N-[2-[(2-Bromo-4,6-dinitrophenyl)azo]-5-(diallylamino)-4-methoxyphenyl]acetamide

Base Information

• Chemical Name: N-[2-[(2-Bromo-4,6-dinitrophenyl)azo]-5-(diallylamino)-4-methoxyphenyl]acetamide
• CAS No.: 51868-46-3
• Molecular Formula: C21H21 Br N6 O6
• Molecular Weight: 533.338
• European Community (EC) Number: 257-486-4
• DSSTox Substance ID: DTXSID8068678
• Nikkaji Number: J30.302J
• Mol file: 51868-46-3.mol

Synonyms:51868-46-3;Disperse Blue 291G;C.I. Disperse Blue 373;C.I. Disperse blue 291G;CCRIS 9042;N-[2-[(2-BROMO-4,6-DINITROPHENYL)AZO]-5-(DIALLYLAMINO)-4-METHOXYPHENYL]ACETAMIDE;EINECS 257-486-4;N-[5-[bis(prop-2-enyl)amino]-2-[(2-bromo-4,6-dinitrophenyl)diazenyl]-4-methoxyphenyl]acetamide;Acetamide, N-(2-((2-bromo-4,6-dinitrophenyl)azo)-5-(di-2-propenylamino)-4-methoxyphenyl)-;Acetamide, N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(di-2-propenylamino)-4-methoxyphenyl]-;N-(2-((2-Bromo-4,6-dinitrophenyl)azo)-5-(diallylamino)-4-methoxyphenyl)acetamide;disperse blue 373;C.I.Disperse Blue 373;C21H21BrN6O6;SCHEMBL6545758;DTXSID8068678;C21-H21-Br-N6-O6;LS-167805;W-111029;2-(3-Methoxyphenyl)thiazole-4-carboxylicacidethylester;Acetamida, N-[2-[2-(2-bromo-4,6-dinitrofenil) diazenil]-5-(di-2-propen-1-ilamino)-4-metoxifenil]-;Acetamide, N-(2-(2-(2-bromo-4,6-dinitrophenyl)diazenyl)-5-(di-2-propen-1-ylamino)-4-methoxyphenyl)-;Acetamide, N-[2-[(2-bromo-4,6-dinitrophenyl) azo]-5-(di-2-propenylamino)-4-methoxyphenyl ]-;N-[2-[2-(2-Bromo-4,6-dinitrophenyl)diazenyl]-5-(di-2-propen-1-ylamino)-4-methoxyphenyl]acetamide

Chemical Property of N-[2-[(2-Bromo-4,6-dinitrophenyl)azo]-5-(diallylamino)-4-methoxyphenyl]acetamide

Chemical Property:

• Vapor Pressure: 2.31E-20mmHg at 25°C
• Boiling Point: 716.2°Cat760mmHg
• PKA: 13.39±0.70(Predicted)
• Flash Point: 387°C
• PSA: 157.93000
• Density: 1.47g/cm³
• LogP: 6.94570
• Water Solubility.: 52.2μg/L at 20℃
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 532.07059
• Heavy Atom Count: 34
• Complexity: 777

Purity/Quality:

99.9% ^*data from raw suppliers

DisperseBlue373(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=C(C=C1N=NC2=C(C=C(C=C2Br)[N+](=O)[O-])[N+](=O)[O-])OC)N(CC=C)CC=C
• Uses: Disperse Blue 373 have adverse effect on soil and water environment and is a major mutagen in environmental system. This dye is released by textile industry

Technology Process of N-[2-[(2-Bromo-4,6-dinitrophenyl)azo]-5-(diallylamino)-4-methoxyphenyl]acetamide

There total 3 articles about N-[2-[(2-Bromo-4,6-dinitrophenyl)azo]-5-(diallylamino)-4-methoxyphenyl]acetamide 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: 85.0%

3-(N,N-diprop-2-enamino)-4-methoxyacetanilide (51868-45-2) + 2-bromo-4,6-dinitroaniline (1817-73-8) → 2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diallylamino)-4-methoxyacetanilide (51868-46-3)

Guidance literature:

2-bromo-4,6-dinitroaniline; With sulfuric acid; sodium nitrite;

3-(N,N-diprop-2-enamino)-4-methoxyacetanilide; Further stages.;

Reference yield:

3-(N,N-diprop-2-enamino)-4-methoxyacetanilide (51868-45-2) + nitrosylsulfuric acid (7782-78-7) + 2-bromo-4,6-dinitroaniline (1817-73-8) → 2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diallylamino)-4-methoxyacetanilide (51868-46-3)

Guidance literature:

nitrosylsulfuric acid; 2-bromo-4,6-dinitroaniline; In propionic acid; sulfuric acid; acetic acid; at 5 - 10 ℃; for 1h;

3-(N,N-diprop-2-enamino)-4-methoxyacetanilide; In H₂O; sulfamic acid; acetic acid; at 0 - 5 ℃; for 2h; pH=4.0;

Reference yield:

→ 2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diallylamino)-4-methoxyacetanilide (51868-46-3)

Guidance literature:

With sodium hydroxide; In water; at 60 ℃; for 0.5h; pH=11;

With nitrosylsulfuric acid; sulfuric acid; at 40 ℃; for 6h;

In water; at 60 ℃; for 7.5h; Cooling with ice;

upstream raw materials:

3-(N,N-diprop-2-enamino)-4-methoxyacetanilide

2-bromo-4,6-dinitroaniline

nitrosylsulfuric acid

Refernces

• 1、 -. "Disperse dye composition, and preparation method and application thereof". Paragraph 0102-0104; 0123. . Retrieved 2017/08/28.
• 2、 Watanabe, Tetsushi,Shiozawa, Tatsushi,Takahashi, Yoshifumi,Takahashi, Tomoyuki,Terao, Yoshiyasu,Nukaya, Haruo,Takamura, Takeji,Sawanishi, Hiroyuki,Ohe, Takeshi,Hirayama, Teruhisa,Wakabayashi, Keiji. "Mutagenicity of two 2-phenylbenzotriazole derivatives, 2-[2-(acetylamino)-4-(diethylamino)-5-methoxyphenyl]-5-amino- 7-bromo-4-chloro-2H-benzotriazole and 2-[2-(acetylamino)-4-(diallylamino)-5-methoxyphenyl]-5-amino-7-bromo-4-chloro-2H-benzotriazole and their detection in river water in Japan.". . p. 293 - 299. Retrieved 2008/04/18.