5460-09-3

Basic information

• Product Name: 8-Amino-1-naphthol-3,6-disulfonic acid monosodium salt monohydrate
• Synonyms: 2,7-Naphthalenedisulfonicacid,4-amino-5-hydroxy-,monosodiumsalt;7-naphthalenedisulfonicacid,4-amino-5-hydroxy-monosodiumsalt;8-Amino-1-naphthol-3,6-disulfo;H ACID, MONOSODIUM SALT;H ACID SODIUM SALT;H ACID;1-AMINO-8-NAPHTHOL-3,6-DISULFONIC ACID MONOSODIUM SALT;1-AMINO-8-HYDROXY-3,6-DISULFONAPHTHALENE MONOSODIUM SALT
• CAS NO: 5460-09-3
• Molecular Formula: C₁₀H₇NO₇S₂*2Na
• Molecular Weight: 359.31
• EINECS: 226-736-4
• Product Categories: Intermediates of Dyes and Pigments;Organics;Chemical Amines;Amines;Aromatics;Sulfur & Selenium Compounds
• Mol File: 5460-09-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: >300°C
• Appearance: /
• Density: 1.88g/cm3
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Water Solubility: slightly soluble
• CAS DataBase Reference: 8-Amino-1-naphthol-3,6-disulfonic acid monosodium salt monohydrate(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Amino-1-naphthol-3,6-disulfonic acid monosodium salt monohydrate(5460-09-3)
• EPA Substance Registry System: 8-Amino-1-naphthol-3,6-disulfonic acid monosodium salt monohydrate(5460-09-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25
• Hazardous Substances Data: 5460-09-3(Hazardous Substances Data)

Usage

Chemical Properties

Dark Gray Powder

InChI:InChI=1/C10H9NO7S2.Na.H2O/c11-8-3-6(19(13,14)15)1-5-2-7(20(16,17)18)4-9(12)10(5)8;;/h1-4,12H,11H2,(H,13,14,15)(H,16,17,18);;1H2/q;+1;/p-1

Synthetic route

1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) + recorcinol (108-46-3) → Na(1+)*C16H11N2O9S2(1-) (1638646-46-4)

Conditions	Yield
With hydrogenchloride; sodium nitrite In water pH=8 - 10;	62%

1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) + 3-tetradecanoyl-4-methylpiperazine (86137-74-8) → 4-(myristoylamino)-5-hydroxy-2,7-naphthalene disulfonic acid monosodium salt

Conditions	Yield
In N,N-dimethyl-formamide at 60 - 70℃; for 120h;	60%

1,12-dodecanedioyl dichloride (4834-98-4) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → 4,4'-<1,10-decanediylbis(carbonylamino)>bis(5-hydroxy-2,7-naphthalenedisulfonic acid) disodium salt (130798-61-7)

Conditions	Yield
With pyridine for 5h; Heating;	53%

biphenyl-4,4'-disulfonyl chloride (3406-84-6) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → 4,4'-<4,4'-biphenyldiylbis(sulfonylamino)>bis(5-hydroxy-2,7-naphthalenedisulfonic acid) tetrasodium salt (130798-65-1)

Conditions	Yield
With pyridine for 5h; Heating;	53%

1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) + n-hexadecanoyl chloride (112-67-4) → 4-(palmitoylamino)-5-hydroxy-2,7-naphthalene disulfonic acid monosodium salt (130798-63-9)

Conditions	Yield
With pyridine for 4h; Heating;	51%

1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) + 3-stearoyl-2-mercaptothiazoline (65439-62-5) → 4-(stearoylamino)-5-hydroxy-2,7-naphthalene disulfonic acid monosodium salt

Conditions	Yield
In N,N-dimethyl-formamide at 60 - 70℃; for 120h;	30%

1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) + 1-(2-Thioxo-thiazolidin-3-yl)-hexadecan-1-one (74058-64-3) → 4-(palmitoylamino)-5-hydroxy-2,7-naphthalene disulfonic acid monosodium salt (130798-63-9)

Conditions	Yield
In N,N-dimethyl-formamide at 60 - 70℃; for 120h;	24%

Cholesteryl chloroformate (7144-08-3) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → 4-<<(3-cholesteryloxy)carbonyl>amino>-5-hydroxy-2,7-naphthalenedisulfonic acid

Conditions	Yield
With pyridine at 50 - 55℃; for 21h;	22%

phthalic anhydride (85-44-9) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → C18H13NO10S2

Conditions	Yield
With sodium hydroxide In water at 20 - 25℃; for 3h;

isatoic anhydride (118-48-9) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → 8-(2-aminobenzoyl)amino-1-hydroxynaphthalene-3,6-disulphonic acid

Conditions	Yield
With sodium carbonate In water at 20 - 30℃; for 12h;

1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) + 1-Methoxycarbonylmethyl-3,1-benzoxazin-2,4-dion (96222-36-5) → C20H18N2O10S2

Conditions	Yield
With sodium hydroxide In water at 20 - 25℃; for 3h;

3-tert-butylphtalic anhydride (40496-93-3) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → C22H21NO10S2

Conditions	Yield
With potassium hydroxide In water at 20 - 25℃; for 4h;

