of different medical conditions.
Used in Environmental Assessment:
Benzenesulfonic acid,3-amino-4-hydroxyis employed as a comparative agent in the Tetrahymena pyriformis growth inhibition assay. This assay is a biotest used to evaluate the toxicity of various substances in environmental samples. By comparing the growth inhibition of Tetrahymena pyriformis in the presence of different substances, researchers can assess the relative toxicity and environmental impact of these substances.

Air & Water Reactions

2-Aminophenol-4-sulfonic acid may be sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

2-Aminophenol-4-sulfonic acid may react with strong oxidizers and mineral acids or bases.

Fire Hazard

Flash point data for 2-Aminophenol-4-sulfonic acid is not available, however 2-Aminophenol-4-sulfonic acid is probably combustible.

InChI:InChI=1/C6H7NO4S/c7-5-3-4(12(9,10)11)1-2-6(5)8/h1-3,8H,7H2,(H,9,10,11)

Synthetic route

3-nitro-4-chlorobenzenesulfonic acid (121-18-6) → 2-aminophenol-4-sulfonic acid (98-37-3)

Conditions	Yield
With sodium hydrogensulfite

4-hydroxy-3-nitrobenzene sulfonic acid (616-85-3) → 2-aminophenol-4-sulfonic acid (98-37-3)

Conditions	Yield
With hydrogenchloride; tin
With sodium sulfide

2-amino-phenol (95-55-6) → 2-aminophenol-4-sulfonic acid (98-37-3)

Conditions	Yield
With sulfuric acid

3-nitro-4-hydroxy-benzene-sulfonic acid-(1) → 2-aminophenol-4-sulfonic acid (98-37-3)

Conditions	Yield
With sodium sulfide; sodium hydroxide

sulfuric acid (7664-93-9) + 2-amino-phenol (95-55-6) → 2-aminophenol-4-sulfonic acid (98-37-3)

disodium-salt of/the/ 3-nitro-4-hydroxy-benzene-sulfonic acid-(1) → 2-aminophenol-4-sulfonic acid (98-37-3)

Conditions	Yield
With water; nickel at 70 - 100℃; Hydrogenation;

3-nitro-4-chlorobenzenesulfonic acid (121-18-6) + sodium hydrogensulfite → 2-aminophenol-4-sulfonic acid (98-37-3)

acetic anhydride (108-24-7) + 2-aminophenol-4-sulfonic acid (98-37-3) → 3-acetamido-4-acetoxybenzenesulfonic acid (123687-02-5)

Conditions	Yield
With sulfuric acid In methanol for 4h; Reflux;	97%
With sulfuric acid In methanol for 4h; Reflux;	97%
With pyridine

benzoyl chloride (98-88-4) + 2-aminophenol-4-sulfonic acid (98-37-3) → 3-benzoylamino-4-hydroxy-benzenesulfonic acid (23117-22-8)

Conditions	Yield
In water	96.3%

2-(trifluoromethyl)phenol (444-30-4) + 2-aminophenol-4-sulfonic acid (98-37-3) → 2-(2-hydroxyphenyl)benzo[d]oxazole-5-sulfonic acid (1276122-50-9)

Conditions	Yield
With sodium hydroxide In water at 80℃; for 2h;	92%

acetoacetamido (5977-14-0) + 2-aminophenol-4-sulfonic acid (98-37-3) → [Na(μ-1κO1,2κO2-((Z)-3-(2-(1-amino-1,3-dioxobutan-2-ylidene)hydrazineyl)-4-hydroxybenzenesulfonate))(H2O)3]2

Conditions	Yield
Stage #1: 2-aminophenol-4-sulfonic acid With water; sodium hydroxide; sodium nitrite at 0 - 5℃; for 0.0833333h; Stage #2: With hydrogenchloride; water at 0 - 5℃; for 0.5h; Stage #3: acetoacetamido With water; sodium acetate; sodium hydroxide In ethanol for 1h;	86%

2-amino-3-methylphenol (2835-97-4) + 2-aminophenol-4-sulfonic acid (98-37-3) → C13H10N2O5S

Conditions	Yield
With 3,4,5-trihydroxybenzoic acid; cobalt(II) acetate; sodium hydroxide In water at 25℃; under 3000.3 Torr; for 36h;	84%

2-aminophenol-4-sulfonic acid (98-37-3) + 3-methylbenzene-1,2-diol (488-17-5) → 2-hydroxy-4-methyl-3-oxo-3H-phenoxazine-8-sulfonic acid

Conditions	Yield
With 3,4,5-trihydroxybenzoic acid; oxygen; manganese(II) acetate; sodium hydroxide In water at 25℃; under 2250.23 Torr; for 0.416667h; pH=10; Sonication; Autoclave; Green chemistry; regioselective reaction;	72%

