Methyl 5-Amino-2-Methylbenzoate

Base Information

• Chemical Name: Methyl 5-Amino-2-Methylbenzoate
• CAS No.: 18595-12-5
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• European Community (EC) Number: 808-148-5
• DSSTox Substance ID: DTXSID30567555
• Nikkaji Number: J82.773H
• Wikidata: Q72487055
• Mol file: 18595-12-5.mol

Synonyms:Methyl 5-Amino-2-Methylbenzoate;18595-12-5;5-Amino-2-methyl-benzoic acid methyl ester;5-amino-2-methylbenzoic acid methyl ester;MFCD08752568;5-amino-2-methyl benzoic acid methyl ester;Methyl5-Amino-2-Methylbenzoate;Benzoic acid, 5-amino-2-methyl-, methyl ester;Methyl 5-Amino-o-toluate;Benzoic acid,5-amino-2-methyl-, methyl ester;SCHEMBL1321845;methyl 2-methyl-5-aminobenzoate;methyl 3-amino-6-methylbenzoate;DTXSID30567555;JNPZKGOLYSCSEL-UHFFFAOYSA-N;AMY36355;BCP24565;5-Amino-o-toluic Acid Methyl Ester;AKOS005259440;AC-5047;CS-W003565;SB34629;AS-12564;SY021381;A4112;M2540;EN300-97828;W-201669;Z802847392

Chemical Property of Methyl 5-Amino-2-Methylbenzoate

Chemical Property:

• Melting Point: 39-40℃
• Boiling Point: 285.437 °C at 760 mmHg
• PKA: 3.88±0.10(Predicted)
• Flash Point: 143.665 °C
• PSA: 52.32000
• Density: 1.132 g/cm³
• LogP: 1.94500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 5-Amino-2-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-Amino-2-Methylbenzoate

There total 4 articles about Methyl 5-Amino-2-Methylbenzoate 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%

methyl 2-methyl-5-nitrobenzoate (77324-87-9) → methyl 5-amino-2-methylbenzoate (18595-12-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 2h;

DOI:10.1021/ja035540l

Reference yield: 99.0%

→ methyl 5-amino-2-methylbenzoate (18595-12-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; at 20 ℃;

Reference yield:

5-nitro-o-toluic acid (1975-52-6) → methyl 5-amino-2-methylbenzoate (18595-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / H+

2: 100 percent / H₂ / Raney Nickel

With hydrogen; hydrogen cation; nickel;

DOI:10.1016/j.bmcl.2007.02.055

upstream raw materials:

methyl 2-methyl-5-nitrobenzoate

5-nitro-o-toluic acid

methyl 3-amino-2-methylbenzoate

Downstream raw materials:

methyl 5-(2-(tert-butoxycarbonyl)-2-bromoethyl)-2-methylbenzoate

5-cyano-2-methylbenzoic acid methyl ester

methyl 5-cyano-2-(2-{3-[(5-chloro-2,3-dihydro-1H-indol-1-yl)sulfonyl]phenyl}ethenyl)benzoate

methyl 2-(bromomethyl)-5-cyanobenzoate

Refernces

• 1、 -. "PROTEIN KINASE INHIBITORS FOR PROMOTING LIVER REGENERATION OR REDUCING OR PREVENTING HEPATOCYTE DEATH". Page/Page column 32; 51; 52. . Retrieved 2018/08/12.
• 2、 -. "BENZAMIDE DERIVATIVES AS P2X7 RECEPTOR ANTAGONISTS". Page/Page column 134. . Retrieved 2012/09/11.