3-(5-(2,4-dimethoxy-5-nitrobenzoylamino)-2,4-dioctyloxybenzoylamino)-4-methoxytoluene

Base Information

• Chemical Name: 3-(5-(2,4-dimethoxy-5-nitrobenzoylamino)-2,4-dioctyloxybenzoylamino)-4-methoxytoluene
• CAS No.: 271261-78-0
• Molecular Formula: C₄₀H₅₅N₃O₉
• Molecular Weight: 721.891
• Mol file: 271261-78-0.mol

Synonyms:3-(5-(2,4-dimethoxy-5-nitrobenzoylamino)-2,4-dioctyloxybenzoylamino)-4-methoxytoluene

Chemical Property of 3-(5-(2,4-dimethoxy-5-nitrobenzoylamino)-2,4-dioctyloxybenzoylamino)-4-methoxytoluene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(5-(2,4-dimethoxy-5-nitrobenzoylamino)-2,4-dioctyloxybenzoylamino)-4-methoxytoluene

There total 10 articles about 3-(5-(2,4-dimethoxy-5-nitrobenzoylamino)-2,4-dioctyloxybenzoylamino)-4-methoxytoluene 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-hydroxysalicylic acid (89-86-1) → 3-(5-(2,4-dimethoxy-5-nitrobenzoylamino)-2,4-dioctyloxybenzoylamino)-4-methoxytoluene (271261-78-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 72 percent / nitric acid; acetic acid / 12 h / 20 °C

2: 64.4 percent / sulfuric acid / Heating

3: 85 percent / potassium carbonate / dimethylformamide / 72 h / 100 °C

4: 96 percent / sodium hydroxide / methanol; H₂O / Heating

5: thionyl chloride / 4 h / Heating

6: 88.7 percent / NEt₃ / CH₂Cl₂ / 0 - 20 °C

7: H₂ / Pd-C / dimethylformamide; CHCl₃ / 6 h / 60 °C

8: 1.1 g / NEt₃ / CH₂Cl₂ / 20 °C

With sodium hydroxide; thionyl chloride; hydrogen; nitric acid; potassium carbonate; acetic acid; triethylamine; palladium on activated charcoal; sulfuric acid; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1: Substitution / 2: Etherification / 3: Alkylation / 4: Hydrolysis / 5: Substitution / 6: Substitution / 7: Catalytic hydrogenation / 8: Substitution;

DOI:10.1021/ja994433h

Reference yield:

2,4-dihydroxy-5-nitrobenzoic acid (13722-96-8) → 3-(5-(2,4-dimethoxy-5-nitrobenzoylamino)-2,4-dioctyloxybenzoylamino)-4-methoxytoluene (271261-78-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 64.4 percent / sulfuric acid / Heating

2: 85 percent / potassium carbonate / dimethylformamide / 72 h / 100 °C

3: 96 percent / sodium hydroxide / methanol; H₂O / Heating

4: thionyl chloride / 4 h / Heating

5: 88.7 percent / NEt₃ / CH₂Cl₂ / 0 - 20 °C

6: H₂ / Pd-C / dimethylformamide; CHCl₃ / 6 h / 60 °C

7: 1.1 g / NEt₃ / CH₂Cl₂ / 20 °C

With sodium hydroxide; thionyl chloride; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; sulfuric acid; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1: Etherification / 2: Alkylation / 3: Hydrolysis / 4: Substitution / 5: Substitution / 6: Catalytic hydrogenation / 7: Substitution;

DOI:10.1021/ja994433h

Reference yield:

2,4-dihydroxy-5-nitro-benzoic acid methyl ester (271261-71-3) → 3-(5-(2,4-dimethoxy-5-nitrobenzoylamino)-2,4-dioctyloxybenzoylamino)-4-methoxytoluene (271261-78-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / potassium carbonate / dimethylformamide / 72 h / 100 °C

2: 96 percent / sodium hydroxide / methanol; H₂O / Heating

3: thionyl chloride / 4 h / Heating

4: 88.7 percent / NEt₃ / CH₂Cl₂ / 0 - 20 °C

5: H₂ / Pd-C / dimethylformamide; CHCl₃ / 6 h / 60 °C

6: 1.1 g / NEt₃ / CH₂Cl₂ / 20 °C

With sodium hydroxide; thionyl chloride; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1: Alkylation / 2: Hydrolysis / 3: Substitution / 4: Substitution / 5: Catalytic hydrogenation / 6: Substitution;

DOI:10.1021/ja994433h

upstream raw materials:

2,4-dimethoxy-5-nitro-benzoyl chloride

5-amino-N-(2-methoxy-5-methyl-phenyl)-2,4-bis-octyloxy-benzamide

5-nitro-2,4-bis(octyloxy)benzoic acid methyl ester

2,4-dioctyloxy-5-nitrobenzoyl chloride

Refernces