Methyl 2-amino-3,5-dimethylbenzoate

Base Information

• Chemical Name: Methyl 2-amino-3,5-dimethylbenzoate
• CAS No.: 206551-23-7
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.22
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID60443676
• Wikidata: Q72486932
• Mol file: 206551-23-7.mol

Synonyms:METHYL 2-AMINO-3,5-DIMETHYLBENZOATE;206551-23-7;Benzoic acid, 2-amino-3,5-dimethyl-, methyl ester;SCHEMBL5094601;DTXSID60443676;XRCRCNXSQYQLAQ-UHFFFAOYSA-N;METHYL2-AMINO-3,5-DIMETHYLBENZOATE;FT-0716850;EN300-181141

Chemical Property of Methyl 2-amino-3,5-dimethylbenzoate

Chemical Property:

• Boiling Point: 291.63 °C at 760 mmHg
• Flash Point: 148.734 °C
• PSA: 52.32000
• Density: 1.105 g/cm³
• LogP: 2.25340
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-amino-3,5-dimethylbenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C(=O)OC)N)C

Technology Process of Methyl 2-amino-3,5-dimethylbenzoate

There total 3 articles about Methyl 2-amino-3,5-dimethylbenzoate 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%

methanol (67-56-1) + 3,5-dimethylanthranilic acid (14438-32-5) → methyl 2-amino-3,5-dimethylbenzoate (206551-23-7)

Guidance literature:

With sulfuric acid; at 90 ℃; for 18h;

DOI:10.1039/d1md00195g

Reference yield:

3,5-dimethyl-2-nitro-benzoic acid methyl ester → methyl 2-amino-3,5-dimethylbenzoate (206551-23-7)

Guidance literature:

With ammonium chloride; zinc; In methanol; for 4h;

DOI:10.1021/jm9900063

Reference yield:

methyl 3,5-dimethylbenzoate (25081-39-4) → methyl 2-amino-3,5-dimethylbenzoate (206551-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent HNO₃; conc. H₂SO₄; AcOH / 1 h

2: aq. NH₄Cl; Zn / methanol / 4 h

With sulfuric acid; nitric acid; ammonium chloride; acetic acid; zinc; In methanol; 1: Nitration / 2: Reduction;

DOI:10.1021/jm9900063

upstream raw materials:

methanol

3,5-dimethylanthranilic acid

methyl 3,5-dimethylbenzoate

Downstream raw materials:

2-[(4-Methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-3,5-dimethyl-benzoic acid methyl ester

2-[(4-Methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-3,5-dimethylbenzoic acid

2-(4-Methoxy-benzenesulfonylamino)-3,5-dimethyl-benzoic acid methyl ester

Refernces

• 1、 Wu, Chengde,Decker, E. Radford,Blok, Natalie,Bui, Huong,Chen, Qi,Raju,Bourgoyne, Andree R.,Knowles, Vippra,Biediger, Ronald J.,Market, Robert V.,Lin, Shuqun,Dupré, Brian,Kogan, Timothy P.,Holland, George W.,Brock, Tommy A.,Dixon, Richard A. F.. "Endothelin antagonists: Substituted mesitylcarboxamides with high potency and selectivity for ET(A) receptors". . p. 4485 - 4499. Retrieved 2007/10/03.