Methyl 2-amino-5-(dimethylamino)benzoate

Base Information

• Chemical Name: Methyl 2-amino-5-(dimethylamino)benzoate
• CAS No.: 749863-32-9
• Molecular Formula: C10H14 N2 O2
• Molecular Weight: 194.233
• DSSTox Substance ID: DTXSID001210694
• Nikkaji Number: J2.256.789F
• Mol file: 749863-32-9.mol

Synonyms:Methyl 2-amino-5-(dimethylamino)benzoate;749863-32-9;Benzoic acid, 2-amino-5-(dimethylamino)-, methyl ester (9CI);SCHEMBL1129609;DTXSID001210694;AKOS010559965;CS-0254246;EN300-2008311;2-Amino-5-(dimethylamino)benzoic acid methyl ester;Benzoic acid, 2-amino-5-(dimethylamino)-, methyl ester

Chemical Property of Methyl 2-amino-5-(dimethylamino)benzoate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 194.105527694
• Heavy Atom Count: 14
• Complexity: 206

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 2-amino-5-(dimethylamino)benzoate

There total 2 articles about Methyl 2-amino-5-(dimethylamino)benzoate 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: 98.0%

methyl 5-(dimethylamino)-2-nitrobenzoate (749863-29-4) → methyl 2-amino-5-(dimethylamino)benzoate (749863-32-9)

Guidance literature:

With hydrogen; Raney nickel; In methanol; at 20 ℃; for 2h; under 760.051 Torr;

Reference yield:

5-chloro-2-nitrobenzoic acid (2516-95-2) → methyl 2-amino-5-(dimethylamino)benzoate (749863-32-9)

Guidance literature:

Multi-step reaction with 3 steps

1: water / 25 h / 70 °C / Autoclave

2: sulfuric acid / 20 h / Reflux; Inert atmosphere

3: DavePhos; 5 mol% Pd/C; hydrogen / methanol / 20 °C / Inert atmosphere

With sulfuric acid; 5 mol% Pd/C; hydrogen; DavePhos; In methanol; water;

DOI:10.1039/c8dt04938f

Reference yield: 86.0%

methyl 2-amino-5-(dimethylamino)benzoate (749863-32-9) + N,N,N',N'-tetramethylchlorformamidinium chloride (56043-45-9,13829-06-6) → methyl 2-((bis(dimethylamino)methylene)amino)-5-(dimethylamino)benzoate

Guidance literature:

With triethylamine; In acetonitrile; for 15h; Reflux; Inert atmosphere;

DOI:10.1039/c8dt04938f

upstream raw materials:

methyl 5-(dimethylamino)-2-nitrobenzoate

5-chloro-2-nitrobenzoic acid

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