2-[(3,4-Dimethoxyphenyl)amino]-4-nitrobenzoic acid

Base Information

• Chemical Name: 2-[(3,4-Dimethoxyphenyl)amino]-4-nitrobenzoic acid
• CAS No.: 7159-41-3
• Molecular Formula: C₁₅H₁₄N₂O₆
• Molecular Weight: 318.286
• DSSTox Substance ID: DTXSID801229291
• Mol file: 7159-41-3.mol

Synonyms:DTXSID801229291;2-[(3,4-dimethoxyphenyl)amino]-4-nitrobenzoic acid;7159-41-3

Chemical Property of 2-[(3,4-Dimethoxyphenyl)amino]-4-nitrobenzoic acid

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 318.08518617
• Heavy Atom Count: 23
• Complexity: 427

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)NC2=C(C=CC(=C2)[N+](=O)[O-])C(=O)O)OC

Technology Process of 2-[(3,4-Dimethoxyphenyl)amino]-4-nitrobenzoic acid

There total 2 articles about 2-[(3,4-Dimethoxyphenyl)amino]-4-nitrobenzoic acid 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:

2-chloro-4-nitrobenzoic acid (99-60-5) + 3,4-dimethoxyaniline (6315-89-5) → 2-(3,4-dimethoxy-anilino)-4-nitro-benzoic acid (7159-41-3)

Guidance literature:

With pentan-1-ol; copper; potassium carbonate;

DOI:10.1021/jo01164a019

Reference yield:

→ 2-(3,4-dimethoxy-anilino)-4-nitro-benzoic acid (7159-41-3)

Guidance literature:

/BRN= 2758926/;

Reference yield:

2-(3,4-dimethoxy-anilino)-4-nitro-benzoic acid (7159-41-3) → 1-diethylamino-3-(2,3-dimethoxy-6-nitro-acridin-9-ylamino)-propan-2-ol (6035-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphoryl chloride

2: phenol / 85 - 90 °C

With trichlorophosphate; phenol;

DOI:10.1021/jo01164a019

upstream raw materials:

2-chloro-4-nitrobenzoic acid

3,4-dimethoxyaniline

Downstream raw materials:

2,3-dimethoxy-9-chloro-6-nitroacridine

1-diethylamino-3-(2,3-dimethoxy-6-nitro-acridin-9-ylamino)-propan-2-ol