2-aminophenol-4-sulfonic acid (98-37-3) + 4-benzoyl-1,5-diphenyl-1H-3-pyrazole carboxylic acid chloride (188724-74-5) → 2-{[(4-benzoyl-1,5-diphenyl-1H-pyrazol-3-yl)carbonyl]amino}phenyl-4-benzoyl-1,5-diphenyl-1H-pyrazole-3-carboxylate

Conditions	Yield
With triethylamine In benzene for 10h; Heating;	65%

4-chloro-benzoyl chloride (122-01-0) + 2-aminophenol-4-sulfonic acid (98-37-3) → 2-(4-chlorophenyl)benzo[d]oxazole-5-sulfonic acid

Conditions	Yield
Stage #1: 4-chloro-benzoyl chloride; 2-aminophenol-4-sulfonic acid at 180℃; for 14h; Stage #2: With thionyl chloride In chloroform Reflux;	55%

5-Aminosalicylic Acid (89-57-6) + 2-aminophenol-4-sulfonic acid (98-37-3) → 2-(5-amino-2-hydroxyphenyl)benzo[d]oxazole-5-sulfonic acid

Conditions	Yield
With polyphosphoric acid at 140 - 180℃;	54%

2,3-dihydroxybenzonitrile (67984-81-0) + 2-aminophenol-4-sulfonic acid (98-37-3) → 2-hydroxy-3-oxo-8-sulfo-3H-phenoxazine-4-carboxylic acid

Conditions	Yield
With 3,4,5-trihydroxybenzoic acid; water; oxygen; manganese(II) acetate; sodium hydroxide at 25℃; under 2250.23 Torr; for 0.916667h; pH=10; Sonication; Autoclave; Green chemistry; regioselective reaction;	52%

2-aminophenol-4-sulfonic acid (98-37-3) + 2-hydroxyresorcinol (87-66-1) → 2,3,4,6'-tetrahydroxy-3'-sulfoazobenzene (1367626-03-6)

Conditions	Yield
Stage #1: 2-aminophenol-4-sulfonic acid With hydrogenchloride In water at 0℃; Stage #2: With sodium nitrite In water at 0℃; for 2.5h; Stage #3: 2-hydroxyresorcinol With hydrogenchloride In water at 0℃; for 2.5h; pH=3;	47.8%

2-aminophenol-4-sulfonic acid (98-37-3) + acrolein (107-02-8) → 8-quinolinol-5-sulfonic acid (84-88-8)

Conditions	Yield
With hydrogenchloride In water at 100℃; for 1h; Skraup Quinoline Synthesis; Inert atmosphere;	39%

2-hydroxy-N-phenylnaphthalene-1-carboxamide (16670-63-6) + 2-aminophenol-4-sulfonic acid (98-37-3) → C23H16N3O6S(1-)*Na(1+) (1314111-39-1)

Conditions	Yield
Stage #1: 2-aminophenol-4-sulfonic acid With hydrogenchloride; sodium nitrite In water at -2 - 2℃; Stage #2: 2-hydroxy-N-phenylnaphthalene-1-carboxamide With sodium carbonate In water at 5 - 10℃; for 2h;	35.4%
Stage #1: 2-aminophenol-4-sulfonic acid With hydrogenchloride; sodium nitrite In water at -2 - 2℃; for 0.166667h; Stage #2: 2-hydroxy-N-phenylnaphthalene-1-carboxamide With sodium carbonate In water at 5 - 10℃; for 2h;	35%

2,3-oxynaphthoic acid phenylamide (92-77-3) + 2-aminophenol-4-sulfonic acid (98-37-3) → C26H20N3O7S(1-)

Conditions	Yield
Stage #1: 2-aminophenol-4-sulfonic acid With hydrogenchloride; sodium nitrite In water at -2 - 2℃; for 0.166667h; Stage #2: 2,3-oxynaphthoic acid phenylamide With sodium carbonate In water at 5 - 10℃; for 2h;	35.4%

oxiranyl-methanol (556-52-5) + 2-aminophenol-4-sulfonic acid (98-37-3) → 3-(2,3-dihydroxy-propylamino)-4-hydroxy-benzenesulfonic acid

Conditions	Yield
With sodium hydroxide

2-chloro-3,5-dinitro-benzenesulfonic acid (4515-26-8) + 2-aminophenol-4-sulfonic acid (98-37-3) → 4'-hydroxy-3,5-dinitro-2,3'-imino-bis-benzenesulfonic acid

potassium thioacyanate (333-20-0) + 2-aminophenol-4-sulfonic acid (98-37-3) → 2-thioxo-2,3-dihydro-benzoxazole-5-sulfonic acid (58089-26-2)

