Methyl 2-amino-4-methylbenzoate

Base Information

• Chemical Name: Methyl 2-amino-4-methylbenzoate
• CAS No.: 18595-17-0
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID20458645
• Nikkaji Number: J82.778I
• Wikidata: Q72487052
• Mol file: 18595-17-0.mol

Synonyms:Methyl 2-amino-4-methylbenzoate;18595-17-0;2-Amino-4-methylbenzoic acid methyl ester;methyl2-amino-4-methylbenzoate;Benzoic acid, 2-amino-4-methyl-, methyl ester;MFCD09998260;Methyl 2-amino-4-methyl-benzoate;methyl 4-methylanthranilate;SCHEMBL1129582;DTXSID20458645;VAQBJVZNPBNHGC-UHFFFAOYSA-N;AR2393;AKOS006302165;DS-1251;SB76096;AC-28495;AM808230;SY034473;2-Amino-4-methyl-benzoic acid methyl ester;CS-0028743;FT-0687115;EN300-2008290

Chemical Property of Methyl 2-amino-4-methylbenzoate

Chemical Property:

• Melting Point: 35-36℃
• Boiling Point: 269℃
• PKA: 2.42±0.10(Predicted)
• Flash Point: 130℃
• PSA: 52.32000
• Density: 1.132
• LogP: 1.94500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.2
• 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:

97% ^*data from raw suppliers

Methyl2-Amino-4-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-amino-4-methylbenzoate

There total 8 articles about Methyl 2-amino-4-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%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-methylanthranilic acid (2305-36-4) → methyl 4-methylanthranilate (18595-17-0)

Guidance literature:

In diethyl ether; for 1h; Inert atmosphere;

DOI:10.1021/jo1016713

Reference yield: 89.0%

methanol (67-56-1) + 4-methylanthranilic acid (2305-36-4) → methyl 4-methylanthranilate (18595-17-0)

Guidance literature:

With thionyl chloride;

DOI:10.1016/j.bmcl.2013.12.061

Reference yield: 85.7%

4-methylanthranilic acid (2305-36-4) → methyl 4-methylanthranilate (18595-17-0)

Guidance literature:

In methanol;

upstream raw materials:

methanol

4-methylanthranilic acid

6-methylindoline-2,3-dione

diazomethane

Downstream raw materials:

methyl 2-amino-5-bromo-4-chlorobenzoate