|
|
| Product Name: | 4-Amino-3,5-dichloroacetophenone | | Synonyms: | 1-(4-Amino-3,5-dichloro-phenyl)-2-ethanone;5-AMINO-3,5-DICHLORO ACETOPHENONE;4''-AMINO-3'',5''-DICHLOROACETOPHENONECLENBUTEROL;4-Amino-3,5-dichloroacetophenone,98%;4′-Amino-3′,5′-dichloroacetophenone,1-(4-Amino-3,5-dichlorophenyl)-ethanone, 3,5-Dichloro-4-aminoacetophenone;3,5-dichloro-p-aMino acetophenone;4-AMino-3,5-dichloroacetophenone, 98% 5GR;4'-AMino-3',5'-dichloroacetophenone SynonyMs 4-Acetyl-2,6-dichloroaniline | | CAS: | 37148-48-4 | | MF: | C8H7Cl2NO | | MW: | 204.05 | | EINECS: | 253-368-1 | | Product Categories: | Chemical Amines;Amines;Aromatic Acetophenones & Derivatives (substituted);(intermediate of leflunomide);Aromatics;37148-48-4 | | Mol File: | 37148-48-4.mol |  |
| | 4-Amino-3,5-dichloroacetophenone Chemical Properties |
| Melting point | 162-166 °C(lit.) | | Boiling point | 351.5±42.0 °C(Predicted) | | density | 1.2748 (rough estimate) | | refractive index | 1.5500 (estimate) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | pka | -1.72±0.10(Predicted) | | form | Solid | | color | Light Tan to Brown | | InChI | InChI=1S/C8H7Cl2NO/c1-4(12)5-2-6(9)8(11)7(10)3-5/h2-3H,11H2,1H3 | | InChIKey | JLPKZJDZXIKSCP-UHFFFAOYSA-N | | SMILES | C(=O)(C1=CC(Cl)=C(N)C(Cl)=C1)C | | CAS DataBase Reference | 37148-48-4(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | HS Code | 29223990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-Amino-3,5-dichloroacetophenone Usage And Synthesis |
| Description | 4-Amino-3,5-dichloroacetophenone is an intermediate in the synthesis of
the antitussive and antiasthmatic drug gramtin. | | Storage | 4-Amino-3,5-dichloroacetophenone should be stored in a cool, dry place
in a small, well filled, well-closed container, protected from light.
When a partially filled container is used, the air should be replaced by
nitrogen or another inert gas.
4-Amino-3,5-dichloroacetophenone
oxidizes on exposure to air, resulting in an increase in the peroxide
value. | | Chemical Properties | 4-Amino-3,5-dichloroacetophenone is a white to light yellow crystal powder. Insoluble in cold water, slightly soluble in hot water. | | Uses | 4-Amino-3,5-dichloroacetophenone is used to synthesize the drug Clenbuterol. Clenbuterol is a steroid-like chemical that was initially developed to treat asthma in horses, working by relaxing the airways in the animals'lungs. | | Application | 4-Amino-3,5-dichloroacetophenone is a compound useful in organic synthesis. | | Preparation | 4-Amino-3,5-dichloroacetophenone was synthesized by chlorination of 4-aminoacetophenone. Add 4-aminoacetophenone and acetic acid (80%) into the reaction pot, stir and dissolve, quickly add chlorine-containing glacial acetic acid solution, the temperature of the addition is 5°C. After the addition is completed, immediately put into ice water to precipitate, filter, and wash with water to obtain the crude product. Recrystallize with ethanol to obtain the finished product of 4-Amino-3,5-dichloroacetophenone. | | Application | 4-Amino-3,5-dichloroacetophenone has active chemical properties and has been widely used in industrial chemistry, agricultural chemistry, and pharmaceutical chemistry. As a selective oxidant and green coupling reagent, it participates in a variety of oxidation reactions, rearrangement reactions, and amination reactions. In industry, it can also be used as a raw material for the synthesis of drugs, disinfectants, dyes, food seasonings, adhesives, explosives, etc. | | Synthesis | To a 250 mL three-necked flask was added 8.3 g of 2,6-dichloroaniline, 50 mL of chloroform was added and stirred to disperse, then 30 g of ferric chloride was added. The temperature of the reaction system was controlled at 0 °C and 8.8 g of acetyl chloride was added dropwise. After the dropwise addition, the reaction was continued to be stirred at room temperature for 6 hours. After completion of the reaction, the reaction solution was acidified, filtration was carried out and the resulting solid was washed with water to give 9.0 g of light yellow 3,5-dichloro-4-aminoacetophenone in 88.6% yield. The purity of the product was 99.5% by HPLC. | | References | [1] Patent: CN105968021, 2016, A. Location in patent: Paragraph 0168-0169 |
| | 4-Amino-3,5-dichloroacetophenone Preparation Products And Raw materials |
|