Methyl 3-amino-4,5-dimethoxybenzoate

Base Information

• Chemical Name: Methyl 3-amino-4,5-dimethoxybenzoate
• CAS No.: 148546-85-4
• Molecular Formula: C10H13NO4
• Molecular Weight: 211.218
• DSSTox Substance ID: DTXSID501290461
• Mol file: 148546-85-4.mol

Synonyms:methyl 3-amino-4,5-dimethoxybenzoate;148546-85-4;Benzoic acid, 3-amino-4,5-dimethoxy-, methyl ester;SCHEMBL9333497;ZDURWSKEQGIEJE-UHFFFAOYSA-N;DTXSID501290461;methyl3-amino-4,5-dimethoxybenzoate;MFCD13704934;STL432332;AKOS012322366;SB78790;LS-08572;CS-0217811;EN300-86003;F95139;Z1079174402

Chemical Property of Methyl 3-amino-4,5-dimethoxybenzoate

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 211.08445790
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)N)C(=O)OC

Technology Process of Methyl 3-amino-4,5-dimethoxybenzoate

There total 5 articles about Methyl 3-amino-4,5-dimethoxybenzoate 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: 90.0%

methyl 3,4-dimethoxy-5-nitrobenzoate (148546-84-3) → methyl 3-amino-4,5-dimethoxybenzoate (148546-85-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 6h;

DOI:10.3390/molecules26195964

Reference yield:

methyl 3,4-dimethoxybenzoate (2150-38-1) → methyl 3-amino-4,5-dimethoxybenzoate (148546-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; nitric acid

2: Raney nickel; methanol / 110 °C / 51485.6 Torr / Hydrogenation

With methanol; nitric acid; nickel; acetic acid;

DOI:10.1021/ja01264a076

Reference yield:

methyl 3,4-dihydroxy-5-nitro-benzoate (125629-01-8) → methyl 3-amino-4,5-dimethoxybenzoate (148546-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 4 h / Inert atmosphere; Reflux

2: hydrogen; palladium 10% on activated carbon / methanol / 6 h / 20 °C

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In methanol; acetonitrile;

DOI:10.3390/molecules26195964

upstream raw materials:

methyl 3,4-dimethoxy-5-nitrobenzoate

methyl 3,4-dimethoxybenzoate

3,4-dihydroxy-5-nitrobenzoic acid

3,4-dihydroxy-5-nitrobenzaldehyde