119-40-4

Basic information

• Product Name: 7-Anilino-4-hydroxy-2-naphthalenesulfonic acid
• Synonyms: 7-(phenylamino)-4-naphthol-2-sulfonic acid;2-(N-Phenylamino)-5-naphthol-7-sulfonic acid;1-Hydroxy-6-phenylamino-3-naphthalenesulfonic acid;7-(anilino)-4-hydroxy-naphthalene-2-sulfonic acid;7-(anilino)-4-hydroxynaphthalene-2-sulfonic acid;7-Anilino-4-naphthol-2-sulfonic Acid Phenyl J Acid;2-Anilino-5-naphthol-7-sulfonicacid;2-Phenylamino-5-naphthol-7-sulfonicacid
• CAS NO: 119-40-4
• Molecular Formula: C₁₆H₁₃NO₄S
• Molecular Weight: 315.34
• EINECS: 204-320-3
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 119-40-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.495 g/cm³
• Refractive Index: 1.734
• PKA: -0.18±0.40(Predicted)
• Water Solubility: 587.97mg/L at 25℃
• CAS DataBase Reference: 7-Anilino-4-hydroxy-2-naphthalenesulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Anilino-4-hydroxy-2-naphthalenesulfonic acid(119-40-4)
• EPA Substance Registry System: 7-Anilino-4-hydroxy-2-naphthalenesulfonic acid(119-40-4)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 119-40-4(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C16H13NO4S/c18-16-10-14(22(19,20)21)9-11-8-13(6-7-15(11)16)17-12-4-2-1-3-5-12/h1-10,17-18H,(H,19,20,21)

Synthetic route

1-hydroxy-6-amino-3-naphthalenesulfonic acid (87-02-5) + aniline (62-53-3) → 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4)

Conditions	Yield
With sodium metabisulfite at 100 - 110℃; pH=4-6; Reagent/catalyst;	70.2%
With sodium disulfite

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + aniline (62-53-3) → 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4)

Conditions	Yield
With aniline hydrochloride man macht mit Soda alkalisch, dampft ein und erhitzt mit Kalilauge auf 210-220grad;

4,7-dihydroxy-naphthalene-2-sulfonic acid (6357-94-4) + aniline (62-53-3) → 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4)

Conditions	Yield
With ammonium sulfite

1-hydroxy-6-amino-3-naphthalenesulfonic acid (87-02-5) + aniline (62-53-3) + sodium disulfite → 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4)

aniline (62-53-3) + naphthol-(2)-disulfonic acid-(5.7) → 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4)

Conditions	Yield
With aniline hydrochloride man macht mit Soda alkalisch, dampft ein und erhitzt mit Kalilauge auf 210-220grad;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + benzoyl chloride (98-88-4) → 4-(benzoyloxy)-7-(phenylamino)naphthalene-2-sulfonic acid

Conditions	Yield
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry;	85%

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + 3-{4-[(E)-2-(2,4-Dichloro-phenyl)-vinyl]-phenyl}-2-mercapto-4-oxo-3,4-dihydro-quinazoline-6-diazonium → 3-(3-{4-[(E)-2-(2,4-Dichloro-phenyl)-vinyl]-phenyl}-2-mercapto-4-oxo-3,4-dihydro-quinazolin-6-ylazo)-4-hydroxy-7-phenylamino-naphthalene-2-sulfonic acid

Conditions	Yield
With sodium carbonate; sodium chloride In water 1.) 0-5 deg C, 3 h; 2.) 60 deg C;	84%

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + 4-methyl-benzoyl chloride (874-60-2) → 4-(4-methylbenzoyloxy)-7-(phenylamino)naphthalene-2-sulfonic acid

Conditions	Yield
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry;	82%

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + pivaloyl chloride (3282-30-2) → 4-(2,2-dimethylpropanoyloxy)-7-(phenylamino)naphthalene-2-sulfonic acid

Conditions	Yield
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry;	80%

chlorure d'acide ethyl-2 butyrique (2736-40-5) + 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) → 4-(2-ethylbutanoyloxy)-7-(phenylamino)naphthalene-2-sulfonic acid

