4-Amino-3,6-disulfo-1,8-naphthalic anhydride dipotassium salt

Base Information

• Chemical Name: 4-Amino-3,6-disulfo-1,8-naphthalic anhydride dipotassium salt
• CAS No.: 79539-35-8
• Molecular Formula: C12H7 N O9 S2 . 2 K
• Molecular Weight: 449.502
• European Community (EC) Number: 632-834-1
• DSSTox Substance ID: DTXSID00511944
• Mol file: 79539-35-8.mol

Synonyms:79539-35-8;4-Amino-3,6-disulfo-1,8-naphthalic anhydride dipotassium salt;Lucifer Yellow anhydride dipotassium salt;MFCD00012400;dipotassium;8-amino-2,4-dioxo-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-7,11-disulfonate;Potassium 6-amino-1,3-dioxo-1,3-dihydrobenzo[de]isochromene-5,8-disulfonate;SCHEMBL4636440;DTXSID00511944;AKOS030548324;4-Amino-3 6-disulfo-1 8-naphthalic;AS-71290;D95980;Dipotassium 6-amino-1,3-dioxo-1H,3H-naphtho[1,8-cd]pyran-5,8-disulfonate;6-Amino-1,3-dioxo-1H,3H-benzo[de]isochromene-5,8-disulfonic acid dipotassium;dipotassium 10-amino-2,4-dioxo-3-oxatricyclo[7.3.1.0?,(1)(3)]trideca-1(13),5,7,9,11-pentaene-7,11-disulfonate;dipotassium 10-amino-2,4-dioxo-3-oxatricyclo[7.3.1.0?,??]trideca-1(13),5,7,9,11-pentaene-7,11-disulfonate

Chemical Property of 4-Amino-3,6-disulfo-1,8-naphthalic anhydride dipotassium salt

Chemical Property:

• Melting Point: >300 °C(lit.)
• PSA: 200.55000
• LogP: 2.28360
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 0
• Exact Mass: 448.8679861
• Heavy Atom Count: 26
• Complexity: 752

Purity/Quality:

>98% ^*data from raw suppliers

4-Amino-3,6-disulfo-1,8-naphthalic anhydride dipotassium salt ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C2C3=C1C(=C(C=C3C(=O)OC2=O)S(=O)(=O)[O-])N)S(=O)(=O)[O-].[K+].[K+]

Technology Process of 4-Amino-3,6-disulfo-1,8-naphthalic anhydride dipotassium salt

There total 2 articles about 4-Amino-3,6-disulfo-1,8-naphthalic anhydride dipotassium salt which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tetrapotassium 4-amino-N-(4-methyl-3,5-disulfophenyl)naphthalimide-3,6-disulfonate (71314-53-9) → monopotassium 4-methylaniline-3,5-disulfonate (79539-37-0) + 4-amino-3,6-disulfo-1,8-naphthaldehyde anhydride dipotassium salt (79539-35-8)

Guidance literature:

With hydrogenchloride; potassium hydroxide; Yield given. Multistep reaction. Yields of byproduct given; 1) pH 12.5, 50 deg C, 10 min; 2) pH 2.0, 50 deg C, 10 min; 3) pH 2, 3 d, room temperature;

DOI:10.1021/ja00415a033

Reference yield:

sodium 4-amino-N-(4-methylphenyl)naphthalimide-3-sulfonate (2391-30-2) → 4-amino-3,6-disulfo-1,8-naphthaldehyde anhydride dipotassium salt (79539-35-8)

Guidance literature:

Multi-step reaction with 2 steps

1: fuming H₂SO₄ / 3 h / 90 °C

2: 1.) aq. KOH, 2.) aq. HCl / 1) pH 12.5, 50 deg C, 10 min; 2) pH 2.0, 50 deg C, 10 min; 3) pH 2, 3 d, room temperature

With hydrogenchloride; potassium hydroxide; sulfuric acid;

DOI:10.1021/ja00415a033

Reference yield: 91.0%

3-Aminophenylboronic acid (30418-59-8,280563-63-5) + 4-amino-3,6-disulfo-1,8-naphthaldehyde anhydride dipotassium salt (79539-35-8) → C18H11BN2O10S2(2-)*2K(1+)

Guidance literature:

With zinc diacetate; In water; for 24h; Heating;

DOI:10.1021/jo035760h

upstream raw materials:

tetrapotassium 4-amino-N-(4-methyl-3,5-disulfophenyl)naphthalimide-3,6-disulfonate

sodium 4-amino-N-(4-methylphenyl)naphthalimide-3-sulfonate

Downstream raw materials:

potassium salt of Lucifer Yellow CH

C₁₉H₁₂N₂O₁₁S₃^(2-)*2K⁽¹⁺⁾

dipotassium 4-amino-N-<3-<(hydroxyethyl)sulfonyl>phenyl>naphthalimide-3,6-disulfonate