Conditions	Yield
With water anschliessend Erhitzen auf 150grad;

2-aminophenol-4-sulfonic acid (98-37-3) + 1-chloro-2,4-dinitro-benzene (97-00-7) → 3-(2,4-dinitro-anilino)-4-hydroxy-benzenesulfonic acid

Conditions	Yield
With sodium carbonate

2-aminophenol-4-sulfonic acid (98-37-3) + m-nitrobenzoic acid chloride (121-90-4) → 3-(3-amino-benzoylamino)-4-hydroxy-benzenesulfonic acid

Conditions	Yield
nachfolgend Reduktion;

2-aminophenol-4-sulfonic acid (98-37-3) → 2-hydroxy-5-sulfo-benzenediazonium-betaine (391859-81-7)

Conditions	Yield
Diazotization;
With water; cis-nitrous acid
With nitrous anhydride
With water; nitrous anhydride

2-aminophenol-4-sulfonic acid (98-37-3) → 2-oxo-2,3-dihydro-benzoxazole-5-sulfonic acid (33943-12-3)

Conditions	Yield
With sodium hydroxide

2-aminophenol-4-sulfonic acid (98-37-3) → 2-hydroxy-3-nitroaniline-5-sulfonic acid (96-93-5)

Conditions	Yield
With sulfuric acid; nitric acid at 0 - 3℃;

2-aminophenol-4-sulfonic acid (98-37-3) → 2-amino-1-hydroxybenzene-4-sulphonic acid-N-phenylamide (80-20-6)

Conditions	Yield
With phosphorus pentachloride Hinzufuegen von Anilin zu dem Reaktionsprodukt;

phenylglyoxylic acid ethyl ester (1603-79-8) + 2-aminophenol-4-sulfonic acid (98-37-3) → 2-oxo-3-phenyl-2H-benzo[1,4]oxazine-6-sulfonic acid (10502-39-3)

Conditions	Yield
With ammonium hydroxide In ethanol

1-hydroxy-4-naphthalenesulfonate (84-87-7) + 2-aminophenol-4-sulfonic acid (98-37-3) → C16H10N2O8S2(2-)*2Na(1+) (132281-56-2)

Conditions	Yield
With hydrogenchloride; sodium hydroxide; sodium carbonate; sodium chloride; sodium nitrite Multistep reaction;

sodium resorcinol-4-sulphonate (53819-36-6) + 2-aminophenol-4-sulfonic acid (98-37-3) → C12H8N2O9S2(2-)*2Na(1+) (132281-49-3)

Conditions	Yield
With hydrogenchloride; sodium hydroxide; sodium carbonate; sodium chloride; sodium nitrite Multistep reaction;

sodium 2-methylresorcinol-4-sulphonate (132281-58-4) + 2-aminophenol-4-sulfonic acid (98-37-3) → C13H10N2O9S2(2-)*2Na(1+) (132281-51-7)

Conditions	Yield
With hydrogenchloride; sodium hydroxide; sodium carbonate; sodium chloride; sodium nitrite 1b) 0 to 5 deg C, 2) 6 to 8 deg C, 1 d; Multistep reaction;

Upstream product

• 121-18-6 3-nitro-4-chlorobenzenesulfonic acid 
• 616-85-3 4-hydroxy-3-nitrobenzene sulfonic acid 
• 7664-93-9 sulfuric acid 
• 95-55-6 2-amino-phenol 

Downstream Products

• 123687-02-5 3-acetamido-4-acetoxybenzenesulfonic acid 
• 391859-81-7 2-hydroxy-5-sulfo-benzenediazonium-betaine 
• 96-93-5 2-hydroxy-3-nitroaniline-5-sulfonic acid 
• 80-20-6 2-amino-1-hydroxybenzene-4-sulphonic acid-N-phenylamide 
• 10502-39-3 2-oxo-3-phenyl-2H-benzo[1,4]oxazine-6-sulfonic acid 
• 132281-56-2 C₁₆H₁₀N₂O₈S₂^(2-)*2Na⁽¹⁺⁾ 
• 132281-49-3 C₁₂H₈N₂O₉S₂^(2-)*2Na⁽¹⁺⁾ 
• 132281-51-7 C₁₃H₁₀N₂O₉S₂^(2-)*2Na⁽¹⁺⁾ 
• 144344-16-1 2-Hydroxy-5-sulfo-benzol-(1-azo-5)-barbitursaeure 
• 1073969-04-6 C₁₂H₁₂N₄O₇S 
• 1276122-50-9 2-(2-hydroxyphenyl)benzo[d]oxazole-5-sulfonic acid 
• 1367626-03-6 2,3,4,6'-tetrahydroxy-3'-sulfoazobenzene 

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