Acetamide, N,N'-((9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)bis(imino-4,1-phenylene))bis-

Base Information

• Chemical Name: Acetamide, N,N'-((9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)bis(imino-4,1-phenylene))bis-
• CAS No.: 75508-31-5
• Molecular Formula: C₃₀H₂₄N₄O₄
• Molecular Weight: 504.545
• European Community (EC) Number: 278-226-6
• UNII: 0BXT4LW2XL
• DSSTox Substance ID: DTXSID4072815
• Nikkaji Number: J307.579F
• Wikidata: Q27236586
• Mol file: 75508-31-5.mol

Synonyms:75508-31-5;UNII-0BXT4LW2XL;0BXT4LW2XL;EINECS 278-226-6;1,4-Bis(4-acetoamidophenyl)amino-9,10-anthracenedione;Acetamide, N,N'-((9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)bis(imino-4,1-phenylene))bis-;Acetamide, N,N'-[(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)bis(imino-4,1-phenylene)]bis-;4',4'''-(1,4-Anthraquinonylenediimino)diacetanilide;N,N'-((9,10-Dihydro-9,10-dioxo-1,4-anthracenediyl)bis(imino-4,1-phenylene))bisacetamide;N,N'-((9,10-DIHYDRO-9,10-DIOXOANTHRACENE)-1,4-DIYL)BIS((IMINO-4,1-PHENYLENE))BISACETAMIDE;N,N'-[(9,10-DIHYDRO-9,10-DIOXO-1,4-ANTHRACENEDIYL)BIS(IMINO-4,1-PHENYLENE)]BISACETAMIDE;N,N'-[(9,10-Dihydro-9,10-dioxoanthracene)-1,4-diyl]bis[(imino-4,1-phenylene)]bisacetamide;DTXSID4072815;SCHEMBL11057635;C30H24N4O4;C30-H24-N4-O4;J307.579F;Q27236586;N,N'-((9,10-DIHYDRO-9,10-DIOXO-1,4-ANTHRACENEDIYL)BIS(IMINO-4,1-PHENYLENE))BIS(ACETAMIDE)

Chemical Property of Acetamide, N,N'-((9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)bis(imino-4,1-phenylene))bis-

Chemical Property:

• Boiling Point: 824°Cat760mmHg
• PKA: 14.38±0.70(Predicted)
• Flash Point: 251°C
• PSA: 123.38000
• Density: 1.412g/cm³
• LogP: 7.31100
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 504.17975526
• Heavy Atom Count: 38
• Complexity: 821

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)NC2=C3C(=C(C=C2)NC4=CC=C(C=C4)NC(=O)C)C(=O)C5=CC=CC=C5C3=O

Technology Process of Acetamide, N,N'-((9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)bis(imino-4,1-phenylene))bis-

There total 2 articles about Acetamide, N,N'-((9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)bis(imino-4,1-phenylene))bis- 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: 88.3%

9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione (17648-03-2,79248-79-6) + N-acetyl-p-phenylenediamine (122-80-5) → N,N'-(((9,10-dioxo-9,10-dihydroanthracene-1,4-diyl)bis(azanediyl))bis(4,1-phenylene))diacetamide (75508-31-5)

Guidance literature:

9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione; N-acetyl-p-phenylenediamine; With boric acid; In 5,5-dimethyl-1,3-cyclohexadiene; at 136 ℃; for 24h; Reflux; Inert atmosphere;

In 5,5-dimethyl-1,3-cyclohexadiene; at 70 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.dyepig.2015.07.001

Reference yield:

1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) → N,N'-(((9,10-dioxo-9,10-dihydroanthracene-1,4-diyl)bis(azanediyl))bis(4,1-phenylene))diacetamide (75508-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / water / 85 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: boric acid / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / 136 °C / Reflux; Inert atmosphere

2.2: air / 3 h / 70 °C / Inert atmosphere

With boric acid; sodium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; water;

DOI:10.1016/j.dyepig.2015.07.001

upstream raw materials:

1,4-dihydroxy-9,10-anthracenedione

9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione

N-acetyl-p-phenylenediamine