Methyl 2-amino-5-fluorobenzoate

Base Information

• Chemical Name: Methyl 2-amino-5-fluorobenzoate
• CAS No.: 319-24-4
• Molecular Formula: C8H8FNO2
• Molecular Weight: 169.155
• Hs Code.: 29224999
• European Community (EC) Number: 608-681-1
• DSSTox Substance ID: DTXSID80382639
• Wikidata: Q69999898
• Mol file: 319-24-4.mol

Synonyms:Methyl 2-amino-5-fluorobenzoate;319-24-4;2-Amino-5-fluorobenzoic acid methyl ester;METHYL 5-FLUOROANTHRANILATE;BENZOIC ACID, 2-AMINO-5-FLUORO-, METHYL ESTER;MFCD03791308;EC 608-681-1;methyl2-amino-5-fluorobenzoate;methyl 2-amino-5-fluoro-benzoate;4-Fluoro-2-(methoxycarbonyl)aniline;2-amino-5-fluoro benzoic acid methyl ester;SCHEMBL165608;methyl-2-amino-5-fluorobenzoate;DTXSID80382639;PUDDYSBKCDKATP-UHFFFAOYSA-N;AMY18124;5-Fluoroanthranilic Acid Methyl Ester;AKOS005255207;AC-3881;CS-W007783;PS-8717;BP-21337;SY009285;2-Amino-5-fluoro-benzoic acid methyl ester;A5752;FT-0612082;M2899;EN300-42149;Z54593024

Chemical Property of Methyl 2-amino-5-fluorobenzoate

Chemical Property:

• Vapor Pressure: 29.1mmHg at 25°C
• Melting Point: 34-37 °C
• Refractive Index: 1.338
• Boiling Point: 265.3 °C at 760 mmHg
• PKA: 2.08±0.10(Predicted)
• Flash Point: 114.2 °C
• PSA: 52.32000
• Density: 1.264 g/cm³
• LogP: 1.77570
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 169.05390666
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-amino-5-fluorobenzoate ^*data from reagent suppliers

Safty Information:

• Statements: 52/53
• Safety Statements: 22-24/25-61

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-amino-5-fluorobenzoate

There total 13 articles about Methyl 2-amino-5-fluorobenzoate 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: 99.0%

N-methyl-N-nitrosotoluene-p-sulfonamide (80-11-5) + 2-amino-5-fluorobenzoic acid (446-08-2) → 2-amino-5-fluoro-benzoic acid methyl ester (319-24-4)

Guidance literature:

N-methyl-N-nitrosotoluene-p-sulfonamide; With potassium hydroxide; In diethyl ether; water;

2-amino-5-fluorobenzoic acid; In diethyl ether; for 1h;

DOI:10.3987/com-05-s(t)9

Reference yield: 88.0%

methyl 5-fluoro-2-nitrobenzoate (393-85-1) → 2-amino-5-fluoro-benzoic acid methyl ester (319-24-4)

Guidance literature:

With hydrogen; palladium on activated carbon; In methanol; for 120h; under 760.051 Torr;

Reference yield: 83.0%

methanol (67-56-1) + 5-fluoro-1H-indole-2,3-dione (443-69-6) → 2-amino-5-fluoro-benzoic acid methyl ester (319-24-4)

Guidance literature:

With tert.-butylhydroperoxide; caesium carbonate; at 20 - 30 ℃; for 4h; Sealed tube;

DOI:10.1016/j.tet.2019.01.067

upstream raw materials:

methyl 5-fluoro-2-nitrobenzoate

methanol

2-amino-5-fluorobenzoic acid

N-methyl-N-nitrosotoluene-p-sulfonamide

Downstream raw materials:

methyl 2-azido-5-fluorobenzoate

2-amino-5-fluorobenzamide

5 -fluoro-2-((4-methylphenyl)sulfonamido)benzoic acid

9-chloro-7-fluoro-1,2,3,4-tetrahydro-acridine

Refernces

• 1、 Wang, Lei,Fang, Kun,Cheng, Junfei,Li, Yu,Huang, Yahui,Chen, Shuqiang,Dong, Guoqiang,Wu, Shanchao,Sheng, Chunquan. "Scaffold Hopping of Natural Product Evodiamine: Discovery of a Novel Antitumor Scaffold with Excellent Potency against Colon Cancer". . p. 696 - 713. Retrieved 2020/02/04.
• 2、 Xu, Kun-Lun,Yu, Lan. "Neuroprotective activity of different monosaccharide-modified gastrodin analogs". . p. 1263 - 1269. Retrieved 2020/01/21.