37148-48-4

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Chemical Properties

white to light yellow crystal powder. Insoluble in cold water, slightly soluble in hot water, easily soluble in ethanol, ether, benzene and other organic solvents.

Physical properties

4-Amino-3,5-dichloroacetophenone is a white to light yellow crystal powder. Insoluble in cold water, slightly soluble in hot water, easily soluble in ethanol, ether, benzene and other organic solvents.

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

3,5-Dichloro-4-aminoacetophenone 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 the precipitate, filter, and wash with water to obtain the crude product Recrystallize with ethanol to obtain the finished product of 3,5-dichloro-4-aminoacetophenone.

Synthesis

75-36-5

608-31-1

37148-48-4

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

Questions And Answer

• 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.;

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