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

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

• 1608997-52-9 (E)-5-ammonio-3-(2-(4'-ammonio-[1,1'-biphenyl]-4-yl)hydrazono)-4-oxo-3,4-dihydronaphthalene-2,7-disulfonate 
• 1609173-90-1 (E)-5-ammonio-3-(2-(4'-ammonio-3,3'-difluoro-[1,1'-biphenyl]-4-yl)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.

Device for preparing H-acid

The invention discloses a device for preparing H-acid, comprising a sulfonating device, a nitrating device, a denitration device, an extraction device, a reduction device, a concentration device, a dilution device, a separation and filter device and a drying device. An outlet of the sulfonating device is connected with an inlet of the nitrating device, an outlet of the nitrating device is connected with an inlet of the denitration device, an outlet of the denitration device is connected with an inlet of the extraction device, a first outlet of the extraction device is connected with an inlet of the reduction device, an outlet of the reduction device is connected with an inlet of the concentration device, an outlet of the concentration device is connected with an inlet of the dilution device, an outlet of the dilution device is connected with a first inlet of the separation and filter device, an outlet of the separation and filter device is connected with an inlet of the drying device, and a second outlet of the extraction device is connected with a second inlet of the separation and filter device. The device for preparing H-acid produces H-acid with a continuous production method, has the high production efficiency, saves materials and reduces economic cost.