2-Amino-6-fluorobenzoic acid

Base Information

• Chemical Name: 2-Amino-6-fluorobenzoic acid
• CAS No.: 434-76-4
• Molecular Formula: C7H6FNO2
• Molecular Weight: 155.129
• Hs Code.: 29224999
• Mol file: 434-76-4.mol

Synonyms:Anthranilicacid, 6-fluoro- (6CI,8CI);6-Fluoroanthranilicacid;AC1LAV6K;Anthralic acid, 6-fluoro-;AC1Q50PR;Oprea1_302702;443026_ALDRICH;

Chemical Property of 2-Amino-6-fluorobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 9.12E-05mmHg at 25°C
• Melting Point: 170-172 °C
• Refractive Index: 1.606
• Boiling Point: 308.8 °C at 760 mmHg
• PKA: 4.01±0.10(Predicted)
• Flash Point: 140.5 °C
• PSA: 63.32000
• Density: 1.43 g/cm³
• LogP: 1.68730
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-6-fluorobenzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Used in the synthesis of a novel benzamide with potent neuroleptic activity. 5- fluoro-2-methyl-3,l-benzoxazin-4-one was obtained from 2-amino-6-fluorobenzoic acid. The condensation of 2-amino-6-fluorobenzoic acid methyl ester and (4-fluorophenyl) acetyl chloride with N,N-dimethylamino-4-pyridine in CH 2 Cl 2 to give 2-fluoro-6-[2-(4-fluoro-phenyl)-acetylamino]-benzoic acid methyl ester in 61% yield. 2 Amino 6 fluorobenzoic acid is another easily ac cessible synthon for construction of monofluorinated heterocycles. Reactions of 2,3,4,6-tetra-O-acetyl-n-D_glucopyranosyl bromide (2) with p-hydroxybenzaldehyde, trifluoromethyl and fluoro substi- tuted aniline and 2-amino-6-fluorobenzoic acid gave lO-(Pformyl- pheny1)-2,3,4,6-tetra-O-acetyl-(3-D-glucopyranoside. 2-Fluoro-6-iodobenzoic acid,a loose white crystal,was synthesized by using 2-amino-6-fluorobenzoic acid as the starting material.

Technology Process of 2-Amino-6-fluorobenzoic acid

There total 5 articles about 2-Amino-6-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: 96.8%

6-fluoro-2-nitrobenzoic acid (385-02-4) → 2-amino-6-fluorobenzoic acid (434-76-4)

Guidance literature:

With molybdenum(IV) oxide; hydrazine hydrate; pyrographite; In ethanol; at 20 ℃; for 7h; Green chemistry;

Reference yield: 90.0%

2-amino-6-fluorobenzonitrile (77326-36-4) → 2-amino-6-fluorobenzoic acid (434-76-4)

Guidance literature:

With sodium hydroxide; In water; for 12h; Heating;

DOI:10.1016/S0040-4020(97)00564-4

Reference yield:

2,6-dichloro-benzonitrile (1194-65-6) → 2-amino-6-fluorobenzoic acid (434-76-4)

Guidance literature:

Multi-step reaction with 3 steps

1: KF; 18-crown-6 / 3 h / 180 °C

2: NH₃ / 10 h / 100 °C

3: aq. NaOH / ethanol

With potassium fluoride; sodium hydroxide; 18-crown-6 ether; ammonia; In ethanol;

DOI:10.2533/000942904777678226

upstream raw materials:

3-fluorophthalic anhydride

2-amino-6-fluorobenzonitrile

2,6-dichloro-benzonitrile

2,6 difluorobenzonitrile

Downstream raw materials:

5-fluoro-2H-benzo[d][1,3]-oxazine-2,4(1H)-dione

5-fluoro-1H-quinazoline-2,4(1H,3H)-dione

2-Amino-N-(2-chlorophenyl)-6-fluorobenzamide

5-fluoro-4-oxo-3-phenyl-1,2,3,4-tetrahydroquinazoline-2-thione

Refernces

• 1、 -. "Method for synthesizing aniline compound, catalyst and application thereof". Paragraph 0066; 0067. . Retrieved 2019/04/17.
• 2、 Michel, Justine,Gueguen, Genevieve,Vercauteren, Joseph,Moreau, Serge. "Tripler stability of oligodeoxynucleotides containing substituted quinazoline-2,4-(1H,3H)-dione". . p. 8457 - 8478. Retrieved 2007/10/03.