2-Amino-6-fluorobenzoic acid

2-Amino-6-fluorobenzoic acid Basic information
Product Name:2-Amino-6-fluorobenzoic acid
Synonyms:BUTTPARK 44\01-59;6-FLUOROANTHRANILIC ACID;2-fluoro-6-aminobenzoic acid;TRIPHENYLBORANE, 0.25M SOLUTION IN TETRA;2-AMINO-6-FLUOROBENZOIC ACID (6-FLUOROANTHRANILIC ACID);2-Amino-6-fluorobenzoic acid, 98% (6-Fluoroanthranilic acid);2-Amino-6-Fluorobenzoic;2-Amino-6-fluorobenzoic acid 97%
CAS:434-76-4
MF:C7H6FNO2
MW:155.13
EINECS:627-707-2
Product Categories:Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Fluorin-contained Benzoic acid series
Mol File:434-76-4.mol
2-Amino-6-fluorobenzoic acid Structure
2-Amino-6-fluorobenzoic acid Chemical Properties
Melting point 167-169 °C (lit.)
Boiling point 223.67°C (rough estimate)
density 1.3021 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility soluble in Methanol
form Crystalline Powder
pka4.01±0.10(Predicted)
color Yellow to brown
BRN 3540926
InChIKeyRWSFZKWMVWPDGZ-UHFFFAOYSA-N
CAS DataBase Reference434-76-4(CAS DataBase Reference)
NIST Chemistry ReferenceAnthralic acid, 6-fluoro-(434-76-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
HazardClass IRRITANT
HS Code 29224999
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
2-Amino-6-fluorobenzoic acid Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
UsesUsed 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.
DefinitionChEBI: 2-Amino-6-fluorobenzoic acid is an aminobenzoic acid.
storageStore in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.
SynthesisThe synthesis of 2-Amino-6-fluorobenzoic acid is as follows:
A 50 ml three-necked flask was charged with 1.85 g (10 mmol) of 6-fluoro-2-nitrobenzoic acid, 25.6 mg (0.2 mmol) of molybdenum dioxide, and 76.8 mg of activated carbon. 30 ml of absolute ethanol was added dropwise 1.25 g (20 mmol) of hydrazine hydrate (80%) at room temperature. After the reaction was completed at room temperature for 7 h, TLC monitoring showed that the reaction was completed, filtered, and the filtrate was concentrated, then ethyl acetate (20 mL) and water (10 ml) were added and extracted. The organic phase was washed with water and concentrated to give 1.5g desired product as a pale yellow solid, yield 96.8%, HPLC purity 99.6%.
synthesis of 2-Amino-6-fluorobenzoic acid.png
2-Amino-6-fluorobenzoic acid Preparation Products And Raw materials
Preparation Products2-Fluoro-6-nitrobenzoic acid-->2-Bromo-6-fluorobenzoic acid-->1-(2-Amino-6-fluorophenyl)ethanone-->2-Chloro-5-fluoroquinoline-3-carbonitrile-->(3-Fluoro-2-formyl-phenyl)-carbamic acid tert-butyl ester
RARECHEM AL BO 0559 2-Amino-5-fluorobenzoic acid 2-amino-3,6-difluorobenzoic acid POLYURETHANE 4-Aminobenzoic acid 2-Amino-6-fluorobenzoic acid 2,3,4,5-TETRAFLUORO-6-NITROBENZOIC ACID Urethane FMOC-2-AMINO-6-FLUOROBENZOIC ACID 4-Fluorobenzoic acid 6-Aminocaproic acid Glycine BUTTPARK 49\07-47 2-AMINO-3,5-DIBROMO-6-FLUOROBENZOIC ACID 2-Amino-4-Fluorobenzoic Acid 99%,2-AMINO-4-FLUOROBENZOIC ACID / 4-FLUOROANTHRANILIC ACID,2-AMINO-4-FLUOROBENZOIC ACID RARECHEM AL BO 0533 Anthranilic acid RARECHEM AL BO 0532

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