Conditions	Yield
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry;	78%

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + picramic acid (96-91-3) → C22H15N5O9S

Conditions	Yield
Stage #1: picramic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1h; Stage #2: With aminosulfonic acid In water for 0.05h; Stage #3: 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid In water at 10℃; for 2h;	3.4%

formic acid (64-18-6) + 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) → 7-(N-formyl-anilino)-4-hydroxy-naphthalene-2-sulfonic acid

Conditions	Yield
With sodium formate

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + diazonium chloride of 2-methyl-6-amino-4-oxoquinazoline → Sodium; 4-hydroxy-3-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylazo)-7-phenylamino-naphthalene-2-sulfonate

Conditions	Yield
With sodium carbonate In water at 0 - 5℃; for 3h;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + 6-Amino-2-{(E)-2-[4-((E)-styryl)-phenyl]-vinyl}-3H-quinazolin-4-one (128031-43-6) → 4-Hydroxy-3-(4-oxo-2-{(E)-2-[4-((E)-styryl)-phenyl]-vinyl}-3,4-dihydro-quinazolin-6-ylazo)-7-phenylamino-naphthalene-2-sulfonic acid

Conditions	Yield
With hydrogenchloride; sodium carbonate; sodium nitrite 2.) from 0 to 5 deg C, 3 h; Multistep reaction;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + 6-Amino-2-((E)-2-{4-[(E)-2-(4-chloro-phenyl)-vinyl]-phenyl}-vinyl)-3H-quinazolin-4-one (163732-38-5) → 3-[2-((E)-2-{4-[(E)-2-(4-Chloro-phenyl)-vinyl]-phenyl}-vinyl)-4-oxo-3,4-dihydro-quinazolin-6-ylazo]-4-hydroxy-7-phenylamino-naphthalene-2-sulfonic acid

Conditions	Yield
With hydrogenchloride; sodium carbonate; sodium nitrite 2.) from 0 deg C to 5 deg C, 3 h; Multistep reaction;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + 6-Amino-3-(4-chloro-phenyl)-2-mercapto-3H-quinazolin-4-one (179910-68-0) → 3-[3-(4-Chloro-phenyl)-2-mercapto-4-oxo-3,4-dihydro-quinazolin-6-ylazo]-4-hydroxy-7-phenylamino-naphthalene-2-sulfonic acid

Conditions	Yield
With hydrogenchloride; sodium carbonate; sodium nitrite 2.) from 0 deg C to 5 deg C, 3 h; Multistep reaction;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + 6-Amino-3-(4-bromo-phenyl)-2-mercapto-3H-quinazolin-4-one (179910-67-9) → 3-[3-(4-Bromo-phenyl)-2-mercapto-4-oxo-3,4-dihydro-quinazolin-6-ylazo]-4-hydroxy-7-phenylamino-naphthalene-2-sulfonic acid

Conditions	Yield
With hydrogenchloride; sodium carbonate; sodium nitrite 2.) from 0 deg C to 5 deg C, 3 h; Multistep reaction;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + 6-Amino-2-mercapto-3-(4-methoxy-phenyl)-3H-quinazolin-4-one (179910-69-1) → 4-Hydroxy-3-[2-mercapto-3-(4-methoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-6-ylazo]-7-phenylamino-naphthalene-2-sulfonic acid

Conditions	Yield
With hydrogenchloride; sodium carbonate; sodium nitrite 2.) from 0 deg C to 5 deg C, 3 h; Multistep reaction;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + 6-Amino-2-((E)-2-{4-[(E)-2-(4-dimethylamino-phenyl)-vinyl]-phenyl}-vinyl)-3H-quinazolin-4-one (179910-70-4) → 3-[2-((E)-2-{4-[(E)-2-(4-Dimethylamino-phenyl)-vinyl]-phenyl}-vinyl)-4-oxo-3,4-dihydro-quinazolin-6-ylazo]-4-hydroxy-7-phenylamino-naphthalene-2-sulfonic acid

