1-Amino-4-methoxyanthraquinone

Base Information

• Chemical Name: 1-Amino-4-methoxyanthraquinone
• CAS No.: 116-83-6
• Molecular Formula: C15H11 N O3
• Molecular Weight: 253.257
• Hs Code.: 2922509090
• NSC Number: 84162
• UNII: BCH9T82ZKZ
• DSSTox Substance ID: DTXSID40151262
• Nikkaji Number: J62.259A
• Wikidata: Q83017689
• ChEMBL ID: CHEMBL600008
• Mol file: 116-83-6.mol

Synonyms:1-amino-4-methoxyanthracene-9,10-dione;1-Amino-4-methoxyanthraquinone;116-83-6;4-Methoxy-1-anthraquinonylamine;1-Amino-4-methoxy-9,10-anthraquinone;ANTHRAQUINONE, 1-AMINO-4-METHOXY-;NSC 84162;BCH9T82ZKZ;BRN 2218945;CHEMBL600008;9,10-Anthracenedione, 1-amino-4-methoxy-;NSC-84162;9,10-Anthracenedione, 1-amino-4-methoxy- (9CI);NSC84162;UNII-BCH9T82ZKZ;D02XMQ;9, 1-amino-4-methoxy-;cid_8321;MLS000585344;1-Methoxy-4-aminoanthraquinone;SCHEMBL2303569;DTXSID40151262;HMS2536C23;BDBM50306771;AKOS001666411;1-amino-4-methoxyanthra-9,10-quinone;NCGC00245872-01;AMINO-4-METHOXYANTHRAQUINONE, 1-;LS-20629;SMR000204107;EU-0014597;1-AMINO-4-METHOXY-9,10-ANTHRACENEDIONE;SR-01000084443;SR-01000084443-1

Chemical Property of 1-Amino-4-methoxyanthraquinone

Chemical Property:

• Vapor Pressure: 3.3E-10mmHg at 25°C
• Melting Point: 171 °C
• Boiling Point: 502°Cat760mmHg
• PKA: 0.21±0.20(Predicted)
• Flash Point: 274.9°C
• PSA: 69.39000
• Density: 1.366g/cm³
• LogP: 2.63400
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 253.07389321
• Heavy Atom Count: 19
• Complexity: 395

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C2C(=C(C=C1)N)C(=O)C3=CC=CC=C3C2=O

Technology Process of 1-Amino-4-methoxyanthraquinone

There total 11 articles about 1-Amino-4-methoxyanthraquinone 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: 70.0%

4-hydroxy-1-aminoanthraquinone (116-85-8) + methyl iodide (74-88-4) → 1-amino-4-methoxyanthraquinone (116-83-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; dimethyl sulfoxide; at 12 - 15 ℃; for 0.05h;

DOI:10.1016/S0040-4020(01)89417-5

Reference yield: 56.0%

5-methoxy-6-oxo-6H-anthra<1,9-cd>isoxazole (85192-90-1) → 1-amino-4-methoxyanthraquinone (116-83-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 40 - 50 ℃; for 3h;

DOI:10.1007/BF00505751

Reference yield:

1-methoxyanthracene-9,10-dione (82-39-3) → 1-hydroxyanthraquinone (129-43-1) + 1-amino-4-methoxyanthraquinone (116-83-6)

Guidance literature:

With pyridine; potassium hydroxide; Yield given. Multistep reaction; 1.) irradiation, 25-30 deg C, 18 hrs., 2.) refl., 15 min.;

upstream raw materials:

1-methoxyanthracene-9,10-dione

1-methoxy-4-nitro-anthraquinone

1-benzamido-4-methoxy-9,10-anthraquinone

N-(4-methoxy-9,10-dioxo-9,10-dihydro-[1]anthryl)-toluene-4-sulfonamide

Downstream raw materials:

1-amino-4-p-tolylaminoanthraquinone

oracet blue 2R

1-amino-2-p-dimethylanilino-4-methoxyanthraquinone

1-(2'-bromo-1'-cyclohexenecarboxamido)-4-methoxyanthraquinone

Refernces

• 1、 Okita, Takaaki,Isobe, Minoru. "Synthesis of the Pentacyclic Intermediate for Dynemicin A and Unusual Formation of Spiro-oxindole Ring". . p. 11143 - 11152. Retrieved 2007/10/02.
• 2、 Zolotareva, G. I.,Gornostaev, L. M.. "Reaction of 5-Chloroanthra-6-isoxazolone with Oxygen-Containing Nucleophiles". . p. 1057 - 1058. Retrieved 2007/10/02.