2-nitro-4-methoxy-5(N-acetyl)aminobenzoic acid

Base Information

• Chemical Name: 2-nitro-4-methoxy-5(N-acetyl)aminobenzoic acid
• CAS No.: 130017-52-6
• Molecular Formula: C₁₀H₁₀N₂O₆
• Molecular Weight: 254.199
• DSSTox Substance ID: DTXSID701250520
• Mol file: 130017-52-6.mol

Synonyms:130017-52-6;2-nitro-4-methoxy-5(N-acetyl)aminobenzoic acid;SCHEMBL1276994;ICAOGFCCGJAOIO-UHFFFAOYSA-N;DTXSID701250520;5-(Acetylamino)-4-methoxy-2-nitrobenzoic acid;2-nitro4-methoxy-5-(N-acetyl)aminobenzoic acid;2-nitro-4-methoxy-5 (N-acetyl)aminobenzoic acid

Chemical Property of 2-nitro-4-methoxy-5(N-acetyl)aminobenzoic acid

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 254.05388604
• Heavy Atom Count: 18
• Complexity: 353

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C(=C1)C(=O)O)[N+](=O)[O-])OC

Technology Process of 2-nitro-4-methoxy-5(N-acetyl)aminobenzoic acid

There total 4 articles about 2-nitro-4-methoxy-5(N-acetyl)aminobenzoic 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: 74.0%

3-acetamido-4-methoxybenzoic acid (130017-51-5) → 5-acetylamino-4-methoxy-2-nitrobenzoic acid (130017-52-6)

Guidance literature:

With nitronium tetrafluoborate; In acetonitrile; at 0 - 5 ℃; for 0.166667h;

DOI:10.1248/cpb.38.1591

Reference yield: 63.0%

→ 5-acetylamino-4-methoxy-2-nitrobenzoic acid (130017-52-6)

Guidance literature:

Reference yield:

3-amino-4-methoxybenzoic acid (2840-26-8) → 5-acetylamino-4-methoxy-2-nitrobenzoic acid (130017-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 2 h / 0 - 20 °C

2: nitronium tetrafluoborate / acetonitrile / 3 h / 20 °C

With nitronium tetrafluoborate; In dichloromethane; acetonitrile;

upstream raw materials:

3-acetamido-4-methoxybenzoic acid

nitric acid

3-amino-4-methoxybenzoic acid

Downstream raw materials:

3-acetamido-6-amino-4-methoxybenzoic acid methyl ester

3-acetamido-4-methoxy-6-nitrobenzoic acid methyl ester

3-acetamido-4-methoxy-6-methanesulfonamidobenzoic acid methyl ester

6-Amino-7-methoxy-4(3H)-quinazolinone