Methyl 3-amino-5-methoxybenzoate

Base Information

• Chemical Name: Methyl 3-amino-5-methoxybenzoate
• CAS No.: 217314-47-1
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2922500090
• DSSTox Substance ID: DTXSID60474041
• Nikkaji Number: J1.048.907E
• Wikidata: Q72487018
• Mol file: 217314-47-1.mol

Synonyms:Methyl 3-amino-5-methoxybenzoate;217314-47-1;MFCD09263221;METHYL3-AMINO-5-METHOXYBENZOATE;SCHEMBL414382;DTXSID60474041;Methyl 3-methoxy-5-aminobenzoate;OWMZQNZFHGAVCN-UHFFFAOYSA-N;AMY22875;AKOS006330497;CS-W005930;GS-6513;SY037925;3-amino-5-methoxy-benzoic acid methyl ester;W16684;EN300-2929147;A878949

Chemical Property of Methyl 3-amino-5-methoxybenzoate

Chemical Property:

• Boiling Point: 335.219 °C at 760 mmHg
• PKA: 3.03±0.10(Predicted)
• Flash Point: 178.301 °C
• PSA: 61.55000
• Density: 1.18 g/cm³
• LogP: 1.64520
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

97% ^*data from raw suppliers

Methyl3-Amino-5-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)N)C(=O)OC

Technology Process of Methyl 3-amino-5-methoxybenzoate

There total 4 articles about Methyl 3-amino-5-methoxybenzoate 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: 100.0%

1-(3-methoxy-5-methoxycarbonylphenyl)-2,5-dimethyl-1H-pyrrole (217314-43-7) → methyl 3-amino-5-methoxybenzoate (217314-47-1)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In ethanol; at 80 ℃; for 16h;

DOI:10.1055/s-1998-2189

Reference yield: 97.0%

methanol (67-56-1) + 3-amino-5-methoxybenzoic acid (74165-74-5) → methyl 3-amino-5-methoxybenzoate (217314-47-1)

Guidance literature:

With thionyl chloride; at 80 ℃; Cooling with ice; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01483

Reference yield:

3-methoxy-5-nitrobenzoic acid methyl ester (78238-13-8) → methyl 3-amino-5-methoxybenzoate (217314-47-1)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; water; ethyl acetate; at 20 ℃; for 1h; under 2068.65 Torr;

upstream raw materials:

1-(3-methoxy-5-methoxycarbonylphenyl)-2,5-dimethyl-1H-pyrrole

methyl 3-amino-5-iodobenzoate

3-methoxy-5-nitrobenzoic acid methyl ester

methanol

Downstream raw materials:

3-<<<3-(1,1-dimethylethyl)-1-methyl-1H-pyrazol-5-yl>carbonyl>amino>-5-methoxybenzoic acid, methyl ester

3-methoxy-5-pent-4-enylamino-benzoic acid methyl ester

3-<<<3-(1,1-dimethylethyl)-1-methyl-1H-pyrazol-5-yl>carbonyl>amino>-5-methoxybenzoic acid

C₁₀H₁₃NO₅S