Methyl 2-amino-3-chlorobenzoate

Base Information

• Chemical Name: Methyl 2-amino-3-chlorobenzoate
• CAS No.: 77820-58-7
• Molecular Formula: C8H8ClNO2
• Molecular Weight: 185.61
• Hs Code.: 2922499990
• European Community (EC) Number: 620-109-2
• DSSTox Substance ID: DTXSID70868457
• Nikkaji Number: J1.357.688B
• Wikidata: Q72486790
• Mol file: 77820-58-7.mol

Synonyms:methyl 2-amino-3-chlorobenzoate;77820-58-7;Benzoic acid, 2-amino-3-chloro-, methyl ester;2-amino-3-chlorobenzoic acid methyl ester;2-Amino-3-chloro-benzoic acid methyl ester;Methyl 3-chloro-2-aminobenzoate;MFCD06797833;methyl 3-chloroanthranilate;methyl-2-amino-3-chlorobenzoate;EC 620-109-2;methyl 3-chloro-anthranilate;SCHEMBL647085;AMY5666;DTXSID70868457;MSXSZFYRADEEJA-UHFFFAOYSA-N;3-Chloroanthanilic acid methyl ester;BBL100772;STL554566;AKOS002667053;AC-4778;CS-W018829;GS-3173;SY002097;FT-0601060;M3074;Methyl 2-amino-3-chlorobenzoate, AldrichCPR;A20118;EN300-321622;F2141-1504;2-amino-3-chlorobenzate ester;-Amino-3-chlorbenzoesuremethylester

Chemical Property of Methyl 2-amino-3-chlorobenzoate

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 35-37 °C
• Refractive Index: 1.581
• Boiling Point: 273.803 °C at 760 mmHg
• PKA: 0.25±0.10(Predicted)
• Flash Point: 119.392 °C
• PSA: 52.32000
• Density: 1.311 g/cm³
• LogP: 2.29000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.0243562
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl 2-Amino-3-chlorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CC=C1)Cl)N

Technology Process of Methyl 2-amino-3-chlorobenzoate

There total 12 articles about Methyl 2-amino-3-chlorobenzoate 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: 96.0%

2-amino-3-chlorobenzoic acid (6388-47-2) + dimethyl sulfate (77-78-1) → methyl 3-chloroanthranilate (77820-58-7)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In toluene; at 80 ℃; for 1h; Solvent; Temperature; Reagent/catalyst;

Reference yield: 94.5%

8-chloro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione (63497-60-9) → methyl 3-chloroanthranilate (77820-58-7)

Guidance literature:

With potassium carbonate; In methanol;

Reference yield: 91.4%

→ methyl 3-chloroanthranilate (77820-58-7)

Guidance literature:

upstream raw materials:

methanol

2-amino-3-chlorobenzoic acid

2-carbomethoxyaniline

3-chloro-2-nitro-benzoic acid methyl ester

Downstream raw materials:

N-p-toluenesulfonyl-3-chloroanthranilic acid methyl ester

(2-amino-3-chlorophenyl)methanol

methyl 6-chloroanthranilate

methyl 2-amino-[1,1'-biphenyl]-3-carboxylate

Refernces

• 1、 Pinkerton, Anthony B.,Peddibhotla, Satyamaheshwar,Yamamoto, Fusayo,Slosky, Lauren M.,Bai, Yushi,Maloney, Patrick,Hershberger, Paul,Hedrick, Michael P.,Falter, Bekhi,Ardecky, Robert J.,Smith, Layton H.,Chung, Thomas D. Y.,Jackson, Michael R.,Caron, Marc G.,Barak, Lawrence S.. "Discovery of β-Arrestin Biased, Orally Bioavailable, and CNS Penetrant Neurotensin Receptor 1 (NTR1) Allosteric Modulators". supporting information. p. 8357 - 8363. Retrieved 2019/09/10.
• 2、 -. "METHOD FOR PRODUCING NITROBENZENE COMPOUND". . . Retrieved 2014/06/24.