2-Amino-6-chlorobenzoic acid CAS#2148-56-3
Controlled and Efficient Reaction Process: The synthesis process utilizes controlled stirring speed and temperature conditions to support stable and efficient reaction performance.
High-Purity Crystal Formation: The product is obtained through filtration, dehydration, washing, and recrystallization steps, helping achieve high-quality crystalline material.
Multi-Step Purification Procedure: The process includes reduction, concentration under reduced pressure, and ethyl acetate recrystallization for improved product refinement.
Reliable Chemical Synthesis Method: The preparation method provides a structured and reproducible route for producing 2-amino-6-chlorobenzoic acid.
2-Amino-6-chlorobenzoic Acid CAS#2148-56-3
A. In a reaction vessel equipped with an agitator, thermometer, reflux condenser, and dropping funnel, cerium chloride (0.16 mol), a 4-hydroxy-3-methoxybenzene ethanol solution (0.19 mol), and 400–500 mL of Klorvess liquid are added. The stirring speed is controlled at 160–190 rpm while the reaction temperature is raised to 60–65°C. A solution of 2-chloro-6-nitrobenzoic acid (0.13 mol) and 200 mL of potassium bisulfite solution is then slowly added. The stirring speed is increased to 260–310 rpm, followed by reflux reaction for 5–7 hours.
B. After the reaction, the solution temperature is reduced to 15–19°C to precipitate the solid product, which is then filtered. Diammonium hydrogen citrate solution (150–180 mL) is added to the filtrate, and the mixture is concentrated under reduced pressure to precipitate additional solids. The resulting product is filtered, dehydrated using a drying agent, washed with brine and pyridine solution, and recrystallized from ethyl acetate to obtain crystalline 2-amino-6-chlorobenzoic acid (C7H6ClNO2).
2-Amino-6-chlorobenzoic acid Chemical Properties
| Melting point | 158-160 °C (lit.) |
| Boiling point | 250°C (rough estimate) |
| density | 1.3246 (rough estimate) |
| refractive index | 1.5560 (estimate) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| pka | 0.97±0.10(Predicted) |
| form | Crystalline Powder |
| color | Light yellow to beige |
| Water Solubility | Very soluble in water. Soluble in methanol. |
| BRN | 2804041 |
| Major Application | peptide synthesis |
| InChI | InChI=1S/C7H6ClNO2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,9H2,(H,10,11) |
| InChIKey | SZCPTRGBOVXVCA-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C1=C(Cl)C=CC=C1N |
| CAS DataBase Reference | 2148-56-3(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Amino-6-chlorobenzoic acid(2148-56-3) |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39 |
| WGK Germany | 3 |
| Hazard Note | Irritant |
| HS Code | 29224999 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 |
| Skin Irrit. 2 | |
| STOT SE 3 |
Product Application of 2-Amino-6-chlorobenzoic Acid CAS#2148-56-3
Tricyclohexyltin 2-amino-6-chlorobenzoate can be synthesized through the reaction of tricyclohexyltin hydroxide with 2-amino-6-chlorobenzoic acid.
