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 
• 95-55-6 2-amino-phenol 
• 7664-93-9 sulfuric acid 

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⁺⁾ 
• 861216-75-3 C₂₆H₁₉ClN₆O₁₂S₃ 
• 1010082-89-9 2-[(1H-indol-3-ylmethylene)-amino]phenol-1-sulfonic acid 
• 144344-16-1 2-Hydroxy-5-sulfo-benzol-(1-azo-5)-barbitursaeure 
• 1073969-04-6 C₁₂H₁₂N₄O₇S 
• 1314111-39-1 C₂₃H₁₆N₃O₆S^(1-)*Na⁽¹⁺⁾ 
• 1367626-03-6 2,3,4,6'-tetrahydroxy-3'-sulfoazobenzene 

Relevant academic research and scientific papers

One step hair coloring compositions using salts

A hair coloring composition comprising the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an amino phenol, a naphthol, a polyhydric phenol, a catechol and mixtures thereof; wherein the composition comprising one or more oxidative hair coloring agents further comprises al least one water soluble carbonate releasing salts; and optionally a water soluble ammonium salt, is described.

Hair colouring and conditioning compositions

A hair colouring and conditioning composition comprising: (a) a hair colouring agent; and (b) a hair conditioning agent; wherein the composition provides an Average Combing Index Value of greater than 1.2 as measured by the Combing Technical Test Method. The products can provide excellent hair colouring together with excellent conditioning, reduced hair damage, brittleness and dryness, and is convenient and easy to use.

Transition metal complexes as dye forming catalysts in hair coloring compositions

A hair coloring composition comprising a first composition which comprises: (a) a dye forming transition metal salt or complex; which is first applied to the hair; and a second composition which comprises the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol a catechol and mixtures thereof.

Hair conditioning compositions and their use in hair colouring compositions

The present invention relates to a hair care composition comprising a aminofunctional polysiloxane having a specified average effective particle size which provides improved durable conditioning particularly when utilised in conjunction with a hair colouring composition.

HAIR COLORING COMPOSITIONS

A hair coloring composition comprising: (a) from about 0.0003 moles (per 100 g of composition) to less than about 0.09 moles (per 100 g of composition) of an inorganic peroxygen oxidizing agent; and (b) an oxidative hair coloring agent; wherein the pH of each of (a) and (b) is in the range of from about 1 to about 6 and wherein the combined mixture of (a) and (b) has a pH in the range of from about 1 to about 6. The products can provide excellent hair coloring and in-use efficacy benefits including excellent initial color and good wash fastness in combination with reduced hair damage at low pH.

HAIR COLORING COMPOSITIONS

A hair coloring composition comprising: (a) a preformed organic peroxyacid oxidising agent; and (b) an oxidative hair coloring agent; wherein the pH of each of components (a) and (b) is in the range of from about pH 1 to less than about pH 7 and wherein the pH of the composition is in the range of from about pH 1 to less than about pH 7. The products can provide excellent hair coloring and in-use efficacy benefits including excellent initial color and good wash fastness in combination with reduced hair damage at low pH.

Reactive dyestuffs comprising a triazine moiety and a vinylsulfonyl moiety both being linked by a substituted alkylene bridge member

A reactive dye of the formula STR1 in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxazine dyes and nitroaryl dyes, R is hydrogen, C1 -C4 alkyl which is unsubstituted or substituted with --COOH or --SO3 H, cyanoethyl, or hydroxyethyl, X is fluorine, chlorine, bromine, --SO3 H, phenylsulfonyl or C1 -C4 -alkylsulfonyl, p is 1 or 2 and A is a radical of the formula STR2 in which: Y is chlorine, bromine, fluorine, --OH, --OSO3 H, --O-acyl, --CN, --COOH, --COO--C1 -C4 -alkyl, --CONH2 or --SO2 --Z, the group designated "alk" is a straight or branched polymethylene radical having 2 to 6 carbon atoms, V is STR3 hydrogen or C1 -C4 -alkyl which is unsubstituted or substituted by C1 -C2 -alkoxy, carboxyl, sulfo, halogen or hydroxy, Z is β-halogenoethyl, vinyl or β-acetoxyethyl, or A is a radical of the formulae STR4 in all of which R' is C1-6 -alkyl or hydrogen, Z is as defined above, o is 0 to 6, and m is 2 to 6.

Triazinyl reactive dyes containing additional fiber reactive groups bound through the sulfonylalkylaminoalkylamino bridge

The invention relates to novel useful reactive dyes of the formula I STR1 in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxanine dyes and nitroaryl dyes, R is hydrogen, C1 -C4 alkyl which is unsubstituted or substituted with --COOH or --SO3 H, cyanoethyl, or hydroxyethyl, X is fluorine, chlorine, bromine, --SO3 H, phenylsulfonyl or C1 -C4 -alkylsulfonyl, P is 1 or 2 and A is a radical of the formula STR2 in which: the groups designated "alk" are independently of each other straight or branched polymethylene radicals having 2 to 6 carbon atoms, and Z is β-halogenoethyl, vinyl, β-sulfatoethyl, β-thiosulfatoethyl or βacetoxyethyl.

Unsymmetrical 1:2-chromium complexes containing an azo compound and an azomethine compound

Compounds of the formula: STR1 WHICH ARE EMINENTLY SUITABLE FOR DYEING NATURAL AND SYNTHETIC POLYAMIDES AND FOR COLORING SURFACE COATINGS. Dyeings on textile material are distinguished by very good lightfastness and very good fastness to wet treatments, for example fastness to water, perspiration, sea water and washing.

Enzyme-activated oxidative process for coloring hair

An enzyme-based oxidative process for coloring hair wherein the hair is exposed to a solution having a pH of about 4 to about 10 and containing hydrogen peroxide, soybean peroxidase enzyme and one or more oxidation dye precursors.