Conditions	Yield
With hydrogenchloride; sodium carbonate; sodium nitrite 2.) from 0 deg C to 5 deg C, 3 h; Multistep reaction;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + tetrazotized 4.4'-diamino-diphenyl-dicarboxylic acid-(3.3') → 4-(6-anilino-1-hydroxy-3-sulfo-[2]naphthylazo)-4'-(1-hydroxy-5-sulfo-[2]naphthylazo)-biphenyl-3,3'-dicarboxylic acid

Conditions	Yield
With dicarbonate und Behandeln mit Naphthol-(1)-sulfonsaeure-(5) in sodaalkalischer Loesung bei Gegenwart von Pyridin;

C24H20N6O6S2 (1149376-22-6) + 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) → C40H30N8O10S3 (1149431-23-1)

Conditions	Yield
Stage #1: C24H20N6O6S2 With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 25 - 30℃; for 2h; Stage #2: 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid With sodium carbonate In water pH=7 - 10;

C32H28N8O6S2 (1149376-32-8) + 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) → C48H38N10O10S3 (1149431-29-7)

Conditions	Yield
Stage #1: C32H28N8O6S2 With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 25 - 30℃; for 2h; Stage #2: 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid With sodium carbonate In water pH=7 - 10;

C32H29N7O9S3 + 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) → C48H39N9O13S4

Conditions	Yield
Stage #1: C32H29N7O9S3 With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 20 - 30℃; for 1h; Stage #2: 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid With sodium carbonate In water pH=8-10;

C39H43N7O11S3 + 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) → C55H53N9O15S4

Conditions	Yield
Stage #1: C39H43N7O11S3 With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 20 - 30℃; for 1h; Stage #2: 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid With sodium carbonate In water pH=8-10;

C28H27N7O6S2 + 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) → C44H37N9O10S3

Conditions	Yield
Stage #1: C28H27N7O6S2 With sodium hydroxide In water Stage #2: With hydrogenchloride; sodium nitrite In water at 20 - 30℃; for 1h; Stage #3: 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid With sodium carbonate In water at 20 - 30℃; pH=8 - 10;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + C36H36N6O8S2 → C52H46N8O12S3

Conditions	Yield
Stage #1: C36H36N6O8S2 With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 20 - 30℃; for 1h; Stage #2: 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid With sodium carbonate In water pH=8-10;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + C46H48N8O12S3 → C62H58N10O16S4

Conditions	Yield
Stage #1: C46H48N8O12S3 With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 20 - 30℃; for 1h; Stage #2: 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid With hydrogenchloride; sodium carbonate In water pH=8-10;

2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4) + C25H27N6O8S2(1+)*Cl(1-) → C41H39N7O12S3

Conditions	Yield
With sodium carbonate In water pH=8-10;

Upstream product

• 62-53-3 aniline 
• 87-02-5 7-amino-4-hydroxy-2-naphthalenesulfonic acid 
• 6357-94-4 4,7-dihydroxy-naphthalene-2-sulfonic acid 
• 118-33-2 6-amino-naphthalene-1,3-disulfonic acid 

Downstream Products

• 1149431-23-1 C₄₀H₃₀N₈O₁₀S₃ 
• 1149431-29-7 C₄₈H₃₈N₁₀O₁₀S₃ 

Relevant articles and documents

2 - (N-substituted amino) - 5-naphthol-7-sulfonic acid clean production process (by machine translation)

This invention belongs to the dyeing industry, relates to a new material in the field of technology of the dye intermediates, in particular 2 - (N-substituted amino) - 5-naphthol-7-sulfonic acid clean production process. To improve the quality of this invention, waste water is greatly reduced. 2 - (N-substituted amino) - 5-naphthol-7-sulfonic acid clean production process, the method comprises the following steps: A, condensation reaction; B, material after treatment; C, refining the filter cake. And the recovery and reuse of the filtrate. The method of the present invention that are used in the can be of various raw materials are purchased from the market, the compounds of the present invention and the use of the preparation process of the security process is, environmental protection, energy-saving. (by machine translation)