4-Acetylamino-5-chloro-2-ethoxybenzoic acid

Base Information

• Chemical Name: 4-Acetylamino-5-chloro-2-ethoxybenzoic acid
• CAS No.: 112914-09-7
• Molecular Formula: C11H12ClNO4
• Molecular Weight: 257.674
• DSSTox Substance ID: DTXSID801253634
• Mol file: 112914-09-7.mol

Synonyms:112914-09-7;4-acetylamino-5-chloro-2-ethoxybenzoic acid;SCHEMBL6229101;ICNWZXFWTBMBKT-UHFFFAOYSA-N;DTXSID801253634;4-acetamido-5-chloro-2-ethoxybenzoic acid;4-(Acetylamino)-5-chloro-2-ethoxybenzoic acid

Chemical Property of 4-Acetylamino-5-chloro-2-ethoxybenzoic acid

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 257.0454856
• Heavy Atom Count: 17
• Complexity: 297

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC(=C(C=C1C(=O)O)Cl)NC(=O)C

Technology Process of 4-Acetylamino-5-chloro-2-ethoxybenzoic acid

There total 3 articles about 4-Acetylamino-5-chloro-2-ethoxybenzoic 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: 73.0%

4-Acetylamino-5-chloro-2-ethoxy-benzoic acid methyl ester (4235-43-2) → 4-(acetylamino)-5-chloro-2-ethoxybenzoic acid (112914-09-7)

Guidance literature:

With sodium hydroxide; water; In methanol; at 60 ℃; for 1h;

DOI:10.1021/jm00106a023

Reference yield:

methyl 4-acetamido-2-hydroxybenzoate (4093-28-1) → 4-(acetylamino)-5-chloro-2-ethoxybenzoic acid (112914-09-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / K₂CO₃ / dimethylformamide / 6 h / 50 °C

2: 97 percent / N-chlorosuccinimide (NCS) / dimethylformamide / 2 h / 70 °C

3: 73 percent / NaOH, H₂O / methanol / 1 h / 60 °C

With sodium hydroxide; N-chloro-succinimide; water; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00106a023

Reference yield:

methyl 4-acetamido-2-ethoxybenzoate (59-06-3) → 4-(acetylamino)-5-chloro-2-ethoxybenzoic acid (112914-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / N-chlorosuccinimide (NCS) / dimethylformamide / 2 h / 70 °C

2: 73 percent / NaOH, H₂O / methanol / 1 h / 60 °C

With sodium hydroxide; N-chloro-succinimide; water; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00106a023

upstream raw materials:

4-Acetylamino-5-chloro-2-ethoxy-benzoic acid methyl ester

methyl 4-acetamido-2-hydroxybenzoate

methyl 4-acetamido-2-ethoxybenzoate

Downstream raw materials:

4-(acetylamino)-5-chloro-2-ethoxy-N-<(5-oxo-2-morpholinyl)methyl>benzamide

4-(acetylamino)-5-chloro-2-ethoxybenzoyl chloride

4-Amino-5-chloro-2-ethoxy-N-[(1S,7aS)-1-(hexahydro-pyrrolizin-1-yl)methyl]-benzamide

4-Amino-5-chloro-2-ethoxy-N-(1S,7aR)-hexahydro-pyrrolizin-1-yl-benzamide

Refernces