Vat Brown 3

Base Information

• Chemical Name: Vat Brown 3
• CAS No.: 131-92-0
• Deprecated CAS: 11098-29-6
• Molecular Formula: C42H23N3O6
• Molecular Weight: 665.661
• European Community (EC) Number: 205-044-6
• UNII: 9Z11GKO85B
• DSSTox Substance ID: DTXSID2026282
• Wikidata: Q27273400
• Mol file: 131-92-0.mol

Synonyms:Vat Brown 3;131-92-0;C.I. VAT BROWN 3;Atic Vat Brown R;Caledon Brown R;Novatic Brown R;Tinon Brown GR;Ahcovat Brown AR;Tinon Brown GRF;Benzadone Brown R;Calcoloid Brown R;Ponsol Brown ARD;Amanthrene Brown R;Fenanthren Brown D;Mikethrene Brown R;Nyanthrene Brown R;Calcoloid Brown RK;Cibanone Brown FGR;Nihonthrene Brown R;Palanthrene Brown R;Pernithrene Brown R;Romantrene Brown FR;Leucosol Brown 3RN;Sandothrene Brown NR;Indanthren Brown FFR;Tyrian Brown I-FFR;Carbanthrene Brown AR;Vat Brown K;Ponsol Brown ARN;Cibanone Brown GR;Fenanthren Brown R;Indanthren Brown R;Tyrian Brown I-R;Indanthrene Brown R;Solanthrene Brown R;Calcoloid Brown RNB;Indanthrene Brown RN;Solanthrene Brown FR;Indanthren Brown RAP;Ahcovat Brown AR-BN;Calcoloid Brown RNBC;Indanthrene Brown RWP;Sandothrene Brown NRF;Carbanthrene Brown ARP;Fenalac Brown VRA Supra Paste;Caledon Brown R 300;Indanthrene Brown RARWP;C.I. 69015;CI Vat Brown 3;CCRIS 4892;EINECS 205-044-6;Benzamide, N,N'-(10,15,16,17-tetrahydro-5,10,15,17-tetraoxo-5H-dinaphtho(2,3-a:2',3'-i)carbazole-4,9-diyl)bis-;BRN 0382039;UNII-9Z11GKO85B;9Z11GKO85B;4-22-00-06652 (Beilstein Handbook Reference);N,N'-(10,15,16,17-Tetrahydro-5,10,15,17-tetraoxo-5H-dinaphtho(2,3-a:2',3'-i)carbazole-4,9-diyl)bis(benzamide);N,N'-(10,15,16,17-Tetrahydro-5,10,15,17-tetraoxo-5H-dinaphtho[2,3-a:2',3'-I]carbazole-4,9-diyl)bis(benzamide);CI 69015;5H-Dinaphtho(2,3-a:2',3'-i)carbazole-5,10,15,17(16H)-tetrone, 4,9-dibenzamido-;N,N'-(5,10,15,17-Tetraoxo-10,15,16,17-tetrahydro-5H-dinaphtho[2,3-a:2',3'-i]carbazole-4,9-diyl)dibenzamide;Benzamide,N,N'-(10,15,16,17-tetrahydro-5,10,15,17-tetraoxo-5H-dinaphtho[2,3-a:2',3'-i]carbazole-4,9-diyl)bis-;Benzamide, N,N'-(10,15,16,17-tetrahydro-5,10,15,17-tetraoxo-5H-dinaphtho[2,3-a:2',3'-i]carbazole-4,9-diyl)bis-;C.I Vat brown 3;NAVINON BROWN RSD;Indanthrene Brown R (6CI);Color Index No. 69015;Color Index Number 69015;SOLANTHRENE BROWN F-R;Colour Index No. 69015;Colour Index Number 69015;SCHEMBL3645960;DTXSID2026282;LS-743;AKOS015913755;ANTHRAGEN BROWN RA SUPRA PASTE 79-4016;W-109478;Q27273400;Benzamide, N,N'-(10,15,16,17-tetrahydro- 5,10,15,17-tetraoxo-5H-dinaphtho[2,3-a:2',3'-i ]carbazole-4,9-diyl)bis-;N-(28-benzamido-6,13,19,26-tetraoxo-16-azaheptacyclo[15.12.0.02,15.05,14.07,12.018,27.020,25]nonacosa-1(29),2(15),3,5(14),7(12),8,10,17,20,22,24,27-dodecaen-8-yl)benzamide

Chemical Property of Vat Brown 3

Chemical Property:

• Appearance/Colour: Odorless brown to dark brown powder.
• Melting Point: 180ºC
• Refractive Index: 1.831
• Boiling Point: 685.54°C (rough estimate)
• PSA: 142.27000
• Density: 1.537 g/cm³
• LogP: 7.52250
• Water Solubility.: 8.337mg/L at 20℃
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 665.15868546
• Heavy Atom Count: 51
• Complexity: 1450

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC3=C2C(=O)C4=C(C3=O)C5=C(C=C4)C6=CC(=C7C(=C6N5)C(=O)C8=CC=CC=C8C7=O)NC(=O)C9=CC=CC=C9

Technology Process of Vat Brown 3

There total 4 articles about Vat Brown 3 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:

4,5'-bis-benzoylamino-1,1'-imino-di-anthraquinone (128-89-2) → 4,9-bis-benzoylamino-16H-dinaphtho[2,3-a;2',3'-i]carbazole-5,10,15,17-tetraone (131-92-0)

Guidance literature:

With sulfuric acid;

DOI:10.1039/jr9540002311

Reference yield:

N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-benzamide (3571-23-1) → 4,9-bis-benzoylamino-16H-dinaphtho[2,3-a;2',3'-i]carbazole-5,10,15,17-tetraone (131-92-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bromine; sodium chlorate / nitrobenzene

2.1: sodium carbonate / 1,2-dichloro-benzene / 0.5 h / 140 - 145 °C

2.2: 150 - 155 °C

2.3: 170 - 185 °C

3.1: sulfuric acid; sodium chlorate / water / 10 - 45 °C

With sodium chlorate; sulfuric acid; bromine; sodium carbonate; In water; nitrobenzene; 1,2-dichloro-benzene;

Reference yield:

1-amino-9,10-anthracenedione (82-45-1) → 4,9-bis-benzoylamino-16H-dinaphtho[2,3-a;2',3'-i]carbazole-5,10,15,17-tetraone (131-92-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: nitrobenzene

2.1: bromine; sodium chlorate / nitrobenzene

3.1: sodium carbonate / 1,2-dichloro-benzene / 0.5 h / 140 - 145 °C

3.2: 150 - 155 °C

3.3: 170 - 185 °C

4.1: sulfuric acid; sodium chlorate / water / 10 - 45 °C

With sodium chlorate; sulfuric acid; bromine; sodium carbonate; In water; nitrobenzene; 1,2-dichloro-benzene;

upstream raw materials:

4,5'-bis-benzoylamino-1,1'-imino-di-anthraquinone

N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-benzamide

1-amino-9,10-anthracenedione

Refernces