ChemicalBook CAS DataBase List 2-Amino-6-fluorobenzoic acid

2-Amino-6-fluorobenzoic acid synthesis

5synthesis methods

Product Name:2-Amino-6-fluorobenzoic acid
CAS Number:434-76-4
Molecular formula:C7H6FNO2
Molecular Weight:155.13

The 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

synthesis of 2-Amino-6-fluorobenzoic acid.png

385-02-4 Synthesis

385-02-4
206 suppliers
$16.00/5g

434-76-4
330 suppliers
$12.00/10g

Yield:434-76-4 96.8%

Reaction Conditions:

with molybdenum(IV) oxide;hydrazine hydrate;pyrographite in ethanol at 20; for 7 h;Green chemistry;

Steps:

14 Preparation of 2-amino-6-fluorobenzoic acid

Example 14
Preparation of 2-amino-6-fluorobenzoic acid
1.85 g (10 mmol) of 6-fluoro-2-nitrobenzoic acid, 25.6 mg (0.2 mmol) of MoO₂, 76.8 mg of activated carbon and 30 mL of ethyl alcohol were added into a 50 mL flask.
Then 1.25 g (20 mmol) of hydrazine hydrate (80%) was added dropwise at room temperature and reacted at room temperature for 7 hours until TLC analysis showed the raw materials were reacted completely and then filtered, concentrated filtrate, extracted with 20 mL of ethyl acetate and 10 mL of water, the obtained organic phase was washed and concentrated, finally, get 1.5 g of light yellow solid, the molar yield was 96.8%, HPLC purity was 99.6%.
¹HNMR data: ¹HNMR (400 MHz, D₂O) δ: 7.45-7.40 (m, 1H), 6.86-6.95 (m, 2H).

References:

US2019/100486,2019,A1 Location in patent:Paragraph 0062-0063