Acetamide, N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-[(2-hydroxyethyl)amino]-4-methoxyphenyl]-

Base Information

• Chemical Name: Acetamide, N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-[(2-hydroxyethyl)amino]-4-methoxyphenyl]-
• CAS No.: 26021-21-6
• Molecular Formula: C₁₇H₁₇BrN₆O₇
• Molecular Weight: 497.262
• DSSTox Substance ID: DTXSID1067174
• Mol file: 26021-21-6.mol

Synonyms:26021-21-6;Acetamide, N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-[(2-hydroxyethyl)amino]-4-methoxyphenyl]-;Ethanol, 2-((5-acetamido-4-((2,4-dinitro-6-bromophenyl)azo)-2-methoxyphenyl)amino)-;Acetamide, N-(2-((2-bromo-4,6-dinitrophenyl)azo)-5-((2-hydroxyethyl)amino)-4-methoxyphenyl)-;Acetamide, N-(2-(2-(2-bromo-4,6-dinitrophenyl)diazenyl)-5-((2-hydroxyethyl)amino)-4-methoxyphenyl)-;C17H17BrN6O7;DTXSID1067174;C17-H17-Br-N6-O7;ACETAMIDE,N-[2-[(2-BROMO-4,6-DINITROPHENYL)AZO]-5-[(2-HYDROXYETHYL)AMINO]-4-METHOXYPHENYL]-

Chemical Property of Acetamide, N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-[(2-hydroxyethyl)amino]-4-methoxyphenyl]-

Chemical Property:

• Vapor Pressure: 1.28E-24mmHg at 25°C
• Boiling Point: 765.2°C at 760 mmHg
• Flash Point: 416.6°C
• PSA: 190.44000
• Density: 1.71g/cm³
• LogP: 5.82100
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 7
• Exact Mass: 496.03421
• Heavy Atom Count: 31
• Complexity: 672

Purity/Quality:

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)NCCO

Technology Process of Acetamide, N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-[(2-hydroxyethyl)amino]-4-methoxyphenyl]-

There total 8 articles about Acetamide, N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-[(2-hydroxyethyl)amino]-4-methoxyphenyl]- 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-[(2-hydroxyethyl)amino]-4-methoxyacetanilide (63494-13-3) + 2-bromo-4,6-dinitroaniline (1817-73-8) → 2-[(2-bromo-4,6-dinitrophenyl)azo]-4-methoxy-5-[(2-hydroxyethyl)amino]acetanilide (26021-21-6)

Guidance literature:

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

3-[(2-hydroxyethyl)amino]-4-methoxyacetanilide; With sulfuric acid;

DOI:10.1021/tx0000264

Reference yield:

Trifluoro-acetic acid 2-[(2-methoxy-5-nitro-phenyl)-(2,2,2-trifluoro-acetyl)-amino]-ethyl ester → 2-[(2-bromo-4,6-dinitrophenyl)azo]-4-methoxy-5-[(2-hydroxyethyl)amino]acetanilide (26021-21-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂ / 5 percent Pd/C / ethyl acetate

2.1: K₂CO₃ / ethyl acetate / 1 h

3.1: 670 mg / K₂CO₃; MeOH / 2 h / 0 °C

4.1: NaNO₂; H₂SO₄

4.2: 85 percent / H₂SO₄

With methanol; sulfuric acid; hydrogen; potassium carbonate; sodium nitrite; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/tx0000264

Reference yield:

N-benzylidene-2-methoxy-5-nitroaniline (385447-56-3) → 2-[(2-bromo-4,6-dinitrophenyl)azo]-4-methoxy-5-[(2-hydroxyethyl)amino]acetanilide (26021-21-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 5 h / 80 °C

2.1: 9.54 g / H₂O / 1 h / 100 °C

3.1: K₂CO₃ / CH₂Cl₂ / 1 h / 20 °C

4.1: H₂ / 5 percent Pd/C / ethyl acetate

5.1: K₂CO₃ / ethyl acetate / 1 h

6.1: 670 mg / K₂CO₃; MeOH / 2 h / 0 °C

7.1: NaNO₂; H₂SO₄

7.2: 85 percent / H₂SO₄

With methanol; sulfuric acid; water; hydrogen; potassium carbonate; sodium nitrite; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1021/tx0000264

upstream raw materials:

3-[(2-hydroxyethyl)amino]-4-methoxyacetanilide

2-bromo-4,6-dinitroaniline

3-amino-4-methoxynitrobenzene

N-benzylidene-2-methoxy-5-nitroaniline

Downstream raw materials:

2-[2-(acetylamino)-4-[(2-hydroxyethyl)amino]-5-methoxyphenyl]-6-amino-4-bromo-2H-benzotriazole