4-Amino-2-fluorobenzoic acid

Base Information

• Chemical Name: 4-Amino-2-fluorobenzoic acid
• CAS No.: 446-31-1
• Molecular Formula: C7H6 F N O2
• Molecular Weight: 155.129
• Hs Code.: 2922499990
• European Community (EC) Number: 626-824-6
• NSC Number: 190362
• DSSTox Substance ID: DTXSID00307208
• Nikkaji Number: J1.604.953K
• Wikidata: Q72437102
• ChEMBL ID: CHEMBL3278353
• Mol file: 446-31-1.mol

Synonyms:4-Amino-2-fluorobenzoic acid;446-31-1;2-fluoro-4-aminobenzoic acid;4-amino-2-fluoro-benzoic acid;MFCD01569397;BENZOIC ACID, 4-AMINO-2-FLUORO-;4-Amino-2-fluorobenzoicacid;4-amino-2-fluorobenzenecarboxylic acid;NSC190362;2-Fluor-4-amino-benzoesaure;SCHEMBL101125;4-amino-2-fluoro benzoic acid;CHEMBL3278353;DTXSID00307208;QHERSCUZBKDVOC-UHFFFAOYSA-N;AB2615;AC-985;4-Amino-2-fluorobenzoic acid, 97%;AKOS005071415;CS-W007847;HY-W007847;NSC-190362;SB37217;SY008893;A1700;AM20060110;FT-0600573;EN300-101502;8T-0213;J-514329;Z851819874

Chemical Property of 4-Amino-2-fluorobenzoic acid

Chemical Property:

• Appearance/Colour: WHITE TO TAN TO GREY POWDER, CRYSTALS OR CRYSTALLINE POWDER AND/OR CHUNKS
• Vapor Pressure: 0.000155mmHg at 25°C
• Melting Point: 210 °C ( dec.)
• Boiling Point: 336.1 °C at 760 mmHg
• PKA: 3.93±0.10(Predicted)
• Flash Point: 157 °C
• PSA: 63.32000
• Density: 1.43 g/cm₃
• LogP: 1.68730
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 155.03825660
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

98% ^*data from raw suppliers

4-Amino-2-fluorobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)F)C(=O)O

Technology Process of 4-Amino-2-fluorobenzoic acid

There total 7 articles about 4-Amino-2-fluorobenzoic acid 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%

2-fluoro-4-nitrobenzoic acid (403-24-7) → 2-fluoro-4-aminobenzoic acid (446-31-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; under 760 Torr;

DOI:10.1021/jm040144e

Reference yield:

4-amino-2-fluorobenzonitrile (53312-80-4) → 2-fluoro-4-aminobenzoic acid (446-31-1)

Guidance literature:

4-amino-2-fluorobenzonitrile; With water; potassium hydroxide; In industrial methylated spirit; for 48h; Reflux;

With hydrogenchloride; In dichloromethane; pH=5.5;

Reference yield:

2-fluoro-4-nitrotoluene (1427-07-2) → 2-fluoro-4-aminobenzoic acid (446-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous potassium permanganate; magnesium sulfate

2: iron (II)-sulfate; aqueous ammonia

With ammonium hydroxide; potassium permanganate; magnesium sulfate; iron(II) sulfate;

DOI:10.1021/ja01238a006

upstream raw materials:

2-fluoro-4-nitrobenzoic acid

4-acetamido-2-fluoro benzoic acid

2-fluoro-4-nitrotoluene

3-fluoro-4-methyl-phenylamine

Downstream raw materials:

4-[(6-chloropyrazin-2-yl)amino]-2-fluorobenzoic acid

C₈H₈FN₃O₂*ClH

methyl 4-amino-2-fluorobenzoate hydrochloride

7-fluoroquinoline-6-carboxylic acid

Refernces

• 1、 -. "HYDRAZONE COMPOUNDS AND THEIR USE". Page/Page column 133. . Retrieved 2010/12/17.
• 2、 Gangjee, Aleem,Jain, Hiteshkumar D.,McGuire, John J.,Kisliuk, Roy L.. "Benzoyl ring halogenated classical 2-amino-6-methyl-3,4-dihydro-4-oxo-5- substituted thiobenzoyl-7H-pyrrolo[2,3-d]pyrimidine antifolates as inhibitors of thymidylate synthase and as antitumor agents". . p. 6730 - 6739. Retrieved 2007/10/03.