1,8-Diamino-4,5-dihydroxyanthraquinone

Base Information

• Chemical Name: 1,8-Diamino-4,5-dihydroxyanthraquinone
• CAS No.: 128-94-9
• Molecular Formula: C14H10 N2 O4
• Molecular Weight: 270.244
• Hs Code.: 2922509090
• European Community (EC) Number: 204-921-0
• NSC Number: 60014
• DSSTox Substance ID: DTXSID9059591
• Nikkaji Number: J52.245G
• Wikidata: Q81988874
• ChEMBL ID: CHEMBL89413
• Mol file: 128-94-9.mol

Synonyms:128-94-9;1,8-Diamino-4,5-dihydroxyanthraquinone;1,8-diamino-4,5-dihydroxyanthracene-9,10-dione;4,5-Diaminochrysazin;1,8-Diaminochrysazine;9,10-Anthracenedione, 1,8-diamino-4,5-dihydroxy-;EINECS 204-921-0;NSC 60014;BRN 2154525;1,8-Dihydroxy-4,5-diaminoanthraquinone;4,5-Diamino-1,8-dihydroxyanthraquinone;1,8-Diamino-4,5-dihydroxy-9,10-anthraquinone;1,8-Diamino-4,5-dihydroxyanthrachinon [Czech];1,8-Dihydroxy-4,5-diaminoanthrachinon [Czech];1,8-Diamino-4,5-dihydroxy-9,10-anthracenedione;1,8-Diamino-4,5-dihydroxyanthrachinon;1,8-Dihydroxy-4,5-diaminoanthrachinon;3-14-00-00686 (Beilstein Handbook Reference);ANTHRAQUINONE, 1,8-DIAMINO-4,5-DIHYDROXY-;1,8-diamino-4,5-dihydroxy-9,10-dihydroanthracene-9,10-dione;Maybridge1_002292;CBMicro_015279;4,8-dihydroxyanthraquinone;CHEMBL89413;DivK1c_001044;SCHEMBL498572;DTXSID9059591;HMS548A04;NSC60014;9, 1,8-diamino-4,5-dihydroxy-;CCG-54207;MFCD00053072;NSC-60014;AKOS015894982;Anthraquinone,8-diamino-4,5-dihydroxy-;CDS1_000004;1,8-diamino-4,5-dihydroxy anthraquinone;BS-42115;LS-20657;NCI60_004471;BIM-0015276.P001;C.I.63600;WLN: L C666 BV IVJ SZ GQ KQ NZ;1,8-Diamino-4,5-dihydroxyanthraquinone, tech.;SR-01000643319-1;W-109472;252189-08-5

Chemical Property of 1,8-Diamino-4,5-dihydroxyanthraquinone

Chemical Property:

• Vapor Pressure: 1.82E-17mmHg at 25°C
• Melting Point: 300℃
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 649.4°Cat760mmHg
• PKA: 6.34±0.20(Predicted)
• Flash Point: 346.6°C
• PSA: 126.64000
• Density: 1.683g/cm³
• LogP: 2.20000
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 270.06405680
• Heavy Atom Count: 20
• Complexity: 405

Purity/Quality:

99% ^*data from raw suppliers

1,8-Diaminochrysazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: C1=CC(=C2C(=C1N)C(=O)C3=C(C=CC(=C3C2=O)O)N)O
• General Description: 1,8-Diamino-4,5-dihydroxyanthraquinone (also known as 4,5-diaminochrysazin) is a derivative of chrysazin synthesized through nitration and reduction processes. An improved method for its preparation involves ethylation and nitration of chrysazin, followed by treatment with hydroiodic acid (HI), which simultaneously achieves O-deethylation and nitro group reduction with high yield (>95%). This scalable and efficient synthesis represents a significant advancement over previous methods.

Technology Process of 1,8-Diamino-4,5-dihydroxyanthraquinone

There total 9 articles about 1,8-Diamino-4,5-dihydroxyanthraquinone 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: 100.0%

1,8-dihydroxy-4,5-dinitro-anthraquinone (81-55-0) → 1,8-diamino-4,5-dihydroxyanthraquinone (128-94-9,252189-08-5)

Guidance literature:

With sulfuric acid; iron; at 90 ℃; for 0.5h;

DOI:10.1080/00397919508015864

Reference yield: 97.1%

1,8-diethoxy-4,5-dinitroanthraquinone (1260370-70-4) → 1,8-diamino-4,5-dihydroxyanthraquinone (128-94-9,252189-08-5)

Guidance literature:

1,8-diethoxy-4,5-dinitroanthraquinone; With hydrogen iodide; at 100 ℃; for 3h;

Cooling with ice; Alkaline conditions;

DOI:10.1080/00397910903457324

Reference yield:

1,8-dinitroanthraquinone (129-39-5) → 1,8-diamino-4,5-dihydroxyanthraquinone (128-94-9,252189-08-5)

Guidance literature:

In ice-water; sulfuric acid; N,N-dimethyl-formamide;

upstream raw materials:

1,8-diazido-anthraquinone

1,8-dihydroxy-4,5-dinitro-anthraquinone

sulfuric acid

1,8-dihydroxy-9,10-anthracenedione

Downstream raw materials:

1,4,5,8-tetrahydroxy-anthraquinone

anthracene-1,4,5,8,9,10-hexaone