1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) + 4-(2-chlorodiazenyl)benzenesulfonic acid → C16H10N3O10S3(3-)*3Na(1+) (17716-41-5, 36105-98-3)

Conditions	Yield
With sodium carbonate In water; N,N-dimethyl-formamide for 28.1667h; pH=9 - 10;	2.42 g

1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → C10H8NO8S2(1-)*Na(1+)

Conditions	Yield
With dihydrogen peroxide In aq. acetate buffer at 30℃; pH=4;

acetic anhydride (108-24-7) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → C12H9NO8S2(2-)*2Na(1+)

Conditions	Yield
In water at 60℃;

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate (2494-89-5) + C12H14N2O6S2 + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → C30H22N6O11S4(2-)*2Na(1+)

Conditions	Yield
Stage #1: 2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 2h; pH=2; Stage #2: 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt In water at 7 - 10℃; for 4h; Stage #3: C12H14N2O6S2 Further stages;	90 g

2-Hydroxy-1,4-naphthoquinone (83-72-7) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → C20H12N2O10S2

Conditions	Yield
Stage #1: 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt With sodium carbonate In water at 4℃; Heating; Stage #2: With sodium nitrite In water Cooling with ice; Stage #3: 2-hydroxynaphtho-1,4-quinone Further stages;

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate (2494-89-5) + C10H14NO8S2(1-)*Na(1+) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → C28H26N5O21S6(3-)*3Na(1+)

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0 - 10℃; for 4h; pH=5 - 7;

2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate (2494-89-5) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) + 3-amino-4-methoxyphenil β-hydroxyl-sulfone sulfonic acid ester → C27H24N5O20S6(3-)*3Na(1+)

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0 - 10℃; pH=5 - 7;

C11H10Cl2N4O6S2 (52610-09-0) + 1-hydroxy-6-amino-3-naphthalenesulfonic acid (87-02-5) + 2-amino-1,5-naphthalenedisulfonic acid (117-62-4) + 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt (5460-09-3) → C31H22ClN7O19S6(2-)*2Na(1+) + C31H23ClN7O16S5(1-)*Na(1+)

Conditions	Yield
Stage #1: C11H10Cl2N4O6S2 With sodium hydrogencarbonate; sodium carbonate at 4 - 7℃; pH=2.8 - 4; Large scale; Stage #2: With sodium hydrogencarbonate at 25℃; for 0.5h; pH=6.5 - 7.5; Large scale; Stage #3: 7-amino-4-hydroxy-2-naphthalenesulfonic acid; 2-amino-1,5-naphthalenedisulfonic acid; 1-amino-8-hydroxy-naphthalene-3,6-disulphonic acid monosodium salt Large scale; Further stages;

Downstream Products

• 130798-65-1 4,4'-<4,4'-biphenyldiylbis(sulfonylamino)>bis(5-hydroxy-2,7-naphthalenedisulfonic acid) tetrasodium salt 
• 1608997-33-6 (E)-5-ammonio-3-(2-(4-carboxy-2-methylphenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-34-7 (E)-5-ammonio-3-(2-(4-carboxyphenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-36-9 (E)-5-ammonio-3-(2-(4-carboxy-2-fluorophenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-42-7 (E)-5-ammonio-3-(2-(4-bromophenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-44-9 (E)-5-ammonio-3-(2-(2-fluoro-2-iodophenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-35-8 (E)-5-ammonio-3-(2-(4-carboxy-2-chlorophenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-38-1 (E)-5-ammonio-3-(2-(4-carboxy-2,3,5-trifluoro-6-hydroxyphenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-39-2 (E)-5-ammonio-3-(2-(4-carboxy-2-methoxyphenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-40-5 (E)-5-ammonio-3-(2-(4-carboxy-2,6-dimethylphenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-41-6 (E)-5-ammonio-3-(2-(4-iodo-2-methylphenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-43-8 (E)-5-ammonio-3-(2-(2-chloro-4-iodophenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-46-1 (E)-5-ammonio-3-(2-(4-bromo-2,3,5-trifluoro-6-hydroxyphenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1608997-47-2 (E)-5-ammonio-3-(2-(4-bromo-2-methoxyphenyl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 

Relevant articles and documents

Method adopting clean process for preparing H-acid

The invention discloses a method adopting a clean process for preparing H-acid. The method comprises the following process: step (10), carrying out extraction treatment on denitrated matter to obtain dilute sulphuric acid and an extracted mixture, and carrying out re-extraction on the extracted mixture to obtain a nitro-T-acid solution; step (20), carrying out reduction treatment on the nitro-T-acid solution obtained in the step (10) to obtain an amino-T-acid solution; step (30), respectively carrying out concentration treatment on the amino-T-acid solution obtained in the step (20) and caustic soda liquid to obtain concentrated amino-T-acid solution and caustic soda liquid; step (40), carrying out alkali fusion treatment on the concentrated amino-T-acid solution and caustic soda liquid obtained in the step (30), and performing attenuation treatment to obtain attenuated alkali fusion matter; step (50), carrying out separation and filtration treatment on the attenuated alkali fusion matter obtained in the step (40) to obtain the H-acid. The preparation method disclosed by the invention adopts the clean process for preparing the H-acid, the production efficiency is high, the materials are saved, and the economic cost